Bakhtiyor Rasulev - A Quantitative Structure-Activity Relationship (QSAR) study of the antioxidant activity of flavonoids  

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      Publication Details (including relevant citation   information):

      Rasulev, B.F., Abdullaev, N.D.,Syrov, V.N., Leszczynski, J., QSAR   and Combinatorial Science, 24 (9), pp. 1056-1065

      Abstract:

      Quantitative Structure-Activity  Relationship (QSAR) study   has been carried out for 27 flavonoids  belonging to four   different groups (isoflavons, flavons, flavonols,    flavanons) to correlate and predict the inhibition of   lipids  peroxidation effects (antioxidant activity). The   genetic algorithm (GA)  and multiple linear regression   analysis (MLRA) were used to select the  descriptors and to   generate the correlation models that relate the  structural   features to the biological activities. The obtained   equations  consist of one to four descriptors calculated   from the characteristics  of the molecular structures with   use of DRAGON software and  quantum-chemical methods. A   number of molecular descriptors was obtained  from the   density functional theory (DFT) B3LYP/6-31G(d, p) level    optimized geometries (quantum-chemical descriptors). The results   of the  GA-MLRA analysis show that the position of the OH   groups, the magnitude  of dipole moment and the shape of the   molecule play an important role in  inhibition of lipids   peroxidation by flavonoids. The significant QSAR  models   were obtained with r value of 0.935 and 0.933 for basic   models.  The q2 (cross validation r2)   values and  scrambling/randomization experiments also   confirms the statistical  significance of our models. These   models are expected to be useful for  screening of flavonoid   antioxidants. © 2005 Wiley-VCH Verlag GmbH &  Co. KGaA.

      Address (URL): http://onlinelibrary.wiley.com/doi/10.1002/qsar.200430013/abstract;jsessionid=D4 AF26987B0F1F185124386AFC244D4F.d02t01