Elucidation of structure-activity relationships for 2- or 6-substituted-5,8-dimethoxy-1,4-naphthoquinones

Bioorganic and Medicinal Chemistry

Volumn 12, Issue 22, 2004, Pages 5997-6009

  Verma, Rajeshwar P ^a   Hansch, Corwin ^a  

^a POMONA COLLEGE   (United States)

Author keywords

CMR; Hydrophobicity; MgVol; Naphthoquinone; QSAR

Indexed keywords

1,4 NAPHTHOQUINONE DERIVATIVE; ANTINEOPLASTIC AGENT;

ANIMAL CELL; ANIMAL MODEL; ANTINEOPLASTIC ACTIVITY; ARTICLE; CHEMICAL INTERACTION; CONTROLLED STUDY; CYTOTOXICITY; HYDROPHOBICITY; LEUKEMIA L 1210; MOUSE; NONHUMAN; QUANTITATIVE STRUCTURE ACTIVITY RELATION;

ANIMALS; CELL LINE, TUMOR; LEUKEMIA L1210; MICE; NAPHTHOQUINONES; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 6344287097     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2004.08.017     Document Type: Article

References (41)

1. H. Babich, A. Stern, and R. Munday Toxicol. Lett. 69 1993 69
2. L. Salmon-Chemin, E. Buisine, V. Yardley, S. Kohler, M.-A. Debreu, V. Landry, C. Sergheraert, S.L. Croft, R.L. Krauth-Siegel, and E. Davioud-Charvet J. Med. Chem. 44 2001 548
3. J.J. Inbaraj, and C.F. Chignell Chem. Res. Toxicol. 17 2004 55
4. S.-T. Huang, H.-S. Kuo, C.-L. Hsiao, and Y.-L. Lin Bioorg. Med. Chem. 10 2002 1947
5. V.K. Tandon, R.B. Chhor, R.V. Singh, S. Rai, and D.B. Yadav Bioorg. Med. Chem. Lett. 14 2004 1079
6. K. Sasaki, H. Abe, and F. Yoshizaki Biol. Pharm. Bull. 25 2002 669
7. J.-C. Lien, L.-J. Huang, C.-M. Teng, J.-P. Wang, and S.-C. Kuo Chem. Pharm. Bull. 50 2002 672
8. Y.-R. Jin, C.-K. Ryu, C.-K. Moon, M.-R. Cho, and Y.-P. Yun Pharmacology 70 2004 195
9. Y.-H. Zhang, K.-H. Chung, C.-K. Ryu, M.-H. Ko, M.-K. Lee, and Y.-P. Yun Biol. Pharm. Bull. 24 2001 618
10. D.-Y. Yuk, C.-K. Ryu, J.-T. Hong, K.-H. Chung, W.-S. Kang, Y. Kim, H.-S. Yoo, M.-K. Lee, C.-K. Lee, and Y.-P. Yun Biochem. Pharmacol. 60 2000 1001
11. V.K. Tandon, R.V. Singh, S. Rai, R.B. Chhor, and Z.K. Khan Bollettino Chimico Farmaceutico 141 2002 304
12. T.V. Ilina, E.A. Semenova, T.R. Pronyaeva, A.G. Pokrovskii, I.V. Nechepurenko, E.E. Shults, O.I. Andreeva, S.N. Kochetkov, and G.A. Tolstikov Doklady Biochem. Biophys. 382 2002 56
13. A.J.M. da Silva, C.D. Buarque, F.V. Brito, L. Aurelian, L.F. Macedo, L.H. Malkas, R.J. Hickey, D.V.S. Lopes, F. Noel, Y.L.B. Murakami, N.M.V. Silva, P.A. Melo, R.R.B. Caruso, N.G. Castro, and P.R.R. Costa Bioorg. Med. Chem. 10 2002 2731
14. A.G. Ravelo, A. Estevez-Braun, H. Chavez-Orellana, E. Perez-Sacau, and D. Mesa-Siverio Curr. Top. Med. Chem. 4 2004 241
15. C.-Y. Ting, C.-T. Hsu, H.-T. Hsu, J.-S. Su, T.-Y. Chen, W.-Y. Tarn, Y.-H. Kuo, J. Whang-Peng, L.F. Liu, and J. Hwang Biochem. Pharmacol. 66 2003 1981
16. L.-J. Huang, F.-C. Chang, K.-H. Lee, J.-P. Wang, C.-M. Teng, and S.-C. Kuo Bioorg. Med. Chem. 6 1998 2261
17. J.-C. Lien, L.-J. Huang, J.-P. Wang, C.-M. Teng, K.-H. Lee, and S.-C. Kuo Chem. Pharm. Bull. 44 1996 1181
18. K. Ishiguro, and H. Oku Foods Food Ingredients J. Jpn. 209 2004 13
19. J.-C. Lien, L.-J. Huang, C.-M. Teng, J.-P. Wang, and S.-C. Kuo Chem. Pharm. Bull. 50 2002 672
20. H.J. Kim, S.K. Kang, J.Y. Mun, Y.J. Chun, K.H. Choi, and M.Y. Kim FEBS Lett. 555 2003 217
21. H.J. Kim, J.Y. Mun, Y.J. Chun, K.H. Choi, S.W. Ham, and M.Y. Kim Arch. Pharmacal Res. 26 2003 405
22. D. Gao, M. Hiromura, H. Yasui, and H. Sakurai Biol. Pharm. Bull. 25 2002 827
23. A. Richwien, and G. Wurm Pharmazie 59 2004 163
24. G. Wurm, and S. Schwandt Pharmazie 58 2003 531
25. G.Y. Song, Y. Kim, Y.-J. You, H. Cho, S.-H. Kim, D.-E. Sok, and B.-Z. Ahn Arch. Pharm. Pharm. Med. Chem. 333 2000 87
26. G.-H. Chae, G.-Y. Song, Y. Kim, H. Cho, D.-E. Sok, and B.-Z. Ahn Arch. Pharm. Res. 22 1999 507
27. G.-Y. Song, Y. Kim, X.-G. Zheng, Y.-J. You, H. Cho, J.-H. Chung, D.-E. Sok, and B.-Z. Ahn Eur. J. Med. Chem. 35 2000 291
28. G.-Y. Song, X.-G. Zheng, Y. Kim, Y.-J. You, D.-E. Sok, and B.-Z. Ahn Bioorg. Med. Chem. Lett. 9 1999 2407
29. Y. Kim, Y.-J. You, and B.-Z. Ahn Arch. Pharm. Pharm. Med. Chem. 334 2001 318
30. Y. Kumagai, Y. Tsurutani, M. Shinyashiki, S. Homma-Takeda, Y. Nakai, T. Yoshikawa, and N. Shimojo Environ. Toxicol. Pharmacol. 3 1997 245
31. S. Rahimipour, L. Weiner, P.B. Shrestha-Dawadi, S. Bittner, Y. Koch, and M. Fridkin Lett. Pept. Sci. 5 1998 421
32. S. Rahimipour, L. Weiner, M. Fridkin, P.B. Shrestha-Dawadi, and S. Bittner Lett. Pept. Sci. 3 1996 263
33. P. O'Brien Chem. Biol. Interact. 80 1991 1
34. C. Hansch, P.P. Maloney, T. Fujita, and R.M. Muir Nature 194 1962 178
35. C. Hansch, and A. Leo In Exploring QSAR: Fundamentals and Applications in Chemistry and Biology 1995 American Chemical Society Washington, DC
36. C.D. Selassie, R. Garg, S. Kapur, A. Kurup, R.P. Verma, S.B. Mekapati, and C. Hansch Chem. Rev. 102 2002 2585
37. C.D. Selassie, S.B. Mekapati, and R.P. Verma Curr. Top. Med. Chem. 2 2002 1357
38. C-QSAR program BioByte Corp., 201 W. 4th st., Suit 204, Claremont CA 91711. www.biobyte.com
39. C. Hansch, A. Leo, and D. Hoekman In Exploring QSAR: Hydrophobic Electronic and Steric Constants 1995 American Chemical Society Washington, DC
40. C. Hansch, H. Gao, and D. Hoekman J. Devillers Comparative QSAR 1998 Taylor and Francis London
41. C. Hansch, D. Hoekman, A. Leo, D. Weininger, and C.D. Selassie Chem. Rev. 102 2002 783 812