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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.
Author details: | Peggoty Mutai, Matthias HeydenreichORCiD, Grace Thoithi, Grace Mugumbate, Kelly Chibale, Abiy YenesewORCiD |
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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 |