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Angiotensin converting enzyme inhibitory activity of amino acid esters of carbohydrates.

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Relation http://ir.cftri.com/544/
http://www.sciencedirect.com/science/journal/01418130
 
Title Angiotensin converting enzyme inhibitory activity of
amino acid esters of carbohydrates.
 
Creator Vasudeva, Kamath
Rajini, P.S.
Lohith, K.
Somashekar, B. R.
Divakar, S.
 
Subject 01 Carbohydrates
 
Description l-Alanyl-d-glucose, l-valyl-d-glucose, l-phenylalanyl-d-glucose and l-phenylalanyl-lactose esters were synthesized enzymatically using two lipases viz., Rhizomucor miehei lipase (RML) and porcine pancreas lipase (PPL) and tested for their potential as inhibitors of angiotensin converting enzyme (ACE) in vitro. The esters exhibited concentration related ACE inhibitory activity. The potency of the various esters measured in terms of IC50 values were as follows: l-phenylalanyl-d-glucose, IC50-0.121 mM (mixture of five diastereomeric esters: 6-O-24.1%; 3-O-23.3%; 2-O-19.2%; 2,6-di-O-16.6% and 3,6-di-O-16.8% from the total yield of 92.4%); l-phenylalanyl-lactose, IC50-0.229 mM (mixture of three diastereomeric esters: 6-O-42.1%; 6′-O-30.9%; and 6,6′-di-O-27.0% from the total yield of 50.58%); alanyl-d-glucose, IC50-0.23 mM (mixture of five diastereomeric esters: 6-O-46.7%; 3-O-11.5%; 2-O-19.9%; 2,6-di-O-6.6% and 3,6-di-O-15.3% from the total yield of 26.5%) and l-valyl-d-glucose, IC50-0.396 mM (mixture of five diastereomeric esters: 6-O-32.4%; 3-O-26.5%; 2-O-26.4%; 2,6-di-O-8.8% and 3,6-di-O-5.9% from the total yield of 68.2%). These in vitro data suggest a potential therapeutic role for the aminoesters of carbohydrates as inhibibitors of ACE.
 
Date 2006
 
Type Article
PeerReviewed
 
Format application/pdf
 
Language en
 
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Identifier http://ir.cftri.com/544/1/International_Journal_of_Biological_Macromolecules_38_%282006%29_89-93.pdf
Vasudeva, Kamath and Rajini, P.S. and Lohith, K. and Somashekar, B. R. and Divakar, S. (2006) Angiotensin converting enzyme inhibitory activity of amino acid esters of carbohydrates. International Journal of Biological Macromolecules, 38 (2). pp. 89-93. ISSN 0141-8130