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3-Hydroxyisoflavanones from the stem bark of dalbergia melanoxylon - isolation, antimycobacterial evaluation and molecular docking studies

  • Two new 3-hydroxyisoflavanones, (S)-3,4',5-trihydroxy-2',7-dimethoxy-3'-prenylisoflavanone (trivial name kenusanone F 7-methyl ether) and (S)-3,5-dihydroxy-2',7-dimethoxy-2 '',2 ''-dimethylpyrano[5 '',6 '':3',4']isoflavanone (trivial name sophoronol-7-methyl ether) along with two known compounds (dalbergin and formononetin) were isolated from the stem bark of Dalbergia melanoxylon. The structures were elucidated using spectroscopic techniques. Kenusanone F 7-methyl ether showed activity against Mycobacterium tuberculosis, whereas both of the new compounds were inactive against the malaria parasite Plasmodium falciparum at 10 mu g/ml. Docking studies showed that the new compounds kenusanone F 7-methyl ether and sophoronol-7-methyl ether have high affinity for the M. tuberculosis drug target INHA.

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Author details:Peggoty Mutai, Matthias HeydenreichORCiD, Grace Thoithi, Grace Mugumbate, Kelly Chibale, Abiy YenesewORCiD
DOI:https://doi.org/10.1016/j.phytol.2013.08.018
ISSN:1874-3900
ISSN:1876-7486
Title of parent work (English):Phytochemistry letters
Publisher:Elsevier
Place of publishing:Amsterdam
Publication type:Article
Language:English
Year of first publication:2013
Publication year:2013
Release date:2017/03/26
Tag:3-Hydroxyisoflavanone; Dalbergia melanoxylon; Docking; Kenusanone F 7-methyl ether; Mycobacterium tuberculosis; Sophoronol-7-methyl ether
Volume:6
Issue:4
Number of pages:5
First page:671
Last Page:675
Funding institution:USHEPiA Programme, South Africa; University of Cape Town; South African Medical Research Council; South African Research Chairs initiative of the Department of Science and Technology
Organizational units:Mathematisch-Naturwissenschaftliche Fakultät / Institut für Chemie
Peer review:Referiert
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