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Synthesis and Cytotoxic Evaluation of Novel 3-O and 2, 3-Di-O-alkyl Derivatives of L-Ascorbic Acid

[ Vol. 15 , Issue. 9 ]

Author(s):

Santosh Rangnath Deshmukh and Shankar Ramchandra Thopate*   Pages 766 - 772 ( 7 )

Abstract:


A series of protected and unprotected 3-O and 2, 3-di-O-alkyl derivatives of L-ascorbic acid were synthesized and their cytotoxic activity against metastatic breast epithelial carcinoma (MCF-7) cell line was evaluated. Cytotoxic activity evaluation indicated that compounds show moderate cytotoxic effects on tested cell line. Some of the 2, 3-di-O-alkyl derivatives of L-ascorbic acid exhibited potent inhibiting activity against MCF-7 cell line at micromolar concentrations. 2,3-di-O-4-chlorobenzyl- L-ascorbic acid exhibited 4 fold more cytotoxic activity (IC50 = 34.09 μΜ ) against MCF-7 cell line than L-ascorbic acid. 2, 3-di-O-alkyl derivatives exhibited more inhibition against MCF-7 cell line as compared to the 3-O-alkyl derivatives of L-Ascorbic acid.

Keywords:

L-Ascorbic acid, 2, 3-di-O-alkyl derivatives of L-ascorbic acid, 3-O-alkyl derivatives of L-ascorbic acid, cytotoxicity, vitamin, ROS.

Affiliation:

Prof. John Barnabas Post Graduate School for Biological Studies, Department of Chemistry, Ahmednagar College, Ahmednagar, Maharashtra, 414001, Prof. John Barnabas Post Graduate School for Biological Studies, Department of Chemistry, Ahmednagar College, Ahmednagar, Maharashtra, 414001

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