Synthesis and fungicidal activity of new N,O-acyl chitosan derivatives.
Novel N,O-acyl chitosan (NOAC) derivatives were synthesized to examine their fungicidal activity against the gray mould fungus Botrytis cinerea (Leotiales: Sclerotiniaceae) and the rice leaf blast fungus Pyricularia oryzae (Teleomorph: Magnaporth grisea). The fungicidal activity was evaluated by the radial growth bioassay. NOAC derivatives were more active against the two plant pathogens than chitosan itself, and the effect was concentration dependent. Against B. cinerea, 4-chlorobutyryl chitosan (EC50=0.043%), decanoyl chitosan (EC50=0.044%), cinnamoyl chitosan (EC50=0.045%), and p-methoxybenzoyl chitosan (EC50=0.050%) were the most active (12-13-fold more active than chitosan). (Un)-substituted benzoyl chitosan derivatives were more active against B. cinerea than most of these with N,O-alkyl derivatives. Against P. oryzae chitosan derivatives with lauroyl, methoxy acetyl, methacryloyl and decanoyl were the most active.
Badawy
Mohamed E I
ME
Department of Crop Protection, Faculty of Agricultural and Applied Biological Sciences, Ghent University, Coupure Links 653, B-9000 Gent, Belgium.
Rabea
Entsar I
EI
Rogge
Tina M
TM
Stevens
Christian V
CV
Smagghe
Guy
G
Steurbaut
Walter
W
Höfte
Monica
M
D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000494:pharmacology*; D020171:Botrytis / Q000187:drug effects / Q000254:growth & development; D002686:Chitin / Q000031:analogs & derivatives* / Q000138:chemical synthesis* / Q000494:pharmacology*; D048271:Chitosan; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests / Q000379:methods
D000935:Antifungal Agents; D002686:Chitin; D048271:Chitosan