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...
Saved in:
| Main Authors: | , , , , , |
|---|---|
| Format: | Article |
| Language: | English |
| Published: |
Elsevier
2022
|
| Subjects: | |
| Online Access: | https://doi.org/10.1016/j.phytol.2013.08.018 http://hdl.handle.net/11408/4926 |
| Tags: |
Add Tag
No Tags, Be the first to tag this record!
|
| _version_ | 1779905251509272576 |
|---|---|
| author | Mutai, Peggoty Heydenreich, Matthias Thoithi, Grace Mugumbate, Grace Chibale, Kelly Abiy Yenesew, Abiy |
| author_facet | Mutai, Peggoty Heydenreich, Matthias Thoithi, Grace Mugumbate, Grace Chibale, Kelly Abiy Yenesew, Abiy |
| author_sort | Mutai, Peggoty |
| collection | DSpace |
| description | 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 μg/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. |
| format | Article |
| id | ir-11408-4926 |
| institution | My University |
| language | English |
| publishDate | 2022 |
| publisher | Elsevier |
| record_format | dspace |
| spelling | ir-11408-49262022-06-28T12:31:17Z 3-Hydroxyisoflavanones from the stem bark of Dalbergia melanoxylon: Isolation, antimycobacterial evaluation and molecular docking studies Mutai, Peggoty Heydenreich, Matthias Thoithi, Grace Mugumbate, Grace Chibale, Kelly Abiy Yenesew, Abiy Dalbergia melanoxylon 3-Hydroxyisoflavanone Kenusanone F 7-methyl ether Sophoronol-7-methyl ether Mycobacterium tuberculosis 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 μg/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. 2022-06-28T12:31:16Z 2022-06-28T12:31:16Z 2013 Article 1874-3900 https://doi.org/10.1016/j.phytol.2013.08.018 http://hdl.handle.net/11408/4926 en Phytochemistry Letters;Volume 6, Issue 4; Pages 671-675 open Elsevier |
| spellingShingle | Dalbergia melanoxylon 3-Hydroxyisoflavanone Kenusanone F 7-methyl ether Sophoronol-7-methyl ether Mycobacterium tuberculosis Mutai, Peggoty Heydenreich, Matthias Thoithi, Grace Mugumbate, Grace Chibale, Kelly Abiy Yenesew, Abiy 3-Hydroxyisoflavanones from the stem bark of Dalbergia melanoxylon: Isolation, antimycobacterial evaluation and molecular docking studies |
| title | 3-Hydroxyisoflavanones from the stem bark of Dalbergia melanoxylon: Isolation, antimycobacterial evaluation and molecular docking studies |
| title_full | 3-Hydroxyisoflavanones from the stem bark of Dalbergia melanoxylon: Isolation, antimycobacterial evaluation and molecular docking studies |
| title_fullStr | 3-Hydroxyisoflavanones from the stem bark of Dalbergia melanoxylon: Isolation, antimycobacterial evaluation and molecular docking studies |
| title_full_unstemmed | 3-Hydroxyisoflavanones from the stem bark of Dalbergia melanoxylon: Isolation, antimycobacterial evaluation and molecular docking studies |
| title_short | 3-Hydroxyisoflavanones from the stem bark of Dalbergia melanoxylon: Isolation, antimycobacterial evaluation and molecular docking studies |
| title_sort | 3-hydroxyisoflavanones from the stem bark of dalbergia melanoxylon: isolation, antimycobacterial evaluation and molecular docking studies |
| topic | Dalbergia melanoxylon 3-Hydroxyisoflavanone Kenusanone F 7-methyl ether Sophoronol-7-methyl ether Mycobacterium tuberculosis |
| url | https://doi.org/10.1016/j.phytol.2013.08.018 http://hdl.handle.net/11408/4926 |
| work_keys_str_mv | AT mutaipeggoty 3hydroxyisoflavanonesfromthestembarkofdalbergiamelanoxylonisolationantimycobacterialevaluationandmoleculardockingstudies AT heydenreichmatthias 3hydroxyisoflavanonesfromthestembarkofdalbergiamelanoxylonisolationantimycobacterialevaluationandmoleculardockingstudies AT thoithigrace 3hydroxyisoflavanonesfromthestembarkofdalbergiamelanoxylonisolationantimycobacterialevaluationandmoleculardockingstudies AT mugumbategrace 3hydroxyisoflavanonesfromthestembarkofdalbergiamelanoxylonisolationantimycobacterialevaluationandmoleculardockingstudies AT chibalekelly 3hydroxyisoflavanonesfromthestembarkofdalbergiamelanoxylonisolationantimycobacterialevaluationandmoleculardockingstudies AT abiyyenesewabiy 3hydroxyisoflavanonesfromthestembarkofdalbergiamelanoxylonisolationantimycobacterialevaluationandmoleculardockingstudies |