Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
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Synthesis and Antifungal Activity of Novel 14-Membered Benzomacrolides, as Galbonolide Analogues
Hiroki SakohShunji SakurabaYuichi SugimotoHideaki ImamuraHideki JonaKoji YamadaRie Bamba-NaganoTerutaka HashizumeHajime Morishima
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2004 Volume 52 Issue 1 Pages 163-165

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Abstract
Asymmetric total synthesis of benzene analogues of galbonolide, a 14-membered antifungal macrolide, possessing a benzene ring instead of a conjugated diene structure, was achieved starting from chiral 1-aryl-1-propanol obtained by enzyme-catalyzed kinetic resolution with high enantioselectivity. Representatively, a method for the introduction of a methylthio and chloride function at the vinyl position was also established. The resulting analogues unfortunately exhibited very little antifungal potency in comparison with galbonolide A.
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© 2004 The Pharmaceutical Society of Japan
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