Evaluation of electronic, lipophilic and membrane affinity effects on antiproliferative activity of 5-substituted-2-(2,4-dihydroxyphenyl)-1,3,4-thiadiazoles against various human cancer cells

European Journal of Medicinal Chemistry

Volumn 42, Issue 7, 2007, Pages 940-947

  Matysiak, Joanna ^a  

^a UNIVERSITY OF LIFE SCIENCES IN LUBLIN   (Poland)

Author keywords

1,3,4 Thiadiazoles; Electronic descriptors; Lipophilicity; Membrane affinity; Mono and multivariable regression analyses; QSAR

Indexed keywords

1,3,4 THIADIAZOLE DERIVATIVE;

ARTICLE; BINDING AFFINITY; CANCER CELL CULTURE; CHEMICAL REACTION; CHROMATOGRAPHY; DRUG ACTIVITY; DRUG EFFECT; DRUG STRUCTURE; DRUG SYNTHESIS; HIGH PERFORMANCE LIQUID CHROMATOGRAPHY; HUMAN; HUMAN CELL; LIPOPHILICITY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; REGRESSION ANALYSIS;

ANTINEOPLASTIC AGENTS; CELL LINE, TUMOR; HUMANS; MODELS, MOLECULAR; MOLECULAR STRUCTURE; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; THIADIAZOLES;

EID: 34250188813     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2006.12.033     Document Type: Article

References (37)

1. Garg R., Denny W.A., and Hansch C. Bioorg. Med. Chem. 8 (2000) 1835-1839
2. Hansch C., Jazirehi A., Mekapati S.B., Garg R., and Bonavida B. Bioorg. Med. Chem. 11 (2003) 3015-3019
3. Mekapati S.B., and Hansch C. Bioorg. Med. Chem. 9 (2001) 3225-3230
4. Verma R.P., and Hansch C. Bioorg. Med. Chem. 12 (2004) 5997-6009
5. Campos J., Núñez M.C., Conejo-García A., Sánchez-Martín R.M., Hernández-Alcoceba R., Rodríguez-González A., Lacal J.C., Gallo M.A., and Espinosa A. Curr. Med. Chem. 10 (2003) 1095-1112
6. Hansch C., Garg R., Kurup A., and Mekapati S.B. Bioorg. Med. Chem. 11 (2003) 2075-2084
7. Garg R., Kurup A., and Hansch C. Bioorg. Med. Chem. 9 (2001) 3161-3164
8. Mekapati S.B., Kurup A., Verma R.P., and Hansch C. Bioorg. Med. Chem. 13 (2005) 3737-3762
9. Verma R.P., Mekapati S.B., Kurup A., and Hansch C. Bioorg. Med. Chem. 13 (2005) 5508-5526
10. Campos J., Núñez M.C., Rodríguez V., Gallo M.A., and Espinosa A. Bioorg. Med. Chem. Lett. 10 (2000) 767-770
11. Hansch C., and Leo A. Exploring QSAR: Fundamentals and Applications in Chemistry and Biology; ACS Professional Reference Book (1995), ACS, Washington, DC
12. Mekapati S.B., and Hansch C. Bioorg. Med. Chem. 9 (2001) 2885-2893
13. Gamage S.A., Spicer J.A., Atwell G.J., Finlay G.J., Baguley B.C., and Denny W.A. J. Med. Chem. 42 (1999) 2383-2393
14. Verma R.P., Kurup A., and Hansch C. Bioorg. Med. Chem. 13 (2005) 237-255
15. Hansch C., and Kurup A. J. Chem. Inf. Comput. Sci. 43 (2003) 1647-1651
16. Matysiak J., Nasulewicz A., Pełczyńska M., Świtalska M., Jaroszewicz I., and Opolski A. Eur. J. Med. Chem. 41 (2006) 475-482
17. Snyder L.R., Dolan J.W., and Gant J.R. J. Chromatogr. A 165 (1979) 3-30
18. Soczewiński E., and Wachtmeiser C.A. J. Chromatogr. A 7 (1962) 311-320
19. Kaliszan R., van Straten M.A., Markuszewski M., Cramers C.A., and Claessens H.A. J. Chromatogr. A 855 (1999) 455-486
20. Cipman G., Hadaruga M., and Miclaus V. J. Chromatogr. A 869 (2000) 49-55
21. Matysiak J., Niewiadomy A., and Ma{ogonek}cik-Niewiadomy G. Eur. J. Pharm. Sci. 10 (2000) 119-123
22. Kastner P., Kuchar M., Klimeš J., and Dosedlová D. J. Chromatogr. A 766 (1997) 165-170
23. Ong S., Liu H., and Pidgeon C. J. Chromatogr. A 728 (1996) 113-128
24. Nasal A., Sznitowska M., Buciński A., and Kaliszan R. J. Chromatogr. A 692 (1995) 83-89
25. Geetha T., and Singh S. Pharm. Sci. Technol. Today 3 (2000) 406-416
26. Taillardat-Bertschinger A., Carrupt P.-A., Barbato F., and Testa B. J. Med. Chem. 46 (2003) 655-665
27. Yen T.E., Agatonovic-Kustrin S., Evans A.M., Nation R.L., and Ryand J. J. Pharm. Biomed. Anal. 38 (2005) 472-478
28. Barbato F., di Martino G., Grumetto L., and La Rotonda M.I. Eur. J. Pharm. Sci. 25 (2005) 379-386
29. Verma R.P., and Hansch C. Bioorg. Med. Chem. 13 (2005) 4597-4602
30. Bhattacharya P., Leonard J.T., and Roy K. Bioorg. Med. Chem. 13 (2005) 1159-1165
31. Stefańska B., Arciemiuk M., Bontemps-Gracz M.M., Dzieduszycka M., Kupiec A., Martelli S., and Borowski E. Bioorg. Med. Chem. 11 (2003) 561-572
32. Cunningham A.R., Cunningham S.L., and Day B.W. Bioorg. Med. Chem. 11 (2003) 5249-5258
33. Matysiak J. J. Heterocyclic. Chem. 43 (2006) 55-58
34. Skehan P., Storeng R., Scudiero D., Monks A., McMahon J., Vistica D., Warren J.T., Bokesch H., Kenney S., and Boyol M.R. J. Natl. Cancer Inst. 82 (1990) 1107-1112
35. Ward R.S., Davies J., Hodges G., and Roberts D.W. J. Chromatogr. A 1007 (2003) 67-75
36. Spartan P.C. Pro User's Guide (1999), Wavefunction Inc., California
37. Mulliken R.S.J. Chem. Phys. 23 (1955) 1833-1841