Journal
BIOORGANIC & MEDICINAL CHEMISTRY
Volume 15, Issue 1, Pages 484-494Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.bmc.2006.09.038
Keywords
5-arylidenerhodanines; microwave irradiation; antifungal activity; computational methods
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An efficient microwave-assisted synthesis of new (Z)-5-arylidenerhodanines under solvent-free conditions is described and their in vitro antifungal activity was evaluated following the CLSI (formerly NCCLS) guidelines against a panel of both standardized and clinical opportunistic pathogenic fungi. An analysis of the structure-activity relationship (SAR) along with computational studies showed that the most active compounds (F- and CF3-substituted rbodanines) possess high log P values and low polarizability. Mechanism-based assays suggest that active compounds neither would bind to ergosterol nor would produce a damage to the fungal membrane. (c) 2006 Elsevier Ltd. All rights reserved.
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