title: Quantitative Structure-Antifungal Activity Relationships for cinnamate derivatives.
abstract: Quantitative Structure-Activity Relationships (QSAR) are established with the aim of analyzing the fungicidal activities of a set of 27 active cinnamate derivatives. The exploration of more than a thousand of constitutional, topological, geometrical and electronic molecular descriptors, which are calculated with Dragon software, leads to predictions of the growth inhibition on Pythium sp and Corticium rolfsii fungi species, in close agreement to the experimental values extracted from the literature. A set containing 21 new structurally related cinnamate compounds is prepared. The developed QSAR models are applied to predict the unknown fungicidal activity of this set, showing that cinnamates like 38, 28 and 42 are expected to be highly active for Pythium sp, while this is also predicted for 28 and 34 in C. rolfsii.
authors.affiliation: Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas INIFTA (UNLP, CCT La Plata-CONICET), Diagonal 113 y 64, Sucursal 4, C.C. 16, 1900 La Plata, Argentina.
authors.forename: Laura M
authors.initials: LM
authors.lastname: Saavedra
authors.affiliation: Curso de Química Orgánica, Facultad de Ciencias Agrarias y Forestales, Universidad Nacional de La Plata (UNLP), 60 y 119, B1904AAN La Plata, Buenos Aires, Argentina.
authors.forename: Diego
authors.initials: D
authors.lastname: Ruiz
authors.affiliation: Curso de Química Orgánica, Facultad de Ciencias Agrarias y Forestales, Universidad Nacional de La Plata (UNLP), 60 y 119, B1904AAN La Plata, Buenos Aires, Argentina; Centro de Investigación y Desarrollo en Ciencias Aplicadas "Dr. J.J. Ronco" (CINDECA), Departamento de Química, Facultad de Ciencias Exactas, UNLP-CCT-CONICET, Calle 47 No. 257, B1900AJK La Plata, Argentina.
authors.forename: Gustavo P
authors.initials: GP
authors.lastname: Romanelli
authors.affiliation: Instituto de Investigaciones Fisicoquímicas Teóricas y Aplicadas INIFTA (UNLP, CCT La Plata-CONICET), Diagonal 113 y 64, Sucursal 4, C.C. 16, 1900 La Plata, Argentina. Electronic address: pabloducho@gmail.com.
authors.forename: Pablo R
authors.initials: PR
authors.lastname: Duchowicz
mesh_terms: D001487:Basidiomycota / Q000187:drug effects* / Q000254:growth & development; D002934:Cinnamates / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D005659:Fungicides, Industrial / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D010935:Plant Diseases / Q000382:microbiology / Q000517:prevention & control; D011237:Predictive Value of Tests; D011775:Pythium / Q000187:drug effects* / Q000254:growth & development; D021281:Quantitative Structure-Activity Relationship; D012984:Software
chemical_list: D002934:Cinnamates; D005659:Fungicides, Industrial
keywords: Antifungal activity; Cinnamate derivatives; Molecular descriptors; QSAR theory