Capisterones A and B, which Enhance Fluconazole Activity in Saccharomyces cerevisiae, from the Marine Green Alga Penicillus capitatus
- 15 March 2006
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of Natural Products
- Vol. 69 (4), 542-546
- https://doi.org/10.1021/np050396y
Abstract
A whole-cell-based assay using Saccharomyces cerevisiae strains that overexpress Candida albicans CDR1 and MDR1 efflux pumps has been employed to screen natural product extracts for reversal of fluconazole resistance. The tropical green alga Penicillus capitatus was selected for bioassay-guided isolation, leading to the identification of capisterones A and B (1 and 2), which were recently isolated from this alga and shown to possess antifungal activity against the marine pathogen Lindra thallasiae. Current work has assigned their absolute configurations using electronic circular dichroism and determined their preferred conformations in solution based on detailed NOE analysis. Compounds 1 and 2 significantly enhanced fluconazole activity in S. cerevisiae, but did not show inherent antifungal activity when tested against several opportunistic pathogens or cytotoxicity to several human cancer and noncancerous cell lines (up to 35 μM). These compounds may have a potential for combination therapy of fungal infections caused by clinically relevant azole-resistant strains.Keywords
This publication has 28 references indexed in Scilit:
- Stereochemistry of Isoplagiochin C, A Macrocyclic Bisbibenzyl from LiverwortsJournal of the American Chemical Society, 2004
- Reversal of Fluconazole Resistance in Multidrug Efflux-Resistant Fungi by the Dysidea arenaria Sponge Sterol 9α,11α-Epoxycholest-7-ene-3β,5α,6α,19-tetrol 6-AcetateJournal of Natural Products, 2003
- Antiparasitic Alkaloids from Psychotria klugiiJournal of Natural Products, 2003
- Genipatriol, a New Cycloartane Triterpene from Genipa spruceanaJournal of Natural Products, 2003
- Conformational Effects on Optical Rotation. 3-Substituted 1-ButenesJournal of the American Chemical Society, 2003
- Genipatriol, a New Cycloartane Triterpene from Genipa spruceanaJournal of Natural Products, 2003
- A cycloartane triterpene 3β, 16β diglucoside from Astragalus trigonus and its non natural 6-hydroxy epimerPhytochemistry, 1998
- New Cycloartanol Sulfates from the Alga Tydemania expeditionis: Inhibitors of the Protein Tyrosine Kinase pp60v-srcJournal of Natural Products, 1994
- Cycloartane triterpenoidsPhytochemistry, 1975
- Synthesis of a Series of Substituted trans-2-Phenylcyclopropanecarboxylic AcidsJournal of the American Chemical Society, 1958