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J Org Chem ; 86(23): 16249-16258, 2021 12 03.
Article in English | 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.


Subject(s)
Antifungal Agents , Antifungal Agents/pharmacology , Lactams, Macrocyclic , Structure-Activity Relationship
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