QSAR prediction of inhibition of aldose reductase for flavonoids.
We performed a predictive analysis based on quantitative structure-activity relationships (QSAR) of an important property of flavonoids, which is the inhibition (IC(50)) of aldose reductase (AR). The importance of AR inhibition is that it prevents cataract formation in diabetic patients. The best linear model constructed from 55 molecular structures incorporated six molecular descriptors, selected from more than a thousand geometrical, topological, quantum-mechanical, and electronic types of descriptors. As a practical application, we used the obtained QSAR model to predict the AR inhibitory effect of newly synthesized flavonoids that present 2-, 7-substitutions in the benzopyrane backbone.
Mercader
Andrew G
AG
INIFTA (UNLP, CCT La Plata-CONICET), División Química Teórica, Diag. 113 y 64, Sucursal 4, C.C. 16, 1900 La Plata, Argentina. amercader@inifta.unlp.edu.ar
Duchowicz
Pablo R
PR
Fernández
Francisco M
FM
Castro
Eduardo A
EA
Bennardi
Daniel O
DO
Autino
Juan C
JC
Romanelli
Gustavo P
GP
D000449:Aldehyde Reductase / Q000037:antagonists & inhibitors*; D003198:Computer Simulation; D005419:Flavonoids / Q000737:chemistry* / Q000494:pharmacology*; D015394:Molecular Structure; D011237:Predictive Value of Tests; D021281:Quantitative Structure-Activity Relationship
D005419:Flavonoids; D000449:Aldehyde Reductase