Synthesis and Antifungal Activities of Myristic Acid Analogs | Zendy

Parang Keykavous | Zendy; Knaus Edward E. | Zendy; Wiebe Leonard I. | Zendy; Sardari Soroush | Zendy; Daneshtalab Mohsen | Zendy; Csizmadia Ferenc | Zendy

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Synthesis and Antifungal Activities of Myristic Acid Analogs

Author(s) -

Parang Keykavous,

Knaus Edward E.,

Wiebe Leonard I.,

Sardari Soroush,

Daneshtalab Mohsen,

Csizmadia Ferenc

Publication year - 1996

Publication title -

archiv der pharmazie

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.468

H-Index - 61

eISSN - 1521-4184

pISSN - 0365-6233

DOI - 10.1002/ardp.19963291102

Subject(s) - myristic acid , candida albicans , aspergillus niger , cryptococcus neoformans , corpus albicans , biochemistry , chemistry , saccharomyces cerevisiae , in vitro , fatty acid , microbiology and biotechnology , stereochemistry , biology , yeast , palmitic acid

Myristic acid analogs that are putative inhibitors of N ‐myristoyl‐transferase were tested in vitro for activity against yeasts ( Saccharomyces cerevisiae, Candida albicans, Cryptococcus neoformans ) and filamentous fungi ( Aspergillus niger ). Several (±)‐2‐halotetradecanoic acids including (±)‐2‐bromotetradecanoic acid ( 14c ) exhibited potent activity against C. albicans (MIC = 39 μM). C. neoformans (MIC = 20 μM), S. cerevisiae (MIC = 10 μM), and A. niger (MIC < 42 μM) in RPMI 1640 media. Improved synthetic methods have been developed for the synthesis of 12‐fluorododecanoic acid ( 12a ) and 12‐chlorododecanoic acid ( 12c ). Three novel fatty acids, 12‐chloro‐4‐oxadodecanoic acid ( 8a ), 12‐phenoxydodecanoic acid ( 12i ), and 11‐(4‐iodophenoxy)undecanoic acid ( 13d ) were also synthesized and tested.

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