A novel quantitative structure-biodegradability relationship (QSBR) of substituted benzenes based on MHDV descriptor

Journal of the Chinese Chemical Society

Volumn 50, Issue 2, 2003, Pages 319-324

  Liu, Yan ^a,b   Liu, Shu Shen ^b,c   Cui, Shi Hai ^c   Cai, Shao Xi ^b  

^a SOUTHWEST UNIVERSITY   (China)

^b CHONGQING UNIVERSITY   (China)

^c NANJING UNIVERSITY   (China)

Author keywords

Biodegradability; Genetic Algorithm (GA); Molecular Holographic Distance Vector (MHDV); Multiple Linear Regression (MLR); Quantitative Structure Biodegradability Relationship (QSBR); Substituted benzenes

Indexed keywords

EID: 20044375310     PISSN: 00094536     EISSN: None     Source Type: Journal    
DOI: 10.1002/jccs.200300047     Document Type: Article

References (23)

1. Raymonda, J. W.; Rogers, T. N.; Shonnard, D. R.; Kline, A. A. A review of structure-based biodegradation estimation methods. J. Hazard. Mater. 2001, B84, 189-215.
2. Boethling, R. S.; Howard, P. H.; Meylan, W.; Stiterler, W.; Beauman, H.; Tirado, N. Group contribution method for predicting probability and rate of aerobic biodegradation. Environ. Sci. Technol. 1994, 28, 459-465.
3. Peijnenburg, W. J. G. M. Structure-activity relationships for biodegradation: a critical review. Pure Appl. Chem. 1994, 66, 1931-1941.
4. Parsons, J. R.; Covers, H. A. J. Quantitative structure relationships for biodegradation. Ecotoxicol. Environ. Safety 1990, 19, 212-227.
5. Cramer, R. D.; Patterson, D. E.; Bunce, J. D. Comparative molecular field analysis (CoMFA). 1. Effect of shape on binding of steroids to carrier proteins. J. Am. Chem. Soc. 1988, 110, 5959-5967.
6. Goodford, P. J. A computational precedure for determining energetically favorable binding sites on biologically important molecules. J. Med. Chem. 1985, 25, 849-857.
7. Jian, A. N.; Koile, K.; Chapman, D. Compass: predicting biological activities from molecular surface properties. Performance comparisons on a steroid benchmark. J. Med. Chem. 1994, 37, 2315-2327.
8. Robinson, D. D.; Winn, P. J.; Lyne, P. D.; Richards, W. G. Self-Organizing Molecular Field Analysis: A Tool for Structure-Activity Studies. J. Med. Chem. 1999, 42, 573-583.
9. Tong, W.; Lowis, D. R.; Perkins, R.; Chen, Y.; Welsh, W. J.; Goddette, D. W.; Heritage, T. W.; Sheehan, D. M. Evaluation of quantitative structure-activity relationship methods for large-scale prediction of chemicals binding to the estrogen receptor. J. Chem. Inf. Comput. Sci. 1998, 38, 669-677.
10. Tong, W. D.; Perkins, R.; Sheehan, D. M. et al. Application of the holographic QSAR (HQSAR) method to predict the biological activity of environmental estrogens. Abstr. Pap. Am. Chem. Soc. 1997, 214, 81-COMP.
11. Kier, L. B.; Hall, L. H. An electrotopological state index for atoms in molecules. Pharm. Res. 1990, 7, 801-807.
12. Kier, L. B.; Hall, L. H. An index of electrotopological state for atoms in molecules. J. Math. Chem. 1991, 7, 229-241.
13. Liu, S. S.; Yin, C. S.; Li, Z. L.; Cai, S. X. QSAR study of steoroid benchmark and dipeptides based on MEDV-13. J. Chem. Inf. Comput. Sci. 2001, 41, 321-329.
14. Liu, S. S.; Yin, C. S.; Shi, Y. Y.; Cai, S. X.; Li, Z. L. MEDV-13 for QSAR studies on the COX-2 inhibition by indomethacin amides and esters. Chin. J. Chem. 2001, 19, 751-756.
15. Liu, S. S.; Yin, C. S.; Cai, S. X.; Li, Z. L. A novel MHDV Descriptor for Dipeptide QSAR Study. J. Chin. Chem. Soc. 2001, 48, 253-260.
16. Geladi, P.; Kowalski, B. R. Partial least-square regression: a tutorial. Anal. Chim. Acta. 1986, 185, 1-17.
17. Haaland, D. M.; Thomas, E. V. PLS methods for spectral analyses 1. Relation to the other quantitative calibration methods and the extraction of qualitative information. Anal. Chem. 1988, 60, 1193-1201.
18. Liu, S. S.; Yin, C. S.; Wang, X. D.; Wang, L. S. Studies on dipeptides based on a combinatorial MHDV-GA-MLR method. J. Chin. Chem. Soc. 2002, 49, in press.
19. Hasegawa, K.; Funatsu, K. GA strategy for variable selection in QSAR studies: GAPLS and D-optimal designs for predictive QSAR model. J. Mol. Struct. THEOCHEM 1998, 425, 255-262.
20. Barros, A. S.; Rutledge, D. N. Genetic algorithm applied to the selection of principal components. Chemom. Intell. Lab. Syst. 1998, 40, 65-81.
21. Rogers, D.; Hopfinger, A. J. Application of genetic function approximation to quantitative structure-activity relationships and quantitative structure-property relationships. J. Chem. Inf. Compitt. Sci. 1994, 34, 854-866.
22. Leardi, R.; Boggia, R.; Terrile, M. Genetic algorithms as a strategy for feature selection. J. Chemom. 1992, 6, 267-281.
23. Pitter, P.; Chudoba, J. Biodegradability of organic substances in the aquatic environment. CRC press, Inc., Boca Raton, Florida 33431, 1990; pp 289-295.