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

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

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Abstract

l-Alanyl-d-glucose, l-valyl-d-glucose, l-phenylalanyl-d-glucose and l-phenylalanyl-lactose esters were synthesized enzymatically using two lipases viz., <i>Rhizomucor miehei</i> 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.

Item Type:	Article
Additional Information:	Copyright of this article belongs to Elsevier Ltd.
Uncontrolled Keywords:	Angiotensin converting enzyme inhibitor; l-Alanyl-d-glucose; l-Valyl-d-glucose; l-Phenylalanyl-d-glucose and l-phenylalanyl-lactose; Hypertension
Subjects:	600 Technology > 08 Food technology > 16 Nutritive value > 01 Carbohydrates
Divisions:	Food Protectants and Infestation Control
Depositing User:	Food Sci. & Technol. Information Services
Date Deposited:	07 Apr 2007
Last Modified:	16 May 2012 07:12
URI:	http://ir.cftri.res.in/id/eprint/544

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