1-O-Substituted derivatives of murrayafoline A and their antifungal properties.
The synthesis of some 1-oxygenated derivatives of murrayafoline A (1) and their antifungal properties is reported. Three derivatives, 1-hydroxy-3-methyl-9H-carbazole (2), 1-(3-methylbut-2-enyloxy)-3-methyl-9H-carbazole (3) and 1-(2,3,4,6,-tetra-O-acetyl-alpha-D-O-glucopyranosyl)-3-methyl-9H-carbazole (4), of murrayafoline A were synthesized. Compounds 1 and 2 exhibit strong fungicidal activity against Cladosporium cucumerinum at the dose of 12.5 microg.
Cuong
Nguyen Manh
NM
Institute of Chemistry, Vietnamese Academy of Science and Technology, 18 Hoang Quoc Viet St., Hanoi, Vietnam 122100. nmcuong@ich.vast.ac.vn
Wilhelm
Heike
H
Porzel
Andrea
A
Arnold
Norbert
N
Wessjohann
Ludger
L
D000470:Alkaloids / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D000935:Antifungal Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002227:Carbazoles / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D002963:Cladosporium / Q000187:drug effects; D006031:Glycosylation; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D054876:Prenylation
D000470:Alkaloids; D000935:Antifungal Agents; D002227:Carbazoles; C443728:murrayafoline A; C041514:carbazole