Synthesis and antifungal activity of novel 14-membered benzomacrolides, as galbonolide analogues.

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.

authors

Sakoh H,Sakuraba S,Sugimoto Y,Imamura H,Jona H,Yamada K,Bamba-Nagano R,Hashizume T,Morishima H

doi

10.1248/cpb.52.163

subject

Has Abstract

pub_date

2004-01-01 00:00:00

pages

163-5

issue

1

eissn

0009-2363

issn

1347-5223

journal_volume

52

pub_type

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