Sesquiterpenes from Warburgia ugandensis and their antimycobacterial activity

Abraham Abebe Wube; Franz Bucar; Simon Gibbons; Kaleab Asres

doi:10.1016/j.phytochem.2005.07.018

Sesquiterpenes from Warburgia ugandensis and their antimycobacterial activity

Abraham Abebe Wube, Franz Bucar, Simon Gibbons, Kaleab Asres

Research output: Contribution to journal › Article › peer-review

64 Citations (Scopus)

Abstract

The dichloromethane extract of the stem bark of Warburgia ugandensis afforded three new coloratane sesquiterpenes, namely: 6α,9α-dihydroxy-4(13),7-coloratadien-11,12-dial (1), 4(13),7-coloratadien-12,11-olide (2), and 7β-hydroxy-4(13),8-coloratadien-11,12-olide (3), together with nine known sesquiterpenes, i.e., cinnamolide-3β-acetate (4), muzigadial (5), muzigadiolide (6), 11α-hydroxymuzigadiolide (7), cinnamolide (8), 7α-hydroxy-8-drimen-11,12-olide (9), ugandensolide (10), mukaadial (11), ugandensidial (12), and linoleic acid (13). Their structures were assigned on the basis of 1D and 2D-NMR spectroscopic and GC-MS analysis.

The compounds were examined for their antimycobacterial activity against Mycobacterium aurum, M. fortuitum, M. phlei and M. smegmatis; and the active constituents showed MIC values ranged from 4 to128 μg/ml compared to the antibiotic drugs ethambutol (MIC ranged from 0.5 to 8 μg/ml) and isoniazid (MIC ranged from 1 to 4 μg/ml).

Original language	English
Pages (from-to)	2309-2315
Number of pages	7
Journal	Phytochemistry
Volume	66
Issue number	19
DOIs	https://doi.org/10.1016/j.phytochem.2005.07.018
Publication status	Published - 1 Oct 2005

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10.1016/j.phytochem.2005.07.018

https://linkinghub.elsevier.com/retrieve/pii/S0031942205003584

Cite this

@article{739b6f18a143413f8beff325f5d2fe8a,

title = "Sesquiterpenes from Warburgia ugandensis and their antimycobacterial activity",

abstract = "The dichloromethane extract of the stem bark of Warburgia ugandensis afforded three new coloratane sesquiterpenes, namely: 6α,9α-dihydroxy-4(13),7-coloratadien-11,12-dial (1), 4(13),7-coloratadien-12,11-olide (2), and 7β-hydroxy-4(13),8-coloratadien-11,12-olide (3), together with nine known sesquiterpenes, i.e., cinnamolide-3β-acetate (4), muzigadial (5), muzigadiolide (6), 11α-hydroxymuzigadiolide (7), cinnamolide (8), 7α-hydroxy-8-drimen-11,12-olide (9), ugandensolide (10), mukaadial (11), ugandensidial (12), and linoleic acid (13). Their structures were assigned on the basis of 1D and 2D-NMR spectroscopic and GC-MS analysis.The compounds were examined for their antimycobacterial activity against Mycobacterium aurum, M. fortuitum, M. phlei and M. smegmatis; and the active constituents showed MIC values ranged from 4 to128 μg/ml compared to the antibiotic drugs ethambutol (MIC ranged from 0.5 to 8 μg/ml) and isoniazid (MIC ranged from 1 to 4 μg/ml).",

author = "Wube, {Abraham Abebe} and Franz Bucar and Simon Gibbons and Kaleab Asres",

year = "2005",

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T1 - Sesquiterpenes from Warburgia ugandensis and their antimycobacterial activity

AU - Wube, Abraham Abebe

AU - Bucar, Franz

AU - Gibbons, Simon

AU - Asres, Kaleab

PY - 2005/10/1

Y1 - 2005/10/1

N2 - The dichloromethane extract of the stem bark of Warburgia ugandensis afforded three new coloratane sesquiterpenes, namely: 6α,9α-dihydroxy-4(13),7-coloratadien-11,12-dial (1), 4(13),7-coloratadien-12,11-olide (2), and 7β-hydroxy-4(13),8-coloratadien-11,12-olide (3), together with nine known sesquiterpenes, i.e., cinnamolide-3β-acetate (4), muzigadial (5), muzigadiolide (6), 11α-hydroxymuzigadiolide (7), cinnamolide (8), 7α-hydroxy-8-drimen-11,12-olide (9), ugandensolide (10), mukaadial (11), ugandensidial (12), and linoleic acid (13). Their structures were assigned on the basis of 1D and 2D-NMR spectroscopic and GC-MS analysis.The compounds were examined for their antimycobacterial activity against Mycobacterium aurum, M. fortuitum, M. phlei and M. smegmatis; and the active constituents showed MIC values ranged from 4 to128 μg/ml compared to the antibiotic drugs ethambutol (MIC ranged from 0.5 to 8 μg/ml) and isoniazid (MIC ranged from 1 to 4 μg/ml).

AB - The dichloromethane extract of the stem bark of Warburgia ugandensis afforded three new coloratane sesquiterpenes, namely: 6α,9α-dihydroxy-4(13),7-coloratadien-11,12-dial (1), 4(13),7-coloratadien-12,11-olide (2), and 7β-hydroxy-4(13),8-coloratadien-11,12-olide (3), together with nine known sesquiterpenes, i.e., cinnamolide-3β-acetate (4), muzigadial (5), muzigadiolide (6), 11α-hydroxymuzigadiolide (7), cinnamolide (8), 7α-hydroxy-8-drimen-11,12-olide (9), ugandensolide (10), mukaadial (11), ugandensidial (12), and linoleic acid (13). Their structures were assigned on the basis of 1D and 2D-NMR spectroscopic and GC-MS analysis.The compounds were examined for their antimycobacterial activity against Mycobacterium aurum, M. fortuitum, M. phlei and M. smegmatis; and the active constituents showed MIC values ranged from 4 to128 μg/ml compared to the antibiotic drugs ethambutol (MIC ranged from 0.5 to 8 μg/ml) and isoniazid (MIC ranged from 1 to 4 μg/ml).

U2 - 10.1016/j.phytochem.2005.07.018

DO - 10.1016/j.phytochem.2005.07.018

M3 - Article

SN - 0031-9422

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JF - Phytochemistry

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