3-Phenyl-5-methyl-2H, 5H-furan-2-ones: tuning antifungal activity by varying substituents on the phenyl ring

…, V Balšánek, J Kuneš, V Buchta, K Waisser

Index: Pour, Milan; Spulak, Marcel; Balsanek, Vojtech; Kunes, Jiri; Buchta, Vladimir; Waisser, Karel Bioorganic and Medicinal Chemistry Letters, 2000 , vol. 10, # 16 p. 1893 - 1895

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Citation Number: 38

Abstract

A series of racemic 3-phenyl-5-methyl-2H, 5H-furan-2-ones related to a natural product,(−) incrustoporine, was synthesized, and their antifungal activity evaluated. The key structural feature, furanone ring, was closed via H2SO4-mediated cyclization of 2-phenylpent-4-enoic acids. The compounds displayed antifungal activity, especially against filamentous fungi. Expressed as the minimum inhibition concentration (MIC) in μmol/L, the activity of the most ...