title: In vitro antifungal activity of new series of homoallylamines and related compounds with inhibitory properties of the synthesis of fungal cell wall polymers.
abstract: The synthesis, in vitro antifungal evaluation and SAR studies of 101 compounds of the 4-aryl-, 4-alkyl-, 4-pyridyl or -quinolinyl-4-N-arylamino-1-butenes series and related compounds, are reported here. Active structures showed to inhibit (1,3)-beta-D-glucan and mainly chitin synthases, enzymes that catalyze the synthesis of the major fungal cell wall polymers.
authors.affiliation: Laboratory of Fine Organic Chemistry, School of Chemistry, Industrial University of Santander, A.A. 678, Bucaramanga, Colombia.
authors.forename: Leonor Y
authors.initials: LY
authors.lastname: Vargas M
authors.forename: María V
authors.initials: MV
authors.lastname: Castelli
authors.forename: Vladimir V
authors.initials: VV
authors.lastname: Kouznetsov
authors.forename: Juan M
authors.initials: JM
authors.lastname: Urbina G
authors.forename: Silvia N
authors.initials: SN
authors.lastname: López
authors.forename: Maximiliano
authors.initials: M
authors.lastname: Sortino
authors.forename: Ricardo D
authors.initials: RD
authors.lastname: Enriz
authors.forename: Juan C
authors.initials: JC
authors.lastname: Ribas
authors.forename: Susana
authors.initials: S
authors.lastname: Zacchino
mesh_terms: D000499:Allylamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology*; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D003883:Arthrodermataceae / Q000187:drug effects; D002473:Cell Wall / Q000187:drug effects*; D002687:Chitin Synthase / Q000037:antagonists & inhibitors; D019295:Computational Biology; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology; D005658:Fungi / Q000166:cytology / Q000187:drug effects*; D005964:Glucosyltransferases / Q000037:antagonists & inhibitors; D007202:Indicators and Reagents; D008826:Microbial Sensitivity Tests; D012441:Saccharomyces cerevisiae / Q000187:drug effects / Q000201:enzymology; D013329:Structure-Activity Relationship
chemical_list: D000935:Antifungal Agents; D004791:Enzyme Inhibitors; D007202:Indicators and Reagents; D000499:Allylamine; D005964:Glucosyltransferases; C040232:glucan synthase; D002687:Chitin Synthase