Regio-selective acylation of biologically important iridoid glycosides by Candida antarctica lipase

Lipase catalyzed regio-selective acylation of five iridoid glycosides viz., picroside I&II, catalpol, agnuside and negundoside in the presence of various acyl donors such as vinyl acetate and p-nitrophenyl alkanoates was studied. The regio-selectivity of enzymatic acylation and yieldswere found...

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Bibliographic Details
Published in:Journal of Molecular Catalysis B: Enzymatic
Main Authors: Singh, Parvinder Pal, Qazi, Naveed Ahmed, Shafi, Syed, Reddy, D. Mahendhar, Banday, Abid H., Reddy, P. Bhaskar, Suri, K.A., Gupta, B.D., Satti, N.K., Wakhloo, Basant P., Kumar, H.M. Sampath, Qazi, G.N.
Format: Article in Journal/Newspaper
Language:unknown
Published: 2009
Subjects:
Chemical Sciences
Antarc*
Antarctica
Online Access:http://iiim.csircentral.net/331/
http://iiim.csircentral.net/331/1/10.1016j.molcatb.2008.04.005.pdf
https://doi.org/10.1016/j.molcatb.2008.04.005
Description
Summary:Lipase catalyzed regio-selective acylation of five iridoid glycosides viz., picroside I&II, catalpol, agnuside and negundoside in the presence of various acyl donors such as vinyl acetate and p-nitrophenyl alkanoates was studied. The regio-selectivity of enzymatic acylation and yieldswere found to vary amongst different substrates. Monoacylated products were isolated with all the substrates under scrutiny indicating high regio-selective nature of such transformations. A series of acyl esters of picroside-I, picroside-II, catalpol, agnuside and negundoside have been synthesized by this enzymatic trans-esterification methodology.

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