Dereplication of pentacyclic triterpenoids in plants by GC-EI/MS

Three common plant-derived pentacyclic triterpenoids, oleanolic acid (1), betulinic acid (2) and ursolic acid (3), have been found to exhibit moderate anti-tubercular activity in a microplate alamar blue assay. In order to facilitate the discovery of novel anti-tubercular leads with diverse chemical...

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Published inPhytochemical analysis Vol. 17; no. 2; pp. 102 - 106
Main Authors Gu, J.Q, Wang, Y, Franzblau, S.G, Montenegro, G, Timmermann, B.N
Format Journal Article
LanguageEnglish
Published Chichester, UK John Wiley & Sons, Ltd 01.03.2006
Subjects
anti-tubercular activity
antibacterial properties
antimicrobial agents
Antitubercular Agents - chemistry
Asteraceae
Betulinic Acid
chemical constituents of plants
chemical structure
Chromatography, Gas
cultured cells
cytotoxicity
dereplication
esters
gas chromatography
GC-EI/MS
isomers
Lamiaceae
Lavandula
Lavandula - chemistry
Lavandula dentata
mass spectrometry
methylation
Molecular Structure
Mycobacterium tuberculosis
oleanolic acid
Oleanolic Acid - chemistry
Pentacyclic Triterpenes
pentacyclic triterpenoids
phytochemicals
plant extracts
Spectrometry, Mass, Electrospray Ionization
structure-activity relationships
Tanacetum parthenium
Tanacetum parthenium - chemistry
Triterpenes - chemistry
triterpenoids
tuberculosis
Ursolic Acid
Valerian - chemistry
Valeriana
Valeriana laxiflora
Valerianaceae
Chile
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Abstract Three common plant-derived pentacyclic triterpenoids, oleanolic acid (1), betulinic acid (2) and ursolic acid (3), have been found to exhibit moderate anti-tubercular activity in a microplate alamar blue assay. In order to facilitate the discovery of novel anti-tubercular leads with diverse chemical structures, a new and rapid GC-EI/MS method was developed simultaneously and unambiguously to dereplicate 1-3 as their methyl esters with limits of detection of 25.6, 26.9 and 26.8 ng, respectively.
AbstractList Three common plant-derived pentacyclic triterpenoids, oleanolic acid (1), betulinic acid (2) and ursolic acid (3), have been found to exhibit moderate anti-tubercular activity in a microplate alamar blue assay. In order to facilitate the discovery of novel anti-tubercular leads with diverse chemical structures, a new and rapid GC-EI/MS method was developed simultaneously and unambiguously to dereplicate 1-3 as their methyl esters with limits of detection of 25.6, 26.9 and 26.8 ng, respectively.
Three common plant‐derived pentacyclic triterpenoids, oleanolic acid (1), betulinic acid (2) and ursolic acid (3), have been found to exhibit moderate anti‐tubercular activity in a microplate alamar blue assay. In order to facilitate the discovery of novel anti‐tubercular leads with diverse chemical structures, a new and rapid GC‐EI/MS method was developed simultaneously and unambiguously to dereplicate 1–3 as their methyl esters with limits of detection of 25.6, 26.9 and 26.8 ng, respectively. Copyright © 2006 John Wiley & Sons, Ltd.
Author Franzblau, S.G
Wang, Y
Montenegro, G
Gu, J.Q
Timmermann, B.N
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Cites_doi 10.1055/s-0028-1097394
10.1128/AAC.41.5.1004
10.1016/S0944-7113(99)80056-7
10.1021/np960551w
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10.1055/s-2004-827149
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Present address: Natural Products Chemistry, Drug Discovery and Evaluation, Cubist Pharmaceuticals, Inc., Lexington, MA 02421, USA.
Present address: Department of Medicinal Chemistry, School of Pharmacy, University of Kansas, 4070 Malott Hall, 1251 Wescoe Hall Drive, Lawrence, KS 66045‐7582, USA.
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Collins (10.1002/pca.892-BIB5) 1997; 41
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Snippet Three common plant-derived pentacyclic triterpenoids, oleanolic acid (1), betulinic acid (2) and ursolic acid (3), have been found to exhibit moderate...
Three common plant‐derived pentacyclic triterpenoids, oleanolic acid (1), betulinic acid (2) and ursolic acid (3), have been found to exhibit moderate...
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SubjectTerms anti-tubercular activity
antibacterial properties
antimicrobial agents
Antitubercular Agents - chemistry
Asteraceae
Betulinic Acid
chemical constituents of plants
chemical structure
Chromatography, Gas
cultured cells
cytotoxicity
dereplication
esters
gas chromatography
GC-EI/MS
isomers
Lamiaceae
Lavandula
Lavandula - chemistry
Lavandula dentata
mass spectrometry
methylation
Molecular Structure
Mycobacterium tuberculosis
oleanolic acid
Oleanolic Acid - chemistry
Pentacyclic Triterpenes
pentacyclic triterpenoids
phytochemicals
plant extracts
Spectrometry, Mass, Electrospray Ionization
structure-activity relationships
Tanacetum parthenium
Tanacetum parthenium - chemistry
Triterpenes - chemistry
triterpenoids
tuberculosis
Ursolic Acid
Valerian - chemistry
Valeriana
Valeriana laxiflora
Valerianaceae
Title Dereplication of pentacyclic triterpenoids in plants by GC-EI/MS
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https://www.ncbi.nlm.nih.gov/pubmed/16634286
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