1-O-Substituted derivatives of murrayafoline A and their antifungal properties

Nguyen Manh Cuong; Heike Wilhelm; Andrea Porzel; Norbert Arnold; Ludger Wessjohann

doi:10.1080/14786410701650212

1-O-Substituted derivatives of murrayafoline A and their antifungal properties

Nat Prod Res. 2008;22(11):950-4. doi: 10.1080/14786410701650212.

Authors

Nguyen Manh Cuong¹, Heike Wilhelm, Andrea Porzel, Norbert Arnold, Ludger Wessjohann

Affiliation

¹ Institute of Chemistry, Vietnamese Academy of Science and Technology, 18 Hoang Quoc Viet St., Hanoi, Vietnam 122100. nmcuong@ich.vast.ac.vn

PMID: 18629709
DOI: 10.1080/14786410701650212

Abstract

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.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids / chemical synthesis*
Alkaloids / chemistry
Alkaloids / pharmacology
Antifungal Agents / chemical synthesis*
Antifungal Agents / chemistry
Antifungal Agents / pharmacology
Carbazoles / chemical synthesis*
Carbazoles / chemistry
Carbazoles / pharmacology
Cladosporium / drug effects
Glycosylation
Microbial Sensitivity Tests
Molecular Structure
Prenylation

Substances

Alkaloids
Antifungal Agents
Carbazoles
murrayafoline A
carbazole