title: Global antifungal profile optimization of chlorophenyl derivatives against Botrytis cinerea and Colletotrichum gloeosporioides.
abstract: Twenty-two aromatic derivatives bearing a chlorine atom and a different chain in the para or meta position were prepared and evaluated for their in vitro antifungal activity against the phytopathogenic fungi Botrytis cinerea and Colletotrichum gloeosporioides. The results showed that maximum inhibition of the growth of these fungi was exhibited for enantiomers S and R of 1-(4'-chlorophenyl)-2-phenylethanol (3 and 4). Furthermore, their antifungal activity showed a clear structure-activity relationship (SAR) trend confirming the importance of the benzyl hydroxyl group in the inhibitory mechanism of the compounds studied. Additionally, a multiobjective optimization study of the global antifungal profile of chlorophenyl derivatives was conducted in order to establish a rational strategy for the filtering of new fungicide candidates from combinatorial libraries. The MOOP-DESIRE methodology was used for this purpose providing reliable ranking models that can be used later.
authors.affiliation: Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Cádiz, Puerto Real, Cádiz, Spain.
authors.forename: Liane
authors.initials: L
authors.lastname: Saiz-Urra
authors.forename: Antonio J
authors.initials: AJ
authors.lastname: Bustillo Pérez
authors.forename: Maykel
authors.initials: M
authors.lastname: Cruz-Monteagudo
authors.forename: Cristina
authors.initials: C
authors.lastname: Pinedo-Rivilla
authors.forename: Josefina
authors.initials: J
authors.lastname: Aleu
authors.forename: Rosario
authors.initials: R
authors.lastname: Hernández-Galán
authors.forename: Isidro G
authors.initials: IG
authors.lastname: Collado
mesh_terms: D020171:Botrytis / Q000187:drug effects*; D002733:Chlorophenols / Q000737:chemistry* / Q000494:pharmacology*; D020231:Colletotrichum / Q000187:drug effects*; D005659:Fungicides, Industrial / Q000737:chemistry* / Q000494:pharmacology*; D010935:Plant Diseases / Q000382:microbiology*; D013329:Structure-Activity Relationship
chemical_list: D002733:Chlorophenols; D005659:Fungicides, Industrial