Synthesis and antifungal activity of oxygenated cholesterol derivatives

A series of oxygenated cholesterol derivatives were prepared from new synthetic methods and evaluated for their in vitro antimicrobial properties against human pathogens. The activity was highly dependent on the structure of the different compounds involved. The best results were obtained with hydro...

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Veröffentlicht in:	Steroids 2005-12, Vol.70 (13), p.907-912
Hauptverfasser:	Brunel, Jean Michel, Loncle, Céline, Vidal, Nicolas, Dherbomez, Michel, Letourneux, Yves
Format:	Artikel
Sprache:	eng
Schlagworte:	Amphotericin B - pharmacology Antifungal activity Antifungal Agents - chemical synthesis Antifungal Agents - pharmacology Antimicrobial activity Biological and medical sciences Candida albicans - drug effects Cholesterol - chemical synthesis Cholesterol - pharmacology Drug Resistance Fundamental and applied biological sciences. Psychology Humans Ketones Miconazole - pharmacology Oxygen - chemistry Oxygenated sterols Saccharomyces cerevisiae - drug effects Structure-Activity Relationship Vertebrates: endocrinology
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Zusammenfassung:	A series of oxygenated cholesterol derivatives were prepared from new synthetic methods and evaluated for their in vitro antimicrobial properties against human pathogens. The activity was highly dependent on the structure of the different compounds involved. The best results were obtained with hydroxy ketones 2, 4 and 5 and diketone 7 exhibiting activities against S. cerevisiae (ATCC 28383) and Candida albicans (CIP 1663-86). For example, compound 2 exhibited high activities against C. albicans (CIP 1663-86) and Amphotericine B and miconazole resistant strain C. albicans (CIP 1180-79) at a concentration of 1.5 μg/mL.
ISSN:	0039-128X 1878-5867
DOI:	10.1016/j.steroids.2005.06.007