Open AccessFengycin A Analogues with Enhanced Chemical Stability and Antifungal Properties
Author(s) -
Diana Giménez,
Aoife Phelan,
Cormac D. Murphy,
Steven L. Cobb
Publication year - 2021
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/acs.orglett.1c01387
Subject(s) - antifungal , chemistry , depsipeptide , combinatorial chemistry , chemical stability , stereochemistry , metabolic stability , organic chemistry , biochemistry , microbiology and biotechnology , in vitro , biology
Fengycins are cyclic lipo-depsipeptides produced by Bacillus spp. that display potent antifungal properties but are chemically unstable. This instability has meant that no total synthesis of any fengycin has been published. Here we report the synthesis of fengycin A analogues that display enhanced antifungal properties and chemical stability under both basic and acidic conditions. The analogues prepared also demonstrate that the fengycin core structure can be modified and simplified without the loss of antifungal activity.