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Total Synthesis and Further Scrutiny of the in vitro Antifungal Activity of 6-Nonadecynoic Acid

✍ Scribed by Néstor M. Carballeira; David Sanabria; Keykavous Parang

Publisher
John Wiley and Sons
Year
2005
Tongue
English
Weight
74 KB
Volume
338
Category
Article
ISSN
0365-6233

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✦ Synopsis

Abstract

The antifungal, naturally occurring acetylenic fatty acid 6‐nonadecynoic acid was synthesized in three steps (18 % overall yield), for the first time starting with commercially available 1‐tetradecyne. The synthesis developed herein will facilitate the further study of the antifungal properties of this naturally occurring acetylenic fatty acid. The 6‐nonadecynoic acid exhibited the best antifungal activity (< 4.3 μM) against Cryptococcus neoformans ATCC 66031 in Sabouraud Dextrose Broth (SDB) media. In our hands, it was not active against Candida albicans ATCC 14053 and Candida albicans ATCC 60193.

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