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Synthesis and Biological Screening of Lupeol-benzylidine Derivatives

[ Vol. 8 , Issue. 3 ]

Author(s):

Devendra S. Rao, Uma Devi Parimi*, Nageswara B. Rao and Karteek A. Rao   Pages 196 - 200 ( 5 )

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.

Affiliation:

Divi`s Laboratories Limited, Unit-II, Chippada, Visakhapatnam, Andhra Pradesh, Department of Chemistry, GIS, GITAM University, Rushikonda, Visakhapatnam, Andhra Pradesh, Divi`s Laboratories Limited, Unit-II, Chippada, Visakhapatnam, Andhra Pradesh, Department of Chemistry, GIS, GITAM University, Rushikonda, Visakhapatnam, Andhra Pradesh

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