Design, synthesis and biological evaluation of peptidyl-vinylaminophosphonates as novel cysteine protease inhibitors.

Asish K Bhattacharya, Kalpeshkumar C Rana

Division of Organic Chemistry, National Chemical Laboratory (CSIR-NCL), Dr. Homi Bhabha Road, Pune 411 008, India.

Bioorganic & medicinal chemistry 2011 Dec 1

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We report herein, design and synthesis of vinylaminophosphonates, a novel class of compounds as possible cysteine protease inhibitors. The synthesis of vinylaminophosphonates has been accomplished employing Tsuji-Trost reaction as a key step. The synthesized compounds were assayed against papain, a model cysteine protease and some of our synthesized compounds showed IC(50) values in the range of 30-54 μM thereby suggesting that these chemical entities thus could constitute an interesting template for the design of potential novel protease inhibitors. Copyright © 2011 Elsevier Ltd. All rights reserved.

Citation

Asish K Bhattacharya, Kalpeshkumar C Rana. Design, synthesis and biological evaluation of peptidyl-vinylaminophosphonates as novel cysteine protease inhibitors. Bioorganic & medicinal chemistry. 2011 Dec 1;19(23):7129-35