Synthesis and Antifungal Activity of 2-Hydroxy-4,5-methylenedioxyaryl Ketones as Analogues of Kakuol
Articolo
Data di Pubblicazione:
2010
Citazione:
Synthesis and Antifungal Activity of 2-Hydroxy-4,5-methylenedioxyaryl Ketones as Analogues of Kakuol / L. Musso, S. Dallavalle, L. Merlini, G. Farina. - In: CHEMISTRY & BIODIVERSITY. - ISSN 1612-1872. - 7:4(2010 Apr), pp. 887-897. [10.1002/cbdv.200900263]
Abstract:
In a study aiming to determine the structural elements essential to the antifungal activity of kakuol,
we synthesized a series of 2-hydroxy-4,5-methylenedioxyaryl ketones, and we assayed their in vitro
antifungal activity. The most sensitive target organisms to the action of these class of compounds were
Phytophthora infestans, Phytium ultimum, Cercospora beticola, Cladosporium cucumerinum, and
Rhizoctonia solani. Most of the analogs showed a remarkable in vitro activity, and some of them
appeared significantly more effective than the natural product. The biological activity was mainly
affected by introducing structural modification on the carbonyl moiety of the natural-product molecule.
In particular, compound 5a, bearing a C=C bond conjugated to the C=O group, was found active with a
MIC value of 10 microgrammi ml 1 against Cladosporium cucumerinum. The results suggest that 2-hydroxy-4,5-
methylenedioxyaryl ketones can be considered promising candidates in the development of new
antifungal compounds.
Tipologia IRIS:
01 - Articolo su periodico
Keywords:
Ketones aryl 2-hydroxy-4 5-(methylenedioxy) ; Kakuol ; Antifungal activity ; Structureactivity relationship (SAR)
Elenco autori:
L. Musso, S. Dallavalle, L. Merlini, G. Farina
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