SYNTHESIS AND CHARACTERIZATION OF NEW IMINE AND PTHALIC ACID DERIVATIVES OF URSOLIC ACID

  • Shrikant B Babar Medicinal Natural Product Research Laboratory, Department Of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga, Mumbai, India-400019
  • Kirti S Laddha Professor in Pharmacognosy, Medicinal Natural Product Research Laboratory, Department Of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga, Mumbai, India-400019

Abstract

Objective: The current work envisages synthesis of novel ursolic acid derivatives and characterization by spectral methods that can be possible candidates for anti-inflammatory and anticancer activity.

Methods: A series of imine and phthalic acid derivatives of ursolic acid (3β-hydroxyurs-12-en-28-oic acid), have been synthesized. 3-hydroxyimino-urs-12-en-28-olic acid was treated with alkyl halide in the presence of sodium hydride in ethanol to yield 3-alkyloxyimino-urs-12-en-28-oic acid and further converted to its ester derivatives. Ursolic acid was reacted with phthalic anhydride in pyridine to get mono and di-substituted ester derivatives.

Results: Novel substituted imino and pthalic derivatives were synthesized. The compounds synthesized were characterized by MS, IR, 1H and [13]C-NMR spectroscopy.

Conclusion: The derivatives prepared may facilitate designing of similar newer analogues which may be useful for generating possible candidates from ursolic acid for anti-imflammatory and anti-cancer potential. Ursolic acid oximes and its anhydrides exhibit valuable biological properties and are important starting materials for further transformations.

 

Keywords: Ursolic acid, Alkyl halide, Nucleophilic substitution, Anti-cancer.

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Author Biographies

Shrikant B Babar, Medicinal Natural Product Research Laboratory, Department Of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga, Mumbai, India-400019

Senior Research fellow, 

Medicinal Natural Product Research Laboratory, Department Of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Mumbai.

Kirti S Laddha, Professor in Pharmacognosy, Medicinal Natural Product Research Laboratory, Department Of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga, Mumbai, India-400019

Professor in Pharmacognosy,

Medicinal Natural Product Research Laboratory, Department Of Pharmaceutical Sciences and Technology, Institute of Chemical Technology, Matunga, Mumbai, India-400019

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How to Cite
Babar, S. B., and K. S. Laddha. “SYNTHESIS AND CHARACTERIZATION OF NEW IMINE AND PTHALIC ACID DERIVATIVES OF URSOLIC ACID”. International Journal of Pharmacy and Pharmaceutical Sciences, Vol. 6, no. 10, 1, pp. 560-4, https://innovareacademics.in/journals/index.php/ijpps/article/view/2551.
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