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Your search keyword '"Sei-ichi Kawahara"' showing total 4 results
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4 results on '"Sei-ichi Kawahara"'

1. Concise Synthesis of Cinnamtannin A2 from Dimeric Epicatechin Electrophile and Nucleophile Prepared by Zn(OTf)2-Mediated Self-Condensation

Author

Hiroshi Fujii, Manato Suda, Hidefumi Makabe, Yasunao Hattori, Mikihiro Ichikawa, Kohki Takanashi, and Sei-ichi Kawahara

Subjects
0301 basic medicine, Cinnamtannin A2, 010405 organic chemistry, Chemistry, Stereochemistry, Organic Chemistry, Self-condensation, 01 natural sciences, Catalysis, 0104 chemical sciences, 03 medical and health sciences, chemistry.chemical_compound, 030104 developmental biology, Nucleophile, Electrophile, Lewis acids and bases, Phenols
Abstract

The synthesis of cinnamtannin A2 from dimeric epicatechin nucleophile and electrophile was accomplished. Dimeric epicatechin nucleophile was prepared directly by reduction of the C-4′′ 1-ethoxy­ethoxy group of the electrophile which was previously synthesized by us.

Published
2016
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2. Syntheses of prodelphinidin B1, B2, and B4 and their antitumor activities against human PC-3 prostate cancer cell lines

Author

Hidefumi Makabe, Koichiro Kawaguchi, Hiroshi Fujii, Kiriko Matsumoto, Wataru Fujii, Sei-ichi Kawahara, Yasunao Hattori, and Kazuya Toda

Subjects
Antitumor activity, Chemistry, Stereochemistry, Organic Chemistry, Prostate cancer cell, Total synthesis, food and beverages, Polyphenols, Biochemistry, complex mixtures, Natural product, chemistry.chemical_compound, Synthesis, Anticancer agents, Drug Discovery, Electrophile, Cancer research, Gallocatechin, Prodelphinidin B3, Prodelphinidin
Abstract

Total synthesis of prodelphinidin B1, B2, and B4 has been accomplished. The key step is Lewis acid-mediated equimolar condensations between an epigallocatechin and/or a gallocatechin nucleophile and an epigallocatechin and/or a gallocatechin electrophile. The antitumor effects of synthetic prodelphinidin B1-B4 against human PC-3 prostate cancer cell lines have been investigated. These compounds showed significant antitumor effects. Their activity seemed to be little bit stronger than EGCG and prodelphinidin B3, known antitumor agent., Article, TETRAHEDRON LETTERS. 54(52):7188-7192 (2013)

Published
2013

3. Syntheses of prodelphinidin B3 and C2, and their antitumor activities through cell cycle arrest and caspase-3 activation

Author

Yasunao Hattori, Wataru Fujii, Hidefumi Makabe, Sei-ichi Kawahara, Kazuya Toda, Hiroshi Fujii, Miyuki Katoh, and Koichiro Kawaguchi

Subjects
Cell cycle checkpoint, Natural product, Chemistry, Stereochemistry, Organic Chemistry, Polyphenols, Catechin, Caspase 3, Biochemistry, chemistry.chemical_compound, Synthesis, Polyphenol, Anticancer agents, Drug Discovery, Electrophile, Gallocatechin, Prodelphinidin B3
Abstract

Total synthesis of prodelphinidin B3 and C2 have been accomplished. The key step is Lewis acid-mediated equimolar condensations between a catechin and/or gallocatechin nucleophile and a gallocatechin electrophile. The antitumor effects of synthetic prodelphidin B3 and C2 against PC-3 prostate cancer cell lines have been investigated. Both compounds showed significant antitumor effects. Their activity was almost the same as that of EGCG, a known antitumor agent., Article, TETRAHEDRON. 69(17):3543-3550 (2013)

Published
2013

4. ChemInform Abstract: Syntheses of Prodelphinidin B1, B2, and B4 and Their Antitumor Activities Against Human PC-3 Prostate Cancer Cell Lines

Author

Kiriko Matsumoto, Sei-ichi Kawahara, Hiroshi Fujii, Wataru Fujii, Yasunao Hattori, Koichiro Kawaguchi, Hidefumi Makabe, and Kazuya Toda

Subjects
Nucleophile, Chemistry, Stereochemistry, Prostate cancer cell, Electrophile, Gallocatechin, General Medicine, Prodelphinidin
Abstract

The title compounds are prepared via Lewis acid-mediated equimolar condensation of a gallocatechin and/or epigallocatechin nucleophile with gallocatechin and/or epigallocatechin electrophiles.

Published
2014
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