Structure-antifungal activity relationship of cinnamic acid derivatives.
A structure-antifungal activity relationship (SAR) study of 22 related cinnamic acid derivatives was carried out. Attention was focused on the antifungal activities exhibited against Aspergillus flavus, Aspergillus terreus, and Aspergillus niger. (E)-3-(4-methoxy-3-(3-methylbut-2-enyl)phenyl)acrylic acid (16) exhibited antifungal activity against A. niger, comparable to that of miconazole and a significant antifungal effect against A. flavus and A. terreus as well. A structure-activity relationship (SAR) study of related cinnamic acid derivatives has allowed a model to be proposed for the recognition of the minimal structural requirements for the antifungal effect in this series.
Departamento de Química, Facultad de Química, Bioquímica y Farmacia, Universidad Nacional de San Luis, Argentina.
Fabricio
F
Bisogno
Laura
L
Mascoti
Cecilia
C
Sanchez
Francisco
F
Garibotto
Fernando
F
Giannini
Marcela
M
Kurina-Sanz
Ricardo
R
Enriz
D000935:Antifungal Agents / Q000737:chemistry* / Q000494:pharmacology*; D001230:Aspergillus / Q000187:drug effects*; D001231:Aspergillus flavus / Q000187:drug effects; D001234:Aspergillus niger / Q000187:drug effects; D002934:Cinnamates / Q000737:chemistry* / Q000494:pharmacology*; D008825:Miconazole / Q000494:pharmacology; D013329:Structure-Activity Relationship
D000935:Antifungal Agents; D002934:Cinnamates; C029010:cinnamic acid; D008825:Miconazole