=== Generating (published_papers) === === Generating (teaching_experience) === === Generating (research_projects) === === Generating (presentations) === EID=339998 is rejected. (Reason: タイトルが登録されていません.) EID=339998 is rejected. (Reason: タイトルが登録されていません.) ==== begin registerFile(/WWW/pub2/data/ERD/person/310657/researchmap/published_papers.jsonl) ==== line:1, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/119292","label":"url"},{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/38500479","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=407539","label":"url"}],"paper_title":{"en":"Epoxide ring-opening reactions for abundant production of mugineic acids and nicotianamine probes.","ja":"Epoxide ring-opening reactions for abundant production of mugineic acids and nicotianamine probes."},"authors":{"en":[{"name":"Kayano Kimika"},{"name":"Tsutsumi Tomohiro"},{"name":"Murata Yoshiko"},{"name":"Ogasa Chie"},{"name":"Watanabe Takehiro"},{"name":"Sato Ryota"},{"name":"Karanjit Sangita"},{"name":"Namba Kosuke"}],"ja":[{"name":"茅野 公佳"},{"name":"堤 大洋"},{"name":"Murata Yoshiko"},{"name":"Ogasa Chie"},{"name":"Watanabe Takehiro"},{"name":"佐藤 亮太"},{"name":"カランジット サンギータ"},{"name":"難波 康祐"}]},"description":{"en":"A succinct synthetic approach to mugineic acids and 2'-hydroxynicotianamine was established. Unlike all other synthetic methods, this approach utilized epoxide ring-opening reactions to form two C-N bonds and is characterized by the absence of redox reactions. Mugineic acid was synthesized from three readily available fragments on a gram scale in 6 steps. The protected 2'-hydroxynicotianamine was also synthesized in 4 steps, and the dansyl group, serving as a fluorophore, was introduced through a click reaction after propargylation of the 2'-hydroxy group. The dansyl-labeled nicotianamine (NA) iron complexes were internalized by oocytes overexpressing ZmYS1 (from maize) or PAT1 (from human) transporters, indicating successful transport of the synthesized NA-probe through these transporters.","ja":"A succinct synthetic approach to mugineic acids and 2'-hydroxynicotianamine was established. Unlike all other synthetic methods, this approach utilized epoxide ring-opening reactions to form two C-N bonds and is characterized by the absence of redox reactions. Mugineic acid was synthesized from three readily available fragments on a gram scale in 6 steps. The protected 2'-hydroxynicotianamine was also synthesized in 4 steps, and the dansyl group, serving as a fluorophore, was introduced through a click reaction after propargylation of the 2'-hydroxy group. The dansyl-labeled nicotianamine (NA) iron complexes were internalized by oocytes overexpressing ZmYS1 (from maize) or PAT1 (from human) transporters, indicating successful transport of the synthesized NA-probe through these transporters."},"publication_date":"2024-03-29","publication_name":{"en":"Angewandte Chemie International Edition","ja":"Angewandte Chemie International Edition"},"volume":"Vol.63","number":"No.20","starting_page":"e202401411","ending_page":"e202401411","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1002/anie.202401411"],"issn":["1521-3773"]},"published_paper_type":"scientific_journal"},"priority":"input_data"} line:2, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"see_also":[{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=407537","label":"url"}],"paper_title":{"en":"Development of 1,3a,6a-triazapentalene derivatives as practical erasable fluorescent cell staining reagents.","ja":"Development of 1,3a,6a-triazapentalene derivatives as practical erasable fluorescent cell staining reagents."},"authors":{"en":[{"name":"Kondo Yuna"},{"name":"Nakamura Tenta"},{"name":"Tsuji Daisuke"},{"name":"Sato Ryota"},{"name":"Karanjit Sangita"},{"name":"Akagi Reiko"},{"name":"Namba Kosuke"}],"ja":[{"name":"近藤 優奈"},{"name":"中村 天太"},{"name":"Tsuji Daisuke"},{"name":"佐藤 亮太"},{"name":"カランジット サンギータ"},{"name":"Akagi Reiko"},{"name":"難波 康祐"}]},"publication_date":"2024-02-28","publication_name":{"en":"Tetrahedron Letters","ja":"Tetrahedron Letters"},"volume":"Vol.138","starting_page":"154986","ending_page":"154986","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1016/j.tetlet.2024.154986"],"issn":["0040-4039"]},"published_paper_type":"scientific_journal"},"priority":"input_data"} line:3, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"see_also":[{"@id":"http://www.journal.csj.jp/doi/pdf/10.1246/cl.230166","label":"url"},{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/118228","label":"url"},{"@id":"https://cir.nii.ac.jp/crid/1360016863185963264/","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"},"priority":"input_data"} line:4, {"insert":{"user_id":"R000041402","type":"published_papers","id":"45512746"},"force":{"see_also":[{"@id":"https://www.ncbi.nlm.nih.gov/pubmed/37050028","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=404857","label":"url"}],"paper_title":{"en":"Synthesis and Behavior of DNA Oligomers Containing the Ambiguous Z-Nucleobase 5-Aminoimidazole-4-carboxamide","ja":"Synthesis and Behavior of DNA Oligomers Containing the Ambiguous Z-Nucleobase 5-Aminoimidazole-4-carboxamide"},"authors":{"en":[{"name":"Nogi Yuhei"},{"name":"Saito-Tarashima Noriko"},{"name":"Karanjit Sangita"},{"name":"Minakawa Noriaki"}],"ja":[{"name":"野木 悠平"},{"name":"田良島 典子"},{"name":"カランジット サンギータ"},{"name":"南川 典昭"}]},"description":{"en":"5-Amino-1-β-D-ribofuranosylimidazole-4-carboxamide 5'-monophosphate (ZMP) is a central intermediate in de novo purine nucleotide biosynthesis. Its nucleobase moiety, 5-aminoimidazole-4-carboxamide (Z-base), is considered an ambiguous base that can pair with any canonical base owing to the rotatable nature of its 5-carboxamide group. This idea of ambiguous base pairing due to free rotation of the carboxamide has been applied to designing mutagenic antiviral nucleosides, such as ribavirin and T-705. However, the ambiguous base-pairing ability of Z-base has not been elucidated, because the synthesis of Z-base-containing oligomers is problematic. Herein, we propose a practical method for the synthesis of Z-base-containing DNA oligomers based on the ring-opening reaction of an -dinitrophenylhypoxanthine (Hxa) base. Thermal denaturation studies of the resulting oligomers revealed that the Z-base behaves physiologically as an A-like nucleobase, preferentially forming pairs with T. We tested the behavior of Z-base-containing DNA oligomers in enzyme-catalyzed reactions: in single nucleotide insertion, Klenow fragment DNA polymerase recognized Z-base as an A-like analog and incorporated dTTP as a complementary nucleotide to Z-base in the DNA template; in PCR amplification, Taq DNA polymerase similarly incorporated dTTP as a complementary nucleotide to Z-base. Our findings will contribute to the development of new mutagenic antiviral nucleoside analogs.","ja":"5-Amino-1-β-D-ribofuranosylimidazole-4-carboxamide 5'-monophosphate (ZMP) is a central intermediate in de novo purine nucleotide biosynthesis. Its nucleobase moiety, 5-aminoimidazole-4-carboxamide (Z-base), is considered an ambiguous base that can pair with any canonical base owing to the rotatable nature of its 5-carboxamide group. This idea of ambiguous base pairing due to free rotation of the carboxamide has been applied to designing mutagenic antiviral nucleosides, such as ribavirin and T-705. However, the ambiguous base-pairing ability of Z-base has not been elucidated, because the synthesis of Z-base-containing oligomers is problematic. Herein, we propose a practical method for the synthesis of Z-base-containing DNA oligomers based on the ring-opening reaction of an -dinitrophenylhypoxanthine (Hxa) base. Thermal denaturation studies of the resulting oligomers revealed that the Z-base behaves physiologically as an A-like nucleobase, preferentially forming pairs with T. We tested the behavior of Z-base-containing DNA oligomers in enzyme-catalyzed reactions: in single nucleotide insertion, Klenow fragment DNA polymerase recognized Z-base as an A-like analog and incorporated dTTP as a complementary nucleotide to Z-base in the DNA template; in PCR amplification, Taq DNA polymerase similarly incorporated dTTP as a complementary nucleotide to Z-base. Our findings will contribute to the development of new mutagenic antiviral nucleoside analogs."},"publication_date":"2023-04-06","publication_name":{"en":"Molecules","ja":"Molecules"},"volume":"Vol.28","number":"No.7","starting_page":"3265","ending_page":"3265","languages":["eng"],"referee":true,"identifiers":{"doi":["10.3390/molecules28073265"],"issn":["1420-3049"]},"published_paper_type":"scientific_journal"},"priority":"input_data"} line:5, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:6, {"insert":{"user_id":"R000041402","type":"published_papers","id":"39804213"},"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"},"priority":"input_data"} line:7, {"insert":{"user_id":"R000041402","type":"published_papers","id":"39804214"},"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. L."},{"name":"Nakayama Atsushi"},{"name":"Ariga Katsuhiko"},{"name":"Namba Kosuke"}],"ja":[{"name":"カランジット サンギータ"},{"name":"田中 瑛実子"},{"name":"Shrestha K. L."},{"name":"中山 淳"},{"name":"Ariga Katsuhiko"},{"name":"難波 康祐"}]},"publication_date":"2022-03-08","publication_name":{"en":"Catalysis Science & Technology","ja":"Catalysis Science & Technology"},"volume":"Vol.12","starting_page":"3297","ending_page":"3301","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1039/D2CY00194B"],"issn":["2044-4761"]},"published_paper_type":"scientific_journal"},"priority":"input_data"} line:8, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/116279","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=381696","label":"url"}],"paper_title":{"en":"Efficient construction of the hexacyclic ring core of palau'amine: the pKa concept for proceeding with unfavorable equilibrium reactions","ja":"Efficient construction of the hexacyclic ring core of palau'amine: the pKa concept for proceeding with unfavorable equilibrium reactions"},"authors":{"en":[{"name":"Ohashi Eisaku"},{"name":"Karanjit Sangita"},{"name":"Nakayama Atsushi"},{"name":"Takeuchi Kohei"},{"name":"Emam E Sherif"},{"name":"ANDO Hidenori"},{"name":"Ishida Tatsuhiro"},{"name":"Namba Kosuke"}],"ja":[{"name":"大橋 栄作"},{"name":"カランジット サンギータ"},{"name":"中山 淳"},{"name":"竹内 公平"},{"name":"Sherif Emam Abdallah Emam"},{"name":"安藤 英紀"},{"name":"石田 竜弘"},{"name":"難波 康祐"}]},"publication_date":"2021-08-11","publication_name":{"en":"Chemical Science","ja":"Chemical Science"},"volume":"Vol.12","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1039/D1SC03260G"],"issn":["2041-6539"]},"published_paper_type":"scientific_journal"},"priority":"input_data"} line:9, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/116179","label":"url"},{"@id":"https://www.scopus.com/record/display.url?eid=2-s2.0-85107022552&origin=inward","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=377108","label":"url"}],"paper_title":{"en":"Development of a novel antioxidant based on a dimeric dihydroisocoumarin derivative","ja":"Development of a novel antioxidant based on a dimeric dihydroisocoumarin derivative"},"authors":{"en":[{"name":"Nakayama Atsushi"},{"name":"Nakamura Tenta"},{"name":"Ara Tabassum"},{"name":"fukuta tatsuya"},{"name":"Karanjit Sangita"},{"name":"Harada Takeshi"},{"name":"Oda Asuka"},{"name":"Sato Hideo"},{"name":"Abe Masahiro"},{"name":"Kogure Kentaro"},{"name":"Namba Kosuke"}],"ja":[{"name":"中山 淳"},{"name":"中村 天太"},{"name":"Tabassum Ara"},{"name":"fukuta tatsuya"},{"name":"カランジット サンギータ"},{"name":"原田 武志"},{"name":"小田 明日香"},{"name":"佐藤 次朗"},{"name":"安倍 正博"},{"name":"小暮 健太朗"},{"name":"難波 康祐"}]},"publication_date":"2021-06-22","publication_name":{"en":"Tetrahedron Letters","ja":"Tetrahedron Letters"},"volume":"Vol.74","starting_page":"153176","ending_page":"153176","languages":["eng"],"referee":true,"identifiers":{"doi":["10.1016/j.tetlet.2021.153176"],"issn":["0040-4039"]},"published_paper_type":"scientific_journal"},"priority":"input_data"} line:10, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"see_also":[{"@id":"https://repo.lib.tokushima-u.ac.jp/ja/116176","label":"url"},{"@id":"https://web.db.tokushima-u.ac.jp/cgi-bin/edb_browse?EID=379996","label":"url"}],"paper_title":{"en":"Hydrotalcite-Supported Ag/Pd Bimetallic Nanoclusters Catalyzed Oxidation and One-Pot Aldol Reaction in Water","ja":"Hydrotalcite-Supported Ag/Pd Bimetallic Nanoclusters Catalyzed Oxidation and One-Pot Aldol Reaction in Water"},"authors":{"en":[{"name":"Karanjit Sangita"},{"name":"Tamura Ayumu"},{"name":"Kashihara Masaya"},{"name":"Ushiyama Kazuki"},{"name":"Shreshta K. L."},{"name":"Ariga Katsuhiko"},{"name":"Namba Kosuke"}],"ja":[{"name":"カランジット サンギータ"},{"name":"田村 歩"},{"name":"柏原 雅也"},{"name":"牛山 和輝"},{"name":"Shreshta K. L."},{"name":"Ariga Katsuhiko"},{"name":"難波 康祐"}]},"publication_date":"2020-09-29","publication_name":{"en":"Catalysts","ja":"Catalysts"},"volume":"Vol.10","number":"No.10","starting_page":"1120","ending_page":"1120","languages":["eng"],"referee":true,"identifiers":{"doi":["10.3390/catal10101120"],"issn":["2073-4344"]},"published_paper_type":"scientific_journal"},"priority":"input_data"} line:11, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:12, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:13, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:14, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:15, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:16, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:17, {"insert":{"user_id":"R000041402","type":"published_papers","id":"39804215"},"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"},"priority":"input_data"} line:18, {"insert":{"user_id":"R000041402","type":"published_papers"},"similar_merge":{"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"},"priority":"input_data"} line:19, {"insert":{"user_id":"R000041402","type":"published_papers","id":"39804216"},"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 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