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Design, Synthesis, and Antifungal Activity of 16,17-Dihydroheronamide C and ent-Heronamide C
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-11-16 , DOI: 10.1021/acs.joc.1c01761 Naoki Kanoh 1, 2 , Ryusei Terashima 3 , Hiromichi Nishiyama 3 , Yuta Terajima 3 , Shota Nagasawa 3 , Yusuke Sasano 3 , Yoshiharu Iwabuchi 3 , Hiroaki Saito 4 , Syusuke Egoshi 5 , Kosuke Dodo 5 , Mikiko Sodeoka 5 , Chengqian Pan 6 , Yoshinobu Ikeuchi 6 , Shinichi Nishimura 7 , Hideaki Kakeya 6
The Journal of Organic Chemistry ( IF 3.6 ) Pub Date : 2021-11-16 , DOI: 10.1021/acs.joc.1c01761 Naoki Kanoh 1, 2 , Ryusei Terashima 3 , Hiromichi Nishiyama 3 , Yuta Terajima 3 , Shota Nagasawa 3 , Yusuke Sasano 3 , Yoshiharu Iwabuchi 3 , Hiroaki Saito 4 , Syusuke Egoshi 5 , Kosuke Dodo 5 , Mikiko Sodeoka 5 , Chengqian Pan 6 , Yoshinobu Ikeuchi 6 , Shinichi Nishimura 7 , Hideaki Kakeya 6
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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.
中文翻译：
16,17-Dihydroheronamide C 和 ent-Heronamide C 的设计、合成和抗真菌活性
16,17-Dihydroheronamide C ( 8 ) 和ent - heronamide C ( ent - 1 ) 被设计为探针用于 heronamide C ( 1 )的作用模式分析。这些分子是通过利用前一篇论文中开发的高度模块化策略合成的。对这些化合物的抗真菌活性的评估揭示了 C16-C17 双键对于赫罗酰胺 C 的抗真菌活性以及赫罗酰胺 C ( 1 ) 和细胞膜成分之间存在手性识别的特殊重要性。
更新日期：2021-12-03
中文翻译：
16,17-Dihydroheronamide C 和 ent-Heronamide C 的设计、合成和抗真菌活性
16,17-Dihydroheronamide C ( 8 ) 和ent - heronamide C ( ent - 1 ) 被设计为探针用于 heronamide C ( 1 )的作用模式分析。这些分子是通过利用前一篇论文中开发的高度模块化策略合成的。对这些化合物的抗真菌活性的评估揭示了 C16-C17 双键对于赫罗酰胺 C 的抗真菌活性以及赫罗酰胺 C ( 1 ) 和细胞膜成分之间存在手性识别的特殊重要性。
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