In vitro antifungal activity of new series of homoallylamines and related compounds with inhibitory properties of the synthesis of fungal cell wall polymers.
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.
Vargas M
Leonor Y
LY
Laboratory of Fine Organic Chemistry, School of Chemistry, Industrial University of Santander, A.A. 678, Bucaramanga, Colombia.
Castelli
María V
MV
Kouznetsov
Vladimir V
VV
Urbina G
Juan M
JM
López
Silvia N
SN
Sortino
Maximiliano
M
Enriz
Ricardo D
RD
Ribas
Juan C
JC
Zacchino
Susana
S
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
D000935:Antifungal Agents; D004791:Enzyme Inhibitors; D007202:Indicators and Reagents; D000499:Allylamine; D005964:Glucosyltransferases; C040232:glucan synthase; D002687:Chitin Synthase