Abstract
Background: Lupeol, a pentacyclic triterpenoid is found in the stem-bark of Walsura trifoliate. Derivatives of lupeol are associated with a broad range of biological activities.
Objective: To synthesis a series of Lupeol-benzylidine derivatives and evaluate their antimicrobial and antiproliferative acitivities.
Method: Lupeol was isolated from the bark of Walsura trifoliate. The ring A at C2 position of Lupeol was modified by claisens Schmidt condentation to produce Lupeol-benzylidine derivatives. Antimicrobial assay was performed by broth dilution technique.
Results: All the structures were confirmed by 1HNMR, 13CNMR and IR spectroscopic techniques. Compounds 3c and 3h exhibited the highest activity.
Conclusion: In conclusion, a series of different benzylidine derivatives from natural product Lupeol have been synthesized. All the tested compounds are found to be as antimicrobial and antiproliferative agents.
Keywords: Walsura trifoliata, Lupeol, benzylidine derivatives, pentacyclic triterpenoid, anti proliferative activities, claisens condensation.
The Natural Products Journal
Title:Synthesis and Biological Screening of Lupeol-benzylidine Derivatives
Volume: 8 Issue: 3
Author(s): Devendra S. Rao, Uma Devi Parimi*, Nageswara B. Rao and Karteek A. Rao
Affiliation:
- Department of Chemistry, GIS, GITAM University, Rushikonda, Visakhapatnam, Andhra Pradesh,India
Keywords: Walsura trifoliata, Lupeol, benzylidine derivatives, pentacyclic triterpenoid, anti proliferative activities, claisens condensation.
Abstract: Background: Lupeol, a pentacyclic triterpenoid is found in the stem-bark of Walsura trifoliate. Derivatives of lupeol are associated with a broad range of biological activities.
Objective: To synthesis a series of Lupeol-benzylidine derivatives and evaluate their antimicrobial and antiproliferative acitivities.
Method: Lupeol was isolated from the bark of Walsura trifoliate. The ring A at C2 position of Lupeol was modified by claisens Schmidt condentation to produce Lupeol-benzylidine derivatives. Antimicrobial assay was performed by broth dilution technique.
Results: All the structures were confirmed by 1HNMR, 13CNMR and IR spectroscopic techniques. Compounds 3c and 3h exhibited the highest activity.
Conclusion: In conclusion, a series of different benzylidine derivatives from natural product Lupeol have been synthesized. All the tested compounds are found to be as antimicrobial and antiproliferative agents.
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Cite this article as:
Rao S. Devendra , Parimi Devi Uma *, Rao B. Nageswara and Rao A. Karteek , Synthesis and Biological Screening of Lupeol-benzylidine Derivatives, The Natural Products Journal 2018; 8 (3) . https://dx.doi.org/10.2174/2210315508666180117154929
DOI https://dx.doi.org/10.2174/2210315508666180117154929 |
Print ISSN 2210-3155 |
Publisher Name Bentham Science Publisher |
Online ISSN 2210-3163 |
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Recent Advances in Biotransformation of Bioactive Terpenoids using Aspergillus niger
Biotransformation is the reaction catalyzed by biological catalysts of either isolated enzymes or whole cell cultures of microorganisms. This process has been extensively applied in the conversion of bioactive terpenoids with high regio- and stereospecifity. This process has been also applied in the lead discovery and development. Aspergillus niger has ...read more
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