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Design, Synthesis, and Antifungal Activity of 16,17-Dihydroheronamide C and ent-Heronamide C.
Kanoh, Naoki; Terashima, Ryusei; Nishiyama, Hiromichi; Terajima, Yuta; Nagasawa, Shota; Sasano, Yusuke; Iwabuchi, Yoshiharu; Saito, Hiroaki; Egoshi, Syusuke; Dodo, Kosuke; Sodeoka, Mikiko; Pan, Chengqian; Ikeuchi, Yoshinobu; Nishimura, Shinichi; Kakeya, Hideaki.
Afiliação
  • Kanoh N; School of Pharmacy and Pharmaceutical Sciences, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan.
  • Terashima R; Institute of Medicinal Chemistry, Hoshi University, 2-4-41 Ebara, Shinagawa-ku, Tokyo 142-8501, Japan.
  • Nishiyama H; Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
  • Terajima Y; Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
  • Nagasawa S; Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
  • Sasano Y; Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
  • Iwabuchi Y; Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
  • Saito H; Graduate School of Pharmaceutical Sciences, Tohoku University, 6-3 Aza-aoba, Aramaki, Aoba-ku, Sendai 980-8578, Japan.
  • Egoshi S; Faculty of Pharmaceutical Sciences, Hokuriku University, 3 Kanagawamachi, Kanazawa, Ishikawa 920-1181, Japan.
  • Dodo K; Synthetic Organic Chemistry Laboratory, RIKEN Cluster for Pioneering Research, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
  • Sodeoka M; Synthetic Organic Chemistry Laboratory, RIKEN Cluster for Pioneering Research, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
  • Pan C; Synthetic Organic Chemistry Laboratory, RIKEN Cluster for Pioneering Research, 2-1 Hirosawa, Wako, Saitama 351-0198, Japan.
  • Ikeuchi Y; Graduate School of Pharmaceutical Sciences, Kyoto University, 46-29 Shimo-Adachi-cho, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
  • Nishimura S; Graduate School of Pharmaceutical Sciences, Kyoto University, 46-29 Shimo-Adachi-cho, Yoshida, Sakyo-ku, Kyoto 606-8501, Japan.
  • Kakeya H; Department of Biotechnology, Collaborative Research Institute for Innovative Microbiology, The University of Tokyo, Tokyo 113-8657, Japan.
J Org Chem ; 86(23): 16249-16258, 2021 12 03.
Article em En | MEDLINE | ID: mdl-34784214
ABSTRACT
16,17-Dihydroheronamide C (8) and ent-heronamide C (ent-1) were designed as probes for the mode-of-action analysis of heronamide C (1). These molecules were synthesized by utilizing a highly modular strategy developed in the preceding paper. The evaluation of the antifungal activity of these compounds revealed the exceptional importance of the C16-C17 double bond for the antifungal activity of heronamide C and the existence of chiral recognition between heronamide C (1) and cell membrane components.
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Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Antifúngicos Idioma: En Revista: J Org Chem Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Japão
Texto completo
Imprimir
XML
PubMed Links
Buscar no Google

Texto completo: 1 Coleções: 01-internacional Base de dados: MEDLINE Assunto principal: Antifúngicos Idioma: En Revista: J Org Chem Ano de publicação: 2021 Tipo de documento: Article País de afiliação: Japão