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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