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ISSN electronic edition: 1336-9075
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1-(2,6-Diisopropylphenyl)-3-(1,3-dimethyl-2,6-dioxo-2,3,6,7- tetrahydro-1H-purin-8/7-ylalkyl)ureas as Potential Acyl-CoA: Cholesterol Acyltransferase Inhibitors

A. Rybár, J. Alföldi, V. Faberová, and Ľ. Schmidtová

Institute of Chemistry, Slovak Academy of Sciences, SK-842 38 Bratislava

 

E-mail: chemryba@savba.sk

Received: 17 April 2002

Abstract: As potential hypocholesterolemics were synthesized 3-(7-alkyl-1,3-dimethyl-2,6-dioxo-2,3,6,7- tetrahydro-1H-purin-8-ylmethyl)- (I) and 3-[2-(1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin- 7-yl)ethyl]-1-(2,6-diisopropylphenyl)ureas (II) from appropriate 8-(aminomethyl) or 7-(aminoethyl) derivatives and 2,6-diisopropylphenyl isocyanate. Similarly were prepared 3-alkyl/aryl/cycloalkyl-3- (7-alkyl-1,3-dimethyl-2,6-dioxo-2,3,6,7-tetrahydro-1H-purin-8-ylmethyl)-1-(2,6-diisopropylphenyl)- ureas (III) from appropriate 8-(alkyl-/aryl-/cycloalkylaminomethyl)purine-2,6-diones (X). The intermediates X were prepared starting from a suitable purine-8-carbaldehyde and primary amines via corresponding azomethines and their hydrogenation. The disubstituted and trisubstituted ureas I—III were evaluated for their ability to inhibit in vitro the activity of acyl-CoA:cholesterol acyltransferase, the key enzyme of cholesterol esterification.

Full paper in Portable Document Format: 565a330.pdf

 

Chemical Papers 56 (5) 330–339 (2002)

Sunday, March 07, 2021

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