Selective biocatalytic aminolysis of (±)-epichlorohydrin: Synthesis and ICAM-1 inhibitory activity of (S)-(+)-3-arylamino-1-chloropropan-2-ols
P. Gupta, S. Bhatia, A. Dhawan, S. Balwani, S. Sharma, R. Brahma, R. Singh, B. Ghosh, V. S. Parmar, A. K. Prasad – 2011
Regio- and enantioselective synthesis of (S)-(+)-3-arylamino-1-chloropropan-2-ols has been achieved by epoxide ring opening of (±)-epichlorohydrin with different aromatic amines in the presence of Candida rugosa lipase. Activity of seven model (S)-(+)-3-arylamino-1-chloropropan-2-ols, out of 10 compounds synthesized, has been evaluated for the inhibition of tumor necrosis factor-α (TNF-α) induced expression of cell adhesion molecule, that is, intercellular adhesion molecule-1 (ICAM-1) and structure–activity relationship has been established. Graphical abstract for this article
Title
Selective biocatalytic aminolysis of (±)-epichlorohydrin: Synthesis and ICAM-1 inhibitory activity of (S)-(+)-3-arylamino-1-chloropropan-2-ols
Author
P. Gupta, S. Bhatia, A. Dhawan, S. Balwani, S. Sharma, R. Brahma, R. Singh, B. Ghosh, V. S. Parmar, A. K. Prasad
Date
2011
Identifier
10.1016/j.bmc.2011.02.029
Source(s)
Citation
Bioorg. Med. Chem., 2011, 19, 2263-2268
Type
Text