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

Author(s): Santosh Rangnath Deshmukh, Shankar Ramchandra Thopate*

Journal Name: Letters in Organic Chemistry

Volume 15 , Issue 9 , 2018

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Graphical 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.

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Article Details

Year: 2018
Published on: 26 July, 2018
Page: [766 - 772]
Pages: 7
DOI: 10.2174/1570178615666180108154801
Price: $65

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