Synthesis and structure-antifungal activity relationships of 3-aryl-5-alkyl-2,5-dihydrofuran-2-ones and their carbanalogues: further refinement of tentative pharmacophore group.
作者： Milan Pour , Marcel Špulák , Vojtěch Balšánek , Jiřı́ Kuneš , Petra Kubanová
DOI: 10.1016/S0968-0896(03)00220-7
关键词: Alkyl 、 Natural product 、 Stereochemistry 、 Aspergillus fumigatus 、 Chemistry 、 Lactone 、 Pharmacophore 、 Ketoconazole 、 Chemical synthesis 、 Aryl
摘要: Abstract Two series of 3-(substituted phenyl)-5-alkyl-2,5-dihydrofuran-2-ones related to a natural product, (−)incrustoporine, were synthesized and their in vitro antifungal activity evaluated. The compounds with halogen substituents on the phenyl ring exhibited selective against filamentous strains Absidia corymbifera Aspergillus fumigatus. On other hand, influence lenghth alkyl chain at C(5) was marginal. effect most active compound above higher than that ketoconazole, close amphotericin B. In order verify hypothesis about possible relationship between Michael-accepting ability activity, simple carbanalogues, 2-(substituted phenyl)cyclopent-2-enones, prepared subjected assay as well.
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