{"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/118228","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=396502","label":"url"}],"paper_title":{"en":"A suitable stereoisomer of vibrioferrin probes for iron uptake of Vibrio parahaemolyticus","ja":"A suitable stereoisomer of vibrioferrin probes for iron uptake of Vibrio parahaemolyticus"},"authors":{"en":[{"name":"Sumida Ryuichi"},{"name":"Okuda Misa"},{"name":"Mera Akane"},{"name":"Inoue Masaki"},{"name":"Karanjit Sangita"},{"name":"Niwa Kanji"},{"name":"Tsutsumi Tomohiro"},{"name":"Sato Ryota"},{"name":"Nakayama Atsushi"},{"name":"Tanaka Naonobu"},{"name":"Oda Masataka"},{"name":"Namba Kosuke"}],"ja":[{"name":"住田 龍一"},{"name":"奥田 実沙"},{"name":"米良 茜"},{"name":"井上 雅貴"},{"name":"カランジット サンギータ"},{"name":"丹羽 莞慈"},{"name":"堤 大洋"},{"name":"佐藤 亮太"},{"name":"中山 淳"},{"name":"田中 直伸"},{"name":"Oda Masataka"},{"name":"難波 康祐"}]},"publication_date":"2023-05-08","publication_name":{"en":"Chemistry Letters","ja":"Chemistry Letters"},"languages":["eng"],"referee":true,"identifiers":{"doi":["10.1246/cl.230166"],"issn":["1348-0715"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/118227","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/36813913","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=396501","label":"url"}],"paper_title":{"en":"1,3a,6a-Triazapentalene derivatives as photo-induced cytotoxic small fluorescent dyes","ja":"1,3a,6a-Triazapentalene derivatives as photo-induced cytotoxic small fluorescent dyes"},"authors":{"en":[{"name":"Tsuji Daisuke"},{"name":"Nakayama Atsushi"},{"name":"Yamamoto RIko"},{"name":"Nagano Shuji"},{"name":"Taniguchi Takashi"},{"name":"Sato Ryota"},{"name":"Karanjit Sangita"},{"name":"Muguruma Naoki"},{"name":"Takayama Tetsuji"},{"name":"Itoh Kohji"},{"name":"Namba Kosuke"}],"ja":[{"name":"Tsuji Daisuke"},{"name":"中山 淳"},{"name":"山本 璃子"},{"name":"長野 秀嗣"},{"name":"谷口 喬"},{"name":"佐藤 亮太"},{"name":"カランジット サンギータ"},{"name":"六車 直樹"},{"name":"高山 哲治"},{"name":"Itoh Kohji"},{"name":"難波 康祐"}]},"description":{"en":"1,3a,6a-Triazapentalene (TAP) is a compact fluorescent chromophore whose fluorescence properties vary greatly depending on the substituents on the TAP ring. This study investigated the photo-induced cytotoxicities of various TAP derivatives. Among the derivatives, 2-p-nitrophenyl-TAP showed significant cytotoxicity to HeLa cells under UV irradiation but no cytotoxicity without UV. In addition, the photo-induced cytotoxicity of 2-p-nitirophenyl-TAP was found to be cancer cell selective and effective against HeLa cells and HCT 116 cells. Under UV irradiation, 2-p-nitrophenyl-TAP generated reactive oxygen species (ROS) that induced an apoptosis and ferroptosis in cancer cells. Therefore, it was revealed that 2-p-nitrophenyl-TAP is the most compact dye that can generate ROS by photoirradiation.","ja":"1,3a,6a-Triazapentalene (TAP) is a compact fluorescent chromophore whose fluorescence properties vary greatly depending on the substituents on the TAP ring. This study investigated the photo-induced cytotoxicities of various TAP derivatives. Among the derivatives, 2-p-nitrophenyl-TAP showed significant cytotoxicity to HeLa cells under UV irradiation but no cytotoxicity without UV. In addition, the photo-induced cytotoxicity of 2-p-nitirophenyl-TAP was found to be cancer cell selective and effective against HeLa cells and HCT 116 cells. Under UV irradiation, 2-p-nitrophenyl-TAP generated reactive oxygen species (ROS) that induced an apoptosis and ferroptosis in cancer cells. Therefore, it was revealed that 2-p-nitrophenyl-TAP is the most compact dye that can generate ROS by photoirradiation."},"publication_date":"2023-02-22","publication_name":{"en":"Communications Chemistry","ja":"Communications Chemistry"},"volume":"Vol.6","number":"No.1","starting_page":"37","ending_page":"37","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1038/s42004-023-00838-0"],"issn":["2399-3669"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/117329","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/35446586","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=388689","label":"url"}],"paper_title":{"en":"Total synthesis of proposed structures of 4,10-dihydroxy 8,12-guaianolides","ja":"Total synthesis of proposed structures of 4,10-dihydroxy 8,12-guaianolides"},"authors":{"en":[{"name":"Kimura Yuki"},{"name":"Ohashi Eisaku"},{"name":"Karanjit Sangita"},{"name":"Taniguchi Takashi"},{"name":"Nakayama Atsushi"},{"name":"Imagawa Hiroshi"},{"name":"Sato Ryota"},{"name":"Namba Kosuke"}],"ja":[{"name":"木村 有希"},{"name":"Ohashi Eisaku"},{"name":"カランジット サンギータ"},{"name":"谷口 喬"},{"name":"中山 淳"},{"name":"Imagawa Hiroshi"},{"name":"佐藤 亮太"},{"name":"難波 康祐"}]},"description":{"en":"The first total syntheses of two 4,10-dihydroxy-8,12-guaianolides that were reported to be natural products were achieved. Toward the syntheses of a collection of related guaianolides, the typical 5,7-fused system of 8,12-guaianolides was constructed by a ring expansion reaction of a hydroxylated coronafacic acid analogue that can be practically synthesized and optically resolved. The total syntheses of these compounds revealed that the previously reported structures of both natural products were incorrect.","ja":"The first total syntheses of two 4,10-dihydroxy-8,12-guaianolides that were reported to be natural products were achieved. Toward the syntheses of a collection of related guaianolides, the typical 5,7-fused system of 8,12-guaianolides was constructed by a ring expansion reaction of a hydroxylated coronafacic acid analogue that can be practically synthesized and optically resolved. The total syntheses of these compounds revealed that the previously reported structures of both natural products were incorrect."},"publication_date":"2022-04-22","publication_name":{"en":"Organic Letters","ja":"Organic Letters"},"volume":"Vol.24","number":"No.17","starting_page":"3297","ending_page":"3301","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1021/acs.orglett.2c01215"],"issn":["1523-7052"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=388688","label":"url"}],"paper_title":{"en":"A heterogeneous bifunctional silica-supported Ag2O/Im+Cl- catalyst for efficient CO2 conversion","ja":"A heterogeneous bifunctional silica-supported Ag2O/Im+Cl- catalyst for efficient CO2 conversion"},"authors":{"en":[{"name":"Karanjit Sangita"},{"name":"Tanaka Emiko"},{"name":"Shrestha K. 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To overcome this problem, we first showed that the soil application of synthetic 2'-deoxymugineic acid, a natural phytosiderophore from the Poaceae, can recover Fe deficiency in rice grown in calcareous soil. However, the high cost and poor stability of synthetic 2'-deoxymugineic acid preclude its agricultural use. In this work, we develop a more stable and less expensive analog, proline-2'-deoxymugineic acid, and demonstrate its practical synthesis and transport of its Fe-chelated form across the plasma membrane by Fe(III)·2'-deoxymugineic acid transporters. Possibility of its use as an iron fertilizer on alkaline soils is supported by promotion of rice growth in a calcareous soil by soil application of metal free proline-2'-deoxymugineic acid.","ja":"Iron (Fe) is an essential nutrient, but is poorly bioavailable because of its low solubility in alkaline soils; this leads to reduced agricultural productivity. To overcome this problem, we first showed that the soil application of synthetic 2'-deoxymugineic acid, a natural phytosiderophore from the Poaceae, can recover Fe deficiency in rice grown in calcareous soil. However, the high cost and poor stability of synthetic 2'-deoxymugineic acid preclude its agricultural use. In this work, we develop a more stable and less expensive analog, proline-2'-deoxymugineic acid, and demonstrate its practical synthesis and transport of its Fe-chelated form across the plasma membrane by Fe(III)·2'-deoxymugineic acid transporters. Possibility of its use as an iron fertilizer on alkaline soils is supported by promotion of rice growth in a calcareous soil by soil application of metal free proline-2'-deoxymugineic acid."},"publication_date":"2021-03-10","publication_name":{"en":"Nature Communications","ja":"Nature Communications"},"volume":"Vol.12","number":"No.1","starting_page":"1558","ending_page":"1558","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1038/s41467-021-21837-6"],"issn":["2041-1723"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/116180","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/32969565","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=380069","label":"url"}],"paper_title":{"en":"Concise Total Synthesis of Tronocarpine","ja":"Concise Total Synthesis of Tronocarpine"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Nakamura Tenta"},{"name":"Zaima Toshihiro"},{"name":"Fujimoto Saho"},{"name":"Karanjit Sangita"},{"name":"Namba Kosuke"}],"ja":[{"name":"中山 淳"},{"name":"中村 天太"},{"name":"財間 俊宏"},{"name":"藤本 沙帆"},{"name":"カランジット サンギータ"},{"name":"難波 康祐"}]},"description":{"en":"A concise total synthesis of tronocarpine, a chippiine-type indole alkaloid, was accomplished. The key feature of this total synthesis is a one-pot construction of the pentacyclic skeleton containing an azabicyclo[3.3.1]nonane core by tandem cyclization from an indole derivative with all carbon side chains and functional groups. This tandem cyclization consists of α,β-unsaturated aldehyde formation, intramolecular aldol reaction, six-membered lactamization, azide reduction, and seven-membered lactamization. The stereochemical outcome in this tandem cyclization is controlled by the stereocenter at the C14 position. This strategy can be utilized to synthesize other chippiine-type alkaloids with azabicyclo[3.3.1]nonane skeletons.","ja":"A concise total synthesis of tronocarpine, a chippiine-type indole alkaloid, was accomplished. The key feature of this total synthesis is a one-pot construction of the pentacyclic skeleton containing an azabicyclo[3.3.1]nonane core by tandem cyclization from an indole derivative with all carbon side chains and functional groups. This tandem cyclization consists of α,β-unsaturated aldehyde formation, intramolecular aldol reaction, six-membered lactamization, azide reduction, and seven-membered lactamization. The stereochemical outcome in this tandem cyclization is controlled by the stereocenter at the C14 position. This strategy can be utilized to synthesize other chippiine-type alkaloids with azabicyclo[3.3.1]nonane skeletons."},"publication_date":"2020-09-24","publication_name":{"en":"Angewandte Chemie International Edition","ja":"Angewandte Chemie International Edition"},"volume":"Vol.60","number":"No.2","starting_page":"635","ending_page":"639","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1002/anie.202009966"],"issn":["1521-3773"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/115070","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=368053","label":"url"}],"paper_title":{"en":"Synthesis and evaluation of 1,1,7,7-tetramethyl-9-azajulolidine (TMAJ) as a highly active derivative of N,N-dimethylaminopyridine","ja":"Synthesis and evaluation of 1,1,7,7-tetramethyl-9-azajulolidine (TMAJ) as a highly active derivative of N,N-dimethylaminopyridine"},"authors":{"en":[{"name":"Tomohiro Tsutsumi"},{"name":"Arisa Saitoh"},{"name":"Tomoyo Kasai"},{"name":"MengYue Chu"},{"name":"Karanjit Sangita"},{"name":"Nakayama Atsushi"},{"name":"Namba Kosuke"}],"ja":[{"name":"堤 大洋"},{"name":"斎藤 亜梨紗"},{"name":"笠井 知世"},{"name":"初 もんゆえ"},{"name":"カランジット サンギータ"},{"name":"中山 淳"},{"name":"難波 康祐"}]},"publication_date":"2020-05-17","publication_name":{"en":"Tetrahedron Letters","ja":"Tetrahedron Letters"},"volume":"Vol.61","number":"No.26","starting_page":"152047","ending_page":"152047","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1016/j.tetlet.2020.152047"],"issn":["0040-4039"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/32351870","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=365347","label":"url"}],"paper_title":{"en":"Bioprospecting of antibacterial constituents from the endolichenic fungi isolated from Parmotrema rampoddense","ja":"Bioprospecting of antibacterial constituents from the endolichenic fungi isolated from Parmotrema rampoddense"},"authors":{"en":[{"name":"Mario A. 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Acetyl tributyl citrate () exhibited moderate antibacterial activity against and","ja":"A total of nine endolichenic fungi were isolated from the foliose lichen (Nyl.) Hale. Of the nine endolichenic fungi, three taxa (, , ) showed antibacterial activities as determined by the disk diffusion assay against ESKAPE bacterial pathogens. gave the most active fungal extract with zone of inhibition values of 15 mm and 19 mm against and respectively. Further chromatographic purification of the ethyl acetate extract led to the isolation and identification of bis(2-ethylhexyl)terephthalate (), acetyl tributyl citrate (), and fusarubin (). Acetyl tributyl citrate () exhibited moderate antibacterial activity against and"},"publication_date":"2020-04-24","publication_name":{"en":"3 Biotech","ja":"3 Biotech"},"volume":"Vol.10","number":"No.5","starting_page":"212","ending_page":"212","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1007/s13205-020-02213-5"],"issn":["2190-572X"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/115071","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85077692885&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=362825","label":"url"}],"paper_title":{"en":"Development of a 1,3a,6a-triazapentalene derivatives as a compact and thiol-specific fluorescent labeling reagent","ja":"Development of a 1,3a,6a-triazapentalene derivatives as a compact and thiol-specific fluorescent labeling 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{"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/115585","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=362831","label":"url"}],"paper_title":{"en":"Synthesis and Antimicrobial Evaluation of Side-Chain Derivatives based on Eurotiumide A","ja":"Synthesis and Antimicrobial Evaluation of Side-Chain Derivatives based on Eurotiumide A"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Satoh Hideo"},{"name":"Nakamura Tenta"},{"name":"Mai Hamada"},{"name":"Shuji Nagano"},{"name":"Kameyama Shuhei"},{"name":"Yui Furue"},{"name":"Naoki Hayashi"},{"name":"Go Kamoshida"},{"name":"Karanjit Sangita"},{"name":"Masataka Oda"},{"name":"Namba Kosuke"}],"ja":[{"name":"中山 淳"},{"name":"佐藤 次朗"},{"name":"中村 天太"},{"name":"濱田 麻衣"},{"name":"長野 秀嗣"},{"name":"亀山 周平"},{"name":"Yui Furue"},{"name":"Naoki Hayashi"},{"name":"Go Kamoshida"},{"name":"カランジット サンギータ"},{"name":"Masataka Oda"},{"name":"難波 康祐"}]},"publication_date":"2020-01","publication_name":{"en":"Marine Drugs","ja":"Marine Drugs"},"volume":"Vol.18","number":"No.2","starting_page":"92","ending_page":"92","languages":["eng"],"referee":true,"identifiers":{"doi":["10.3390/md18020092"],"issn":["1660-3397"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/113683","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/31474735","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85071659929&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=353834","label":"url"}],"paper_title":{"en":"Asymmetric Total Syntheses and Structure Elucidations of (+)-Eurotiumide F and (+)-Eurotiumide G","ja":"Asymmetric Total Syntheses and Structure Elucidations of (+)-Eurotiumide F and (+)-Eurotiumide G"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Satoh Hideo"},{"name":"Nagano Shuji"},{"name":"Karanjit Sangita"},{"name":"Imagawa Hiroshi"},{"name":"Namba Kosuke"}],"ja":[{"name":"中山 淳"},{"name":"佐藤 次朗"},{"name":"長野 秀嗣"},{"name":"カランジット サンギータ"},{"name":"今川 洋"},{"name":"難波 康祐"}]},"description":{"en":"Asymmetric total syntheses of dihydropyran containing natural products, (+)-eurotiumide F and (+)-eurotiumide G have been described. These total syntheses revealed the absolute configuration of eurotiumide F and G, and confirmed the reported structure of eurotiumide F and revised the reported structure of eurotiumide G. Highlight of these syntheses is thermal rearrangement with 4-methoxyisochroman-1-one derivative having propargyl ether on phenolic ether under thermal condition to construct dihydropyran ring. X-Ray crystallographic analysis of (+)-eurotiumide G clarified the stereochemistry at the C1-position.","ja":"Asymmetric total syntheses of dihydropyran containing natural products, (+)-eurotiumide F and (+)-eurotiumide G have been described. These total syntheses revealed the absolute configuration of eurotiumide F and G, and confirmed the reported structure of eurotiumide F and revised the reported structure of eurotiumide G. Highlight of these syntheses is thermal rearrangement with 4-methoxyisochroman-1-one derivative having propargyl ether on phenolic ether under thermal condition to construct dihydropyran ring. X-Ray crystallographic analysis of (+)-eurotiumide G clarified the stereochemistry at the C1-position."},"publication_date":"2019-07-16","publication_name":{"en":"Chemical & Pharmaceutical Bulletin","ja":"Chemical & Pharmaceutical Bulletin"},"volume":"Vol.67","number":"No.9","starting_page":"953","ending_page":"958","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1248/cpb.c18-00948"],"issn":["1347-5223"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/113631","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/30963767","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85064687055&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=353833","label":"url"}],"paper_title":{"en":"A Concise Asymmetric Total Synthesis of (+)-Epilupinine","ja":"A Concise Asymmetric Total Synthesis of (+)-Epilupinine"},"authors":{"en":[{"name":"Tsutsumi Tomohiro"},{"name":"Karanjit Sangita"},{"name":"Nakayama Atsushi"},{"name":"Namba Kosuke"}],"ja":[{"name":"堤 大洋"},{"name":"カランジット サンギータ"},{"name":"中山 淳"},{"name":"難波 康祐"}]},"description":{"en":"Asymmetric total synthesis of (+)-epilupinine was achieved in just three steps using only commercially available common reagents. The total synthesis involved alkylations of N-nosylamide, ozone oxidation, and sequential reactions of the removal of the nosyl group, intramolecular dehydrative condensation, intramolecular Mannich reaction catalyzed by l-proline, and a reduction.","ja":"Asymmetric total synthesis of (+)-epilupinine was achieved in just three steps using only commercially available common reagents. The total synthesis involved alkylations of N-nosylamide, ozone oxidation, and sequential reactions of the removal of the nosyl group, intramolecular dehydrative condensation, intramolecular Mannich reaction catalyzed by l-proline, and a reduction."},"publication_date":"2019-04-09","publication_name":{"en":"Organic Letters","ja":"Organic Letters"},"volume":"Vol.21","number":"No.8","starting_page":"2620","ending_page":"2624","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1021/acs.orglett.9b00607"],"issn":["1523-7052"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/113632","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85066142615&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=351723","label":"url"}],"paper_title":{"en":"Microwave-assisted Tertiary Carbon Radical Reaction for Construction of Quaternary Carbon Center","ja":"Microwave-assisted Tertiary Carbon Radical Reaction for Construction of Quaternary Carbon Center"},"authors":{"en":[{"name":"Sato Ryota"},{"name":"Okamoto Ryuji"},{"name":"Ishizuka Takumi"},{"name":"Nakayama Atsushi"},{"name":"Karanjit Sangita"},{"name":"Namba Kosuke"}],"ja":[{"name":"佐藤 亮太"},{"name":"岡本 龍治"},{"name":"石塚 匠"},{"name":"中山 淳"},{"name":"カランジット サンギータ"},{"name":"難波 康祐"}]},"publication_date":"2019-02","publication_name":{"en":"Chemistry Letters","ja":"Chemistry Letters"},"volume":"Vol.48","number":"No.5","starting_page":"414","ending_page":"417","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1246/cl.190040"],"issn":["1348-0715"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/113633","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/30298702","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85057344150&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=351722","label":"url"}],"paper_title":{"en":"Synthesis and Evaluation of 1,3a,6a-triazapentalene (TAP)-bonded system","ja":"Synthesis and Evaluation of 1,3a,6a-triazapentalene (TAP)-bonded system"},"authors":{"en":[{"name":"Masami Ito"},{"name":"Akane Mera"},{"name":"Toshiki Mashimo"},{"name":"Tomohiro Seki"},{"name":"Karanjit Sangita"},{"name":"Eisaku Ohashi"},{"name":"Nakayama Atsushi"},{"name":"Kei Kitamura"},{"name":"Toshiyuki Hamura"},{"name":"Hajime Ito"},{"name":"Namba Kosuke"}],"ja":[{"name":"伊藤 雅美"},{"name":"米良 茜"},{"name":"Toshiki Mashimo"},{"name":"Tomohiro Seki"},{"name":"カランジット サンギータ"},{"name":"大橋 栄作"},{"name":"中山 淳"},{"name":"Kei Kitamura"},{"name":"Toshiyuki Hamura"},{"name":"Hajime Ito"},{"name":"難波 康祐"}]},"description":{"en":"A method of synthesizing a directly connected 1,3a,6a-triazapentalene (TAP) ring system as a linearly bonded aromatic system with a planar form was established. Various TAP-dimers and a 2-alkyl-TAP-trimer were synthesized and their fluorescence properties were evaluated. Although the direct connection of the TAP ring with other TAP rings did not affect the fluorescence properties in diluted solvent, TAP-dimers showed unique fluorescence properties derived from the aggregation state under highly concentrated conditions. In particular, TAP-dimer 5 f showed aggregation-induced emission in highly concentrated solution, and 5 b showed typical mechanochromic fluorescence in the solid state despite their compact molecular size.","ja":"A method of synthesizing a directly connected 1,3a,6a-triazapentalene (TAP) ring system as a linearly bonded aromatic system with a planar form was established. Various TAP-dimers and a 2-alkyl-TAP-trimer were synthesized and their fluorescence properties were evaluated. Although the direct connection of the TAP ring with other TAP rings did not affect the fluorescence properties in diluted solvent, TAP-dimers showed unique fluorescence properties derived from the aggregation state under highly concentrated conditions. In particular, TAP-dimer 5 f showed aggregation-induced emission in highly concentrated solution, and 5 b showed typical mechanochromic fluorescence in the solid state despite their compact molecular size."},"publication_date":"2018-10","publication_name":{"en":"Chemistry - A European Journal","ja":"Chemistry - A European Journal"},"volume":"Vol.24","number":"No.67","starting_page":"17727","ending_page":"17733","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1002/chem.201804733"],"issn":["1521-3765"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://ci.nii.ac.jp/naid/130006733917/","label":"url"},{"@id":"https://cir.nii.ac.jp/crid/1390282680315941632/","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=351724","label":"url"}],"paper_title":{"en":"Asymmetric Total Syntheses and Structure Revision of Eurotiumide A and B, and Evaluation of their Fluorescent Properties as Natural Probes","ja":"天然物全合成から見つけた蛍光化合物–Eurotiumide類の不斉全合成と蛍光特性–"},"authors":{"en":[{"name":"Nakayama Atsushi"}],"ja":[{"name":"中山 淳"}]},"description":{"en":"
Asymmetric total syntheses and structure revision of dihydroisocoumarin-type natural products, eurotiumide A and eurotiumide B have been described. Key features of these total syntheses are the asymmetric Shi epoxidation, regioselective epoxide opening, and Pd-catalyzed CO insertion-lactonization cascade reaction to construct 4-methoxyisochroman-1-one skeleton. X-ray crystallographic analysis of the key intermediate revealed the absolute configuration and relative structure of eurotiumides, and it revised the reported structures of eurotiumide A and B, respectively. These natural products also exhibited highly fluorescence with several solvents with large Stokes shift.
","ja":"Asymmetric total syntheses and structure revision of dihydroisocoumarin-type natural products, eurotiumide A and eurotiumide B have been described. Key features of these total syntheses are the asymmetric Shi epoxidation, regioselective epoxide opening, and Pd-catalyzed CO insertion-lactonization cascade reaction to construct 4-methoxyisochroman-1-one skeleton. X-ray crystallographic analysis of the key intermediate revealed the absolute configuration and relative structure of eurotiumides, and it revised the reported structures of eurotiumide A and B, respectively. These natural products also exhibited highly fluorescence with several solvents with large Stokes shift.
"},"publication_date":"2018-05-01","publication_name":{"en":"Journal of Synthetic Organic Chemistry, Japan","ja":"有機合成化学協会誌"},"volume":"Vol.76","number":"No.5","starting_page":"498","ending_page":"501","languages":["jpn"],"referee":true,"identifiers":{"doi":["10.5059/yukigoseikyokaishi.76.498"],"issn":["0037-9980"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/113634","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/29701268","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85049583439&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=342430","label":"url"}],"paper_title":{"en":"Direct Synthesis of Polycyclic Tropinones by a Condensation-[4+3]-Cycloaddition Cascade Reaction.","ja":"Direct Synthesis of Polycyclic Tropinones by a Condensation-[4+3]-Cycloaddition Cascade Reaction."},"authors":{"en":[{"name":"Okamoto Tsubasa"},{"name":"Shibata Miki"},{"name":"Karanjit Sangita"},{"name":"Nakayama Atsushi"},{"name":"Yoshida Masahiro"},{"name":"Namba Kosuke"}],"ja":[{"name":"岡本 翼"},{"name":"柴田 弥希"},{"name":"カランジット サンギータ"},{"name":"中山 淳"},{"name":"吉田 昌裕"},{"name":"難波 康祐"}]},"description":{"en":"A concise method of constructing polycyclic tropinone frameworks was developed. The single-step synthesis of polycyclic tropinone consists of an intramolecular [4+3] cycloaddition reaction of N-nosyl-pyrrole with oxyallyl cation that was generated in situ by an intermolecular condensation reaction of the nucleophilic functional groups on a tethered pyrrole with the aldehyde of 2-(silyloxy)-acrolein. This cascade reaction afforded various polycyclic tropinones including tri-, tetra-, and pentacyclic systems in high yields as single diastereomers.","ja":"A concise method of constructing polycyclic tropinone frameworks was developed. The single-step synthesis of polycyclic tropinone consists of an intramolecular [4+3] cycloaddition reaction of N-nosyl-pyrrole with oxyallyl cation that was generated in situ by an intermolecular condensation reaction of the nucleophilic functional groups on a tethered pyrrole with the aldehyde of 2-(silyloxy)-acrolein. This cascade reaction afforded various polycyclic tropinones including tri-, tetra-, and pentacyclic systems in high yields as single diastereomers."},"publication_date":"2018-04-27","publication_name":{"en":"Chemistry - A European Journal","ja":"Chemistry - A European Journal"},"volume":"Vol.24","number":"No.38","starting_page":"9508","ending_page":"9513","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1002/chem.201802011"],"issn":["1521-3765"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/113684","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=342431","label":"url"}],"paper_title":{"en":"Asymmetric Total Synthesis and Structure Revisions of Eurotiumide A and Eurotiumide B, and Evaluation of their Fluorescent Properties as Natural Probes.","ja":"Asymmetric Total Synthesis and Structure Revisions of Eurotiumide A and Eurotiumide B, and Evaluation of their Fluorescent Properties as Natural Probes."},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Sato Hideo"},{"name":"Karanjit Sangita"},{"name":"Hayashi Naoki"},{"name":"Oda Masataka"},{"name":"Namba Kosuke"}],"ja":[{"name":"中山 淳"},{"name":"佐藤 次朗"},{"name":"カランジット サンギータ"},{"name":"林 直樹"},{"name":"小田 真隆"},{"name":"難波 康祐"}]},"publication_date":"2018-04-16","publication_name":{"en":"European Journal of Organic Chemistry","ja":"European Journal of Organic Chemistry"},"volume":"Vol.2018","number":"No.29","starting_page":"4013","ending_page":"4017","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1002/ejoc.201800535"],"issn":["1099-0690"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85040597957&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=342433","label":"url"}],"paper_title":{"en":"Highly active and reusable hydrotalcite-supported Pd(0) catalyst for Suzuki coupling reactions of aryl bromides and chlorides","ja":"Highly active and reusable hydrotalcite-supported Pd(0) catalyst for Suzuki coupling reactions of aryl bromides and chlorides"},"authors":{"en":[{"name":"Karanjit Sangita"},{"name":"Kashihara Masaya"},{"name":"Nakayama Atsushi"},{"name":"Shrestha Kumar Lok"},{"name":"Ariga Katsuhiko"},{"name":"Namba Kosuke"}],"ja":[{"name":"カランジット サンギータ"},{"name":"柏原 雅也"},{"name":"中山 淳"},{"name":"Shrestha Kumar Lok"},{"name":"Ariga Katsuhiko"},{"name":"難波 康祐"}]},"publication_date":"2018-01","publication_name":{"en":"Tetrahedron","ja":"Tetrahedron"},"volume":"Vol.74","number":"No.9","starting_page":"948","ending_page":"954","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1016/j.tet.2017.12.056"],"issn":["0040-4020"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/111874","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=328650","label":"url"}],"paper_title":{"en":"Development of 1,3a,6a-triazapentalene-labeled enterobactin as a fluorescence quenching sensor of iron ion","ja":"Development of 1,3a,6a-triazapentalene-labeled enterobactin as a fluorescence quenching sensor of iron ion"},"authors":{"en":[{"name":"Hayashi Tsukiho"},{"name":"Osawa Ayumi"},{"name":"Watanabe Takehiro"},{"name":"Murata Yoshiko"},{"name":"Nakayama Atsushi"},{"name":"Namba Kosuke"}],"ja":[{"name":"林 月穂"},{"name":"大澤 歩"},{"name":"Watanabe Takehiro"},{"name":"Murata Yoshiko"},{"name":"中山 淳"},{"name":"難波 康祐"}]},"publication_date":"2017-04-04","publication_name":{"en":"Tetrahedron Letters","ja":"Tetrahedron 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淳"},{"name":"西尾 賢"},{"name":"大谷 彬"},{"name":"米良 茜"},{"name":"大澤 歩"},{"name":"谷野 圭持"},{"name":"難波 康祐"}]},"description":{"en":"Various 2,4-disubstituted-1,3a,6a-triazapentalenes possessing methyl and phenyl groups at the C4-position were synthesized. 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Furthermore, the phenyl group at the C4-position was found to induce a substantial increase in the extinction coefficient value."},"publication_date":"2016-04-12","publication_name":{"en":"Chemical & Pharmaceutical Bulletin","ja":"Chemical & Pharmaceutical Bulletin"},"volume":"Vol.64","number":"No.7","starting_page":"830","ending_page":"837","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1248/cpb.c16-00196"],"issn":["1347-5223"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-84963522445&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=310598","label":"url"}],"paper_title":{"en":"Synthesis of functionalized 2,3-dihydropyrroles by oxidative radical cyclization of N-Sulfonyl β-enamino esters with alkenes","ja":"Synthesis of functionalized 2,3-dihydropyrroles by oxidative radical cyclization of N-Sulfonyl β-enamino esters with alkenes"},"authors":{"en":[{"name":"Yoshida Masahiro"},{"name":"Kobayashi Asuka"},{"name":"Nakayama Atsushi"},{"name":"Namba Kosuke"}],"ja":[{"name":"吉田 昌裕"},{"name":"小林 明日香"},{"name":"中山 淳"},{"name":"難波 康祐"}]},"publication_date":"2016-03-16","publication_name":{"en":"Tetrahedron","ja":"Tetrahedron"},"volume":"Vol.72","number":"No.20","starting_page":"2544","ending_page":"2551","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1016/j.tet.2016.03.055"],"issn":["0040-4020"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/115641","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/26530707","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-84946600416&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=305950","label":"url"}],"paper_title":{"en":"Total synthesis of palau'amine","ja":"Total synthesis of palau'amine"},"authors":{"en":[{"name":"Namba Kosuke"},{"name":"Takeuchi Kohei"},{"name":"Kaihara Yukari"},{"name":"Oda Masataka"},{"name":"Nakayama Akira"},{"name":"Nakayama Atsushi"},{"name":"Yoshida Masahiro"},{"name":"Tanino Keiji"}],"ja":[{"name":"難波 康祐"},{"name":"竹内 公平"},{"name":"Kaihara Yukari"},{"name":"Oda Masataka"},{"name":"Nakayama Akira"},{"name":"中山 淳"},{"name":"吉田 昌裕"},{"name":"Tanino Keiji"}]},"description":{"en":"Palau'amine has received a great deal of attention in the past two decades as an attractive synthetic target by virtue of its intriguing molecular architecture and significant immunosuppressive activity. Here we report the total synthesis of palau'amine characterized by the construction of an ABDE tetracyclic ring core including a trans-bicylo[3.3.0]octane skeleton at a middle stage of total synthesis. The ABDE tetracyclic ring core is constructed by a cascade reaction of a cleavage of the N-N bond, including simultaneous formation of imine, the addition of amide anion to the resulting imine (D-ring formation) and the condensation of pyrrole with methyl ester (B-ring formation) in a single step. The synthetic palau'amine is confirmed to exhibit excellent immunosuppressive activity. The present synthetic route has the potential to help elucidate a pharmacophore as well as the mechanistic details of immunosuppressive activity.","ja":"Palau'amine has received a great deal of attention in the past two decades as an attractive synthetic target by virtue of its intriguing molecular architecture and significant immunosuppressive activity. Here we report the total synthesis of palau'amine characterized by the construction of an ABDE tetracyclic ring core including a trans-bicylo[3.3.0]octane skeleton at a middle stage of total synthesis. The ABDE tetracyclic ring core is constructed by a cascade reaction of a cleavage of the N-N bond, including simultaneous formation of imine, the addition of amide anion to the resulting imine (D-ring formation) and the condensation of pyrrole with methyl ester (B-ring formation) in a single step. The synthetic palau'amine is confirmed to exhibit excellent immunosuppressive activity. The present synthetic route has the potential to help elucidate a pharmacophore as well as the mechanistic details of immunosuppressive activity."},"publication_date":"2015-11-04","publication_name":{"en":"Nature Communications","ja":"Nature Communications"},"volume":"Vol.6","starting_page":"8731","ending_page":"8731","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1038/ncomms9731"],"issn":["2041-1723"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=310599","label":"url"}],"paper_title":{"en":"Antimicrobial alkaloids from the leaves of Pandanus amaryllifolius","ja":"Antimicrobial alkaloids from the leaves of Pandanus amaryllifolius"},"authors":{"en":[{"name":"Hannah Mae Laluces"},{"name":"Nakayama Atsushi"},{"name":"Maribel Nonato"},{"name":"Thomas Edison dela Cruz"},{"name":"Mario Almoite Tan"}],"ja":[{"name":"Hannah Mae Laluces"},{"name":"中山 淳"},{"name":"Maribel Nonato"},{"name":"Thomas Edison dela Cruz"},{"name":"Mario Almoite Tan"}]},"publication_date":"2015-10","publication_name":{"en":"Journal of Applied Pharmaceutical Science","ja":"Journal of Applied Pharmaceutical Science"},"volume":"Vol.5","number":"No.10","starting_page":"151","ending_page":"153","languages":["eng"],"referee":true,"identifiers":{"doi":["10.7324/JAPS.2015.501026"],"issn":["2231-3354"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/25750995","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-84925249755&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=293161","label":"url"}],"paper_title":{"en":"Total Syntheses and Initial Evaluation of [Ψ[C(=S)NH]Tpg4]vancomycin, [Ψ[C(=NH)NH]Tpg4]vancomycin, [Ψ[CH2NH]Tpg4]vancomycin, and Their (4-Chlorobiphenyl)methyl Derivatives: Synergistic Binding Pocket and Peripheral Modifications for the Glycopeptide Antibiotics","ja":"Total Syntheses and Initial Evaluation of [Ψ[C(=S)NH]Tpg4]vancomycin, [Ψ[C(=NH)NH]Tpg4]vancomycin, [Ψ[CH2NH]Tpg4]vancomycin, and Their (4-Chlorobiphenyl)methyl Derivatives: Synergistic Binding Pocket and Peripheral Modifications for the Glycopeptide Antibiotics"},"authors":{"en":[{"name":"Akinori Okano"},{"name":"Nakayama Atsushi"},{"name":"Kejia Wu"},{"name":"Erick A. Lindsey"},{"name":"Alex W. Schammel"},{"name":"Yiqing Feng"},{"name":"Karen C. Collins"},{"name":"Dale L. Boger"}],"ja":[{"name":"Akinori Okano"},{"name":"中山 淳"},{"name":"Kejia Wu"},{"name":"Erick A. Lindsey"},{"name":"Alex W. Schammel"},{"name":"Yiqing Feng"},{"name":"Karen C. Collins"},{"name":"Dale L. Boger"}]},"description":{"en":"Full details of studies are disclosed on the total syntheses of binding pocket analogues of vancomycin bearing the peripheral L-vancosaminyl-1,2-D-glucosyl disaccharide that contain changes to a key single atom in the residue-4 amide (residue-4 carbonyl O → S, NH, H2) designed to directly address the underlying molecular basis of resistance to vancomycin. Also disclosed are studies piloting the late-stage transformations conducted on the synthetically more accessible C-terminus hydroxymethyl aglycon derivatives and full details of the peripheral chlorobiphenyl functionalization of all of the binding-pocket-modified vancomycin analogues designed for dual D-Ala-D-Ala/D-Ala-D-Lac binding. Their collective assessment indicates that combined binding pocket and chlorobiphenyl peripherally modified analogues exhibit a remarkable spectrum of antimicrobial activity (VSSA, MRSA, and VanA and VanB VRE) and impressive potencies against both vancomycin-sensitive and vancomycin-resistant bacteria (MICs = 0.06-0.005 and 0.5-0.06 μg/mL for the amidine and methylene analogues, respectively) and likely benefit from two independent and synergistic mechanisms of action, only one of which is dependent on D-Ala-D-Ala/D-Ala-D-Lac binding. Such analogues are likely to display especially durable antibiotic activity that is not prone to rapidly acquired clinical resistance.","ja":"Full details of studies are disclosed on the total syntheses of binding pocket analogues of vancomycin bearing the peripheral L-vancosaminyl-1,2-D-glucosyl disaccharide that contain changes to a key single atom in the residue-4 amide (residue-4 carbonyl O → S, NH, H2) designed to directly address the underlying molecular basis of resistance to vancomycin. Also disclosed are studies piloting the late-stage transformations conducted on the synthetically more accessible C-terminus hydroxymethyl aglycon derivatives and full details of the peripheral chlorobiphenyl functionalization of all of the binding-pocket-modified vancomycin analogues designed for dual D-Ala-D-Ala/D-Ala-D-Lac binding. Their collective assessment indicates that combined binding pocket and chlorobiphenyl peripherally modified analogues exhibit a remarkable spectrum of antimicrobial activity (VSSA, MRSA, and VanA and VanB VRE) and impressive potencies against both vancomycin-sensitive and vancomycin-resistant bacteria (MICs = 0.06-0.005 and 0.5-0.06 μg/mL for the amidine and methylene analogues, respectively) and likely benefit from two independent and synergistic mechanisms of action, only one of which is dependent on D-Ala-D-Ala/D-Ala-D-Lac binding. Such analogues are likely to display especially durable antibiotic activity that is not prone to rapidly acquired clinical resistance."},"publication_date":"2015-03-09","publication_name":{"en":"Journal of the American Chemical Society","ja":"Journal of the American Chemical Society"},"volume":"Vol.137","number":"No.10","starting_page":"3693","ending_page":"3704","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1021/jacs.5b01008"],"issn":["0002-7863"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/25211770","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-84949115155&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=288931","label":"url"}],"paper_title":{"en":"Total Synthesis of [[C(=NH)NH]Tpg4]Vancomycin and its (4-Chlorobiphenyl)methyl Derivative: Impact of Peripheral Modifications on Vancomycin Analogs Redesigned for Dual D-Ala-D-Ala and D-Ala-D-Lac Binding","ja":"Total Synthesis of [[C(=NH)NH]Tpg4]Vancomycin and its (4-Chlorobiphenyl)methyl Derivative: Impact of Peripheral Modifications on Vancomycin Analogs Redesigned for Dual D-Ala-D-Ala and D-Ala-D-Lac Binding"},"authors":{"en":[{"name":"Okano Akinori"},{"name":"Nakayama Atsushi"},{"name":"Schammuel W Alex"},{"name":"Boger L. Dale"}],"ja":[{"name":"Okano Akinori"},{"name":"中山 淳"},{"name":"Schammuel W Alex"},{"name":"Boger L. Dale"}]},"description":{"en":"The total synthesis of two key analogues of vancomycin containing single-atom exchanges in the binding pocket (residue 4 amidine and thioamide) are disclosed as well as their peripherally modified (4-chlorobiphenyl)methyl (CBP) derivatives. Their assessment indicates that combined pocket amidine and CBP peripherally modified analogues exhibit a remarkable spectrum of antimicrobial activity (VSSA, MRSA, VanA and VanB VRE) and impressive potencies (MIC = 0.06-0.005 μg/mL) against both vancomycin-sensitive and -resistant bacteria and likely benefit from two independent and synergistic mechanisms of action. Like vancomycin, such analogues are likely to display especially durable antibiotic activity not prone to rapidly acquired clinical resistance.","ja":"The total synthesis of two key analogues of vancomycin containing single-atom exchanges in the binding pocket (residue 4 amidine and thioamide) are disclosed as well as their peripherally modified (4-chlorobiphenyl)methyl (CBP) derivatives. Their assessment indicates that combined pocket amidine and CBP peripherally modified analogues exhibit a remarkable spectrum of antimicrobial activity (VSSA, MRSA, VanA and VanB VRE) and impressive potencies (MIC = 0.06-0.005 μg/mL) against both vancomycin-sensitive and -resistant bacteria and likely benefit from two independent and synergistic mechanisms of action. Like vancomycin, such analogues are likely to display especially durable antibiotic activity not prone to rapidly acquired clinical resistance."},"publication_date":"2014-10","publication_name":{"en":"Journal of the American Chemical Society","ja":"Journal of the American Chemical Society"},"volume":"Vol.136","number":"No.39","starting_page":"13522","ending_page":"13525","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1021/ja507009a"],"issn":["0002-7863"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/24954524","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-84903720350&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=279982","label":"url"}],"paper_title":{"en":"Enzymatic Glycosylation of Vancomycin Aglycon: Completion of a Total Synthesis of Vancomycin and N- and C-Terminus Substituent Effects of the Aglycon Substrate","ja":"Enzymatic Glycosylation of Vancomycin Aglycon: Completion of a Total Synthesis of Vancomycin and N- and C-Terminus Substituent Effects of the Aglycon Substrate"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Okano Akinori"},{"name":"Yiqing Feng"},{"name":"James C. Collins"},{"name":"Karen C. Collins"},{"name":"Christopher T. Walsh"},{"name":"Dale L. Boger"}],"ja":[{"name":"中山 淳"},{"name":"Okano Akinori"},{"name":"Yiqing Feng"},{"name":"James C. Collins"},{"name":"Karen C. Collins"},{"name":"Christopher T. Walsh"},{"name":"Dale L. Boger"}]},"description":{"en":"Studies on the further development of the sequential glycosylations of the vancomycin aglycon catalyzed by the glycosyltransferases GtfE and GtfD and the observation of unusual, perhaps unexpected, aglycon substrate substituent effects on the rate and efficiency of the initial glycosylation reaction are reported.","ja":"Studies on the further development of the sequential glycosylations of the vancomycin aglycon catalyzed by the glycosyltransferases GtfE and GtfD and the observation of unusual, perhaps unexpected, aglycon substrate substituent effects on the rate and efficiency of the initial glycosylation reaction are reported."},"publication_date":"2014-06-23","publication_name":{"en":"Organic Letters","ja":"Organic Letters"},"volume":"Vol.16","number":"No.13","starting_page":"3572","ending_page":"3575","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1021/ol501568t"],"issn":["1523-7052"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-84864688368&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=279984","label":"url"}],"paper_title":{"en":"Syntheses of Fawcettimine-Type Lycopodium Alkaloids Utilizing the Pauson Khand Reaction","ja":"Syntheses of Fawcettimine-Type Lycopodium Alkaloids Utilizing the Pauson Khand Reaction"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Kitajima Mariko"},{"name":"Takayama Hiromitsu"}],"ja":[{"name":"中山 淳"},{"name":"Kitajima Mariko"},{"name":"Takayama Hiromitsu"}]},"publication_date":"2012","publication_name":{"en":"Synlett","ja":"Synlett"},"volume":"Vol.23","number":"No.14","starting_page":"2014","ending_page":"2024","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1055/s-0032-1316680"],"issn":["0936-5214"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/21751323","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-80051779094&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=279985","label":"url"}],"paper_title":{"en":"Asymmetric Total Synthesis of a Pentacyclic Lycopodium Alkaloid: Huperzine-Q","ja":"Asymmetric Total Synthesis of a Pentacyclic Lycopodium Alkaloid: Huperzine-Q"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Noriyuki Kogure"},{"name":"Mariko Kitajima"},{"name":"Hiromitsu Takayama"}],"ja":[{"name":"中山 淳"},{"name":"Noriyuki Kogure"},{"name":"Mariko Kitajima"},{"name":"Hiromitsu Takayama"}]},"description":{"en":"Right on Q: the first asymmetric total synthesis of (-)-huperzine-Q, which possesses six stereogenic centers and a spiroaminal moiety, has been achieved in 19 steps and 16.4 % overall yield. This synthesis involved a novel stereoselective Pauson-Khand reaction, a vinyl Claisen rearrangement, and a biomimetic spiroaminal formation. TBDPS=tert-butyldiphenylsilyl.","ja":"Right on Q: the first asymmetric total synthesis of (-)-huperzine-Q, which possesses six stereogenic centers and a spiroaminal moiety, has been achieved in 19 steps and 16.4 % overall yield. This synthesis involved a novel stereoselective Pauson-Khand reaction, a vinyl Claisen rearrangement, and a biomimetic spiroaminal formation. TBDPS=tert-butyldiphenylsilyl."},"publication_date":"2011-07-12","publication_name":{"en":"Angewandte Chemie International Edition","ja":"Angewandte Chemie International Edition"},"volume":"Vol.50","number":"No.35","starting_page":"8025","ending_page":"8028","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1002/anie.201103550"],"issn":["1521-3773"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/19891425","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=279986","label":"url"}],"paper_title":{"en":"First Asymmetric Total Syntheses of Fawcettimine-Type Lycopodium Alkaloids, Lycoposerramine-C and Phlegmariurine-A","ja":"First Asymmetric Total Syntheses of Fawcettimine-Type Lycopodium Alkaloids, Lycoposerramine-C and Phlegmariurine-A"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Noriyuki Kogure"},{"name":"Mariko Kitajima"},{"name":"Hiromitsu Takayama"}],"ja":[{"name":"中山 淳"},{"name":"Noriyuki Kogure"},{"name":"Mariko Kitajima"},{"name":"Hiromitsu Takayama"}]},"description":{"en":"A successful asymmetric total synthesis of lycoposerramine-C involving such key steps as a cobalt-mediated Pauson-Khand reaction and vinyl Claisen rearrangement and its biomimetic transformation to phlegmariurine-A are described.","ja":"A successful asymmetric total synthesis of lycoposerramine-C involving such key steps as a cobalt-mediated Pauson-Khand reaction and vinyl Claisen rearrangement and its biomimetic transformation to phlegmariurine-A are described."},"publication_date":"2009-12-03","publication_name":{"en":"Organic Letters","ja":"Organic Letters"},"volume":"Vol.11","number":"No.23","starting_page":"5554","ending_page":"5557","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1021/ol902437t"],"issn":["1523-7052"]},"published_paper_type":"scientific_journal"}} {"insert":{"type":"published_papers"},"force":{"see_also":[{"@id":"http://ci.nii.ac.jp/naid/40016208618/","label":"url"},{"@id":"https://cir.nii.ac.jp/crid/1521699229674619136/","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=279987","label":"url"}],"paper_title":{"en":"Straightforward Asymmetric Total Synthesis of (+)-Evodiamine, a Major Indole Alkaloid in Herbal Medicine Wu Zhu Yu","ja":"Straightforward Asymmetric Total Synthesis of (+)-Evodiamine, a Major Indole Alkaloid in Herbal Medicine Wu Zhu Yu"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Kogure Noriyuki"},{"name":"Kitajima Mariko"},{"name":"Takayama Hiromitsu"}],"ja":[{"name":"中山 淳"},{"name":"Kogure Noriyuki"},{"name":"Kitajima Mariko"},{"name":"Takayama Hiromitsu"}]},"publication_date":"2008-09-03","publication_name":{"en":"Heterocycles","ja":"Heterocycles"},"volume":"Vol.76","number":"No.1","starting_page":"861","ending_page":"865","languages":["eng"],"referee":true,"identifiers":{"issn":["0385-5414"]},"published_paper_type":"scientific_journal"}}