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 exhibited strong fungicidal activity against Cladosporium cucumerinum at the dose of 12.5 microg.
Cuong
N M
NM
Institute of Chemistry, Vietnamese Academy of Science and Technology, Hanoi, Vietnam. nmcuong@ich.vast.ac.vn
Wilhelm
H
H
Porzel
A
A
Arnold
N
N
Wessjohann
L
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*; D004305:Dose-Response Relationship, Drug; D006027:Glycosides / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D015394:Molecular Structure
C533655:1-(2,3,4,6-tetra-O-acetyl-alpha-D-O-glucopyranosyl)-3-methyl-9H-carbazole; C533654:1-(3-methylbut-2-enyloxy)-3-methyl-9H-carbazole; C533653:1-hydroxy-3-methyl-9H-carbazole; D000470:Alkaloids; D000935:Antifungal Agents; D002227:Carbazoles; D006027:Glycosides; C443728:murrayafoline A