QSAR modeling of aldose reductase inhibitory activity of flavonoid compounds using electrotopological state atom parameter (E-state)

Asian Journal of Pharmaceutical and Clinical Research

Volumn 6, Issue SUPPL.1, 2013, Pages 140-145

  Ray, Supratim ^a   Manna, Arnab Kumar ^a  

^a Dr B C Roy College of Pharmacy and Allied Health Sciences   (India)

Author keywords

Aldose reductase; E state; Flavonoid; PLS; QSAR

Indexed keywords

ALDEHYDE REDUCTASE; FLAVONOID;

ANALYTIC METHOD; ANALYTICAL PARAMETERS; ARTICLE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; CORRELATION ANALYSIS; ELECTROTOPOLOGICAL STATE ATOM; ENZYME ACTIVITY; PARTIAL LEAST SQUARES REGRESSION; PROTEIN EXPRESSION; PROTEIN FUNCTION; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

EID: 84877726910     PISSN: 09742441     EISSN: None     Source Type: Journal    
DOI: None     Document Type: Article

References (30)

1. Verma SD, Kinoshita JH. Inhibition of lens aldose reductase by flavonoids--their possible role in the prevention of diabetic cataracts. Biochem Pharmacol 1976; 25: 2505-2513.
2. Verma SD, Mikuni I, Kinoshita JH. Flavonoids as inhibitors of lens aldose reductase. Science 1975; 188: 1215-1216.
3. Kinoshita JH. Mechanisms initiating cataract formation. Invest Ophthalmol 1974; 13: 713-724.
4. Carlo GD, Mascolo N, Izzo AA, Capasso F. Flavonoid: old and new aspects of a class of natural therapeutic drugs. Life Sci 1999; 65: 337-353.
5. Haollman PCH, Arts ICW. Flavonols, flavones and flavanols-nature, occurrence and dietary burden. J Sci Food Agric 2000; 80: 1081-1093.
6. Aherne SA, O'Brien NM. Dietary Flavonols: Chemistry, Food Content, and Metabolism. Nutrition 2002; 18: 75-81.
7. Agarwal OP. The anti-inflammatory action of nepitrin, a flavonoid. Agents Actions 1982; 12: 298-302.
8. Church MK. Cromoglycate-like anti-allergic drugs: a review. Drugs Today 1978; 14: 281-341.
9. Rasulev BF, Abdullaev ND, Syrov VN, Leszczynski J. A quantitative structure-activity relationship (QSAR) study of the antioxidant activity of flavonoids. QSAR & Comb Sci 2005; 24: 1056-1065.
10. Ozawa T. Genetic and functional changes in mitochondria associated with aging. Physiol Rev 1997; 77: 425-464. ext (F1) 2
11. Kador PF, Sharpless NE. Structure-activity studies of aldose reductase inhibitors containing the 4-oxo-4h-chromen system. Biophys Chem 1978; 8: 81-85.
12. Kador PF, Kinoshita JH, Sharpless NE. Aldose reductase inhibitors: a potential new class of agents for the pharmacological control of certain diabetic complications. J Med Chem 1985; 28: 841-849.
13. Pfister JR, Wymann WE, Mahoney JM, Waterbury LD. Synthesis and aldose reductase inhibitory activity of 7-sulfamoylxanthone-2-carboxylic acids. J Med Chem 1980; 23: 1264-1267.
14. Malamas MS, Millen J. Quinazolineacetic acids and related analogues as aldose reductase inhibitors. J Med Chem 1991; 34: 1492-1503.
15. lck protein tyrosine kinase. Croat Chem Acta 2002; 75: 517-529.
16. Fernandez M, Caballero J, Helguera AM, Castroe EA, Gonzalezd MP. Quantitative structure activity relationship study to predict differential inhibition of aldose reductase by flavonoid compounds. Bioorg & Med Chem 2005; 13: 3269-3277.
17. Okuda J, Miwa I, Inagaki K, Horie T, Nakayama M. Inhibition of aldose reductases from rat and bovine lenses by flavonoids. Biochem Pharmacol 1982; 31: 3807-3822.
18. Inagaki K, Miwa I, Yashiro T, Okuda J. Inhibition of aldose reductases from rat and bovine lenses by hydantoin derivatives. Chem Pharm Bull 1982; 30: 3244-3254.
19. Okuda J, Miwa I, Inagaki K, Horie T, Nakayama M. Inhibition of aldose reductase by 3',4'-dihydroxyflavones. Chem Pharm Bull 1984; 32: 767-772.
20. Hall LH, Mohney B, Kier LB. The Electrotopological State: An Atom Index for QSAR. Quant Struct-Act Relat 1991; 10: 43-51.
21. Kier LB, Hall LH. An Electrotopological State Index for Atoms in Molecules. Pharm Res 1990; 7: 801-807.
22. SRETSA is statistical software in Visual Basic, developed by Ray S, Biswas R. and standardized using known data sets.
23. Leonard JT, Roy K. On Selection of Training and Test Sets for the Development of Predictive QSAR models. QSAR Comb Sci 2006; 25: 235-251.
24. Wold S. PLS for multivariate linear modeling. In: Van de Waterbeemd H, editor. Chemometric Methods in Molecular Design (Methods and Principles in Medicinal Chemistry). Weinheim: VCH; 1995. p. 195-218.
25. Fan Y, Shi LM, Kohn KW, Pommier Y, Weinstein JN. Quantitative structure-antitumor activity relationships of camptothecin analogs: Cluster analysis and genetic algorithm-based studies. J Med Chem 2001; 44: 3254-3263.
26. MINITAB is statistical software of Minitab Inc, USA, http://www.minitab.com.
27. Snedecor, G.W.; Cochran, W.G. Statistical Methods, Oxford & IBH Publishing Co. Pvt. Ltd.: New Delhi, 1967.
28. Roy PP, Roy K. On some aspects of variable selection for partial least squares regression models. QSAR & Comb Sci 2008; 27: 302-313.
29. Hawkins DM. The problem of overfitting. J Chem Inf Comp Sci 2004; 44, 1-12.
30. Schuurmann G, Ebert RU, Chen J, Wang B, Kuhne R. External validation and prediction employing the predictive squared correlation coefficient-test set activity mean vs training set activity mean. J Chem Inf Model 2008; 48, 2140-2145.