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

IR@CSIR-IIIM

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Title Regio-selective acylation of biologically important iridoid glycosides by Candida antarctica lipase
 
Creator 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.
 
Subject Chemical Sciences
 
Description 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.
 
Date 2009
 
Type Article
PeerReviewed
 
Format application/pdf
 
Identifier http://iiim.csircentral.net/331/1/10.1016j.molcatb.2008.04.005.pdf
Singh, Parvinder Pal and Qazi, Naveed Ahmed and Shafi, Syed and Reddy, D. Mahendhar and Banday, Abid H. and Reddy, P. Bhaskar and Suri, K.A. and Gupta, B.D. and Satti, N.K. and Wakhloo, Basant P. and Kumar, H.M. Sampath and Qazi, G.N. (2009) Regio-selective acylation of biologically important iridoid glycosides by Candida antarctica lipase. Journal of Molecular Catalysis B: Enzymatic, 56 (1). pp. 46-54. ISSN 13811177
 
Relation http://dx.doi.org/10.1016/j.molcatb.2008.04.005
http://iiim.csircentral.net/331/