Synthesis and biological activity of desmethoxy analogues of coruscanone A.

Autor: Tichotová L; Centre for New Antivirals and Antineoplastics, Department of Inorganic and Organic Chemistry, Charles University, Faculty of Pharmacy, Heyrovského 1203, CZ-500 03 Hradec Králové, Czech Republic., Matoušová E, Spulák M, Kuneš J, Votruba I, Buchta V, Pour M
Jazyk: angličtina
Zdroj: Bioorganic & medicinal chemistry letters [Bioorg Med Chem Lett] 2011 Oct 15; Vol. 21 (20), pp. 6062-6. Date of Electronic Publication: 2011 Aug 19.
DOI: 10.1016/j.bmcl.2011.08.059
Abstrakt: A series of simple desmethoxy analogues of coruscanone A was prepared via a novel version of Ti(iPrO)(4)-mediated Knoevenagel condensation of cyclopentenedione with substituted benzaldehydes and cinnamic aldehydes, and the compounds were evaluated for antifungal activity and cytotoxicity. The most potent 2-benzylidenecyclopent-4-ene-1,3-dione possessed antifungal effect comparable to coruscanone A and a somewhat broader spectrum of activity against Candida species. The compound was also superior to fluconazole against several non-albicans Candida sp. Evaluation of the ability of the compound to influence cell proliferation using two different assays showed that 2-benzylidenecyclopent-4-ene-1,3-dione has lower cytotoxicity compared to the natural product.
(Copyright © 2011 Elsevier Ltd. All rights reserved.)
Databáze: MEDLINE
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