- Synthesis and antifungal activities of myristic acid analogs
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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.
- Parang, Keykavous,Knaus, Edward E.,Wiebe, Leonard I.,Sardari, Soroush,Daneshtalab, Mohsen,Csizmadia, Ferenc
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p. 475 - 482
(2007/10/03)
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- Synthesis and Structure Elucidation of γ-Aminobutyric Acid Conjugates with Lipidic Acids, Lipidic Amino Acids and Lipidic Peptides
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A series of γ-aminobutyric acid esters of lipidic acids, lipidic peptides and γ-aminobutyric acid amides of lipidic α-amino acids and oligomers were synthesised.The GABA conjugates with ester linkages (6j-r) were prepared by coupling the lipidic acids and peptide conjugates to the carboxyl terminus of GABA.Two types of GABA conjugates linked by amide bonds were synthesised.This class included compounds 5d-f in which the amino group of the lipidic amino acid is condensed with the carboxyl function of GABA and compounds 7a-b with the carboxyl terminus of the α-amino acid coupled to the amino group of GABA.The lipidic amino acid peptide oligomers were varied from 1-3 units, and the alkyl side chains ranged from 5-17 carbon atoms in length in order to impart different lipophilicities to the GABA molecule conjugates. Key Words: Amino acids, fatty / Peptides, lipidic / Lipophilic GABA conjugates / Drug delivery
- Hussain, Rohanah,Toth, Istvan,Gibbons, William A.
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p. 963 - 966
(2007/10/02)
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