Synthesis and antiviral activities of novel gossypol derivatives

Bioorganic and Medicinal Chemistry Letters

Volumn 22, Issue 3, 2012, Pages 1415-1420

  Yang, Jian ^a   Zhang, Fang ^b   Li, Jurong ^b   Chen, Gang ^b   Wu, Shuwen ^b   Ouyang, Wenjie ^b   Pan, Wei ^b   Yu, Rui ^b   Yang, Jingxiang ^a   Tien, Po ^b  

^a RENMIN HOSPITAL OF WUHAN UNIVERSITY   (China)

^b WUHAN UNIVERSITY   (China)

Author keywords

Amino acid derivative; Aminoalkanoic acid derivative; Avian influenza virus; Gossypol; HIV 1

Indexed keywords

2 AMINOETHANESULFONIC ACID SODIUM SALT; 2 AMINOISOBUTYRIC ACID SODIUM SALT; 4 CHLOROPHENYLGLYCINE SODIUM SALT; 4 HYDROXYPHENYLGLYCINE SODIUM SALT; 5 AMINOVALERIC ACID SODIUM SALT; 6 AMINOCAPROIC ACID SODIUM SALT; 8 AMINOCAPRYLIC ACID SODIUM SALT; ACETIC ACID; ALITAME; ANTI HUMAN IMMUNODEFICIENCY VIRUS AGENT; GLYCINE ETHYL ESTER; GLYCINE SODIUM SALT; GOSSYPOL DERIVATIVE; HYDROGEN; L ALANINE SODIUM SALT; L CYSTEINE SODIUM SALT; L HISTIDINE SODIUM SALT; L ISOLEUCINE SODIUM SALT; L LEUCINE SODIUM SALT; L PHENYLALANINE SODIUM SALT; L PHENYLGLYCINE SODIUM SALT; L TRYPTOPHAN METHYL ESTER; L TRYPTOPHAN SODIUM SALT; L TYROSINE SODIUM SALT; L VALINE SODIUM SALT; LEUCINE METHYL ESTER; PHENYLGLYCINE METHYL ESTER; SERINE SODIUM SALT; UNCLASSIFIED DRUG;

ANTIVIRAL ACTIVITY; ARTICLE; CHEMICAL PHENOMENA; CONTROLLED STUDY; CYTOTOXICITY; DRUG SYNTHESIS; HUMAN IMMUNODEFICIENCY VIRUS 1; HYDROGEN BOND; INFLUENZA VIRUS A H5N1; STATIC ELECTRICITY;

ANTI-HIV AGENTS; ANTIVIRAL AGENTS; GOSSYPOL; HIV-1; HUMANS; INFLUENZA A VIRUS, H5N1 SUBTYPE; INHIBITORY CONCENTRATION 50; MODELS, MOLECULAR; MOLECULAR STRUCTURE;

AVIAN INFLUENZA VIRUS; HUMAN IMMUNODEFICIENCY VIRUS 1;

EID: 84856212593     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2011.12.076     Document Type: Article

References (31)

1. R. Adams, T.A. Geissman, and J.D. Edwards Chem. Rev. 60 1960 555
2. E.E. Montamat, C. Burgos, N.M. Gerez de Burgos, L.E. Rovia, A. Blanco, and E.L. Segura Science 218 1982 288
3. J.W. Jaroszewski, O. Kaplan, and J.S. Cohen Cancer Res. 50 1990 6936
4. National Coordinating Group on Male Antifertility Agents Chin. Med. J. 4 1978 417
5. P.H. Dorsett, E.E. Kerstine, and L.J. Powers J. Pharm. Sci. 64 1975 1073
6. R.E. Royer, L.M. Deck, T.J. Vander Jagt, F.J. Martinez, R.G. Mills, S.A. Young, and D.L. Vander Jagt J. Med. Chem. 38 1995 2427
7. J.A. Kenar JAOCS 83 2006 269
8. L.V. Goryunova, and S.A. Vichkanova Farmakol. Toksikol. 32 1969 615
9. T.S. Lin, R. Schinazi, B.P. Griffith, E.M. August, B.F.H. Eriksson, D.K. Zheng, L. Huang, and W.H. Prusoff Antimicrob. Agents Chemother. 33 1989 2149
10. T.S. Lin, R.F. Schinazi, J. Zhu, E. Birks, R. Carbone, Y. Si, K. Wu, L. Huang, and W.H. Prusoff Biochem. Pharmacol. 46 1993 251
11. N.I. Baram, A.I. Ismailov, Kh.L. Ziyaev, and K.Zh. Rezhepov Chem. Nat. Compd. 40 2004 199
12. K. Dodou Expert Opin. Invest. Drugs 14 2005 1419
13. L. Zhang, H. Jiang, X. Cao, H. Zhao, F. Wang, Y. Cui, and B. Jiang Eur. J. Med. Chem. 44 2009 3961
14. R.E. Royer, R.G. Mills, L.M. Deck, G.J. Mertz, and D.L. Vander Jagt Pharmacol. Res. 24 1991 407
15. O. Pusch, R. Kalyanaraman, L.D. Tucker, J.M. Wells, B. Ramratnam, and D. Boden AIDS 20 2006 1917
16. J.J. Martinez-Irujo, M.L. Villahermosa, J. Mercapide, J.F. Cabodevilla, and E. Santiago Biochem. J. 329 Pt3 1998 689
17. W. Pang, R.R. Wang, L.M. Yang, C.M. Liu, P. Tien, and Y.T. Zheng Virology 377 2008 80
18. P.A. Keller, C. Brich, S.P. Leach, D. Tyssen, and R. Griffith J. Mol.Graphics Modell. 21 2003 365
19. S. Jiang, H. Lu, S. Liu, Q. Zhao, Y. He, and A.K. Debnath Antimicrob. Agents Chemother. 48 2004 4349
20. B.D. Welch, A.P. VanDemark, A. Heroux, C.P. Hill, and M.S. Kay Proc. Natl. Acad. Sci. U.S.A. 104 2007 16828
21. Y. Wang, H. Lu, Q. Zhu, S. Jiang, and Y. Liao Bioorg. Med. Chem. Lett. 20 2010 189
22. K. Liu, H. Lu, L. Hou, Z. Qi, C. Teixeira, F. Barbault, B.T. Fan, S. Liu, S. Jiang, and L. Xie J. Med. Chem. 51 2008 7843
23. Y. He, S. Liu, J. Li, H. Lu, Z. Qi, Z. Liu, A.K. Debnath, and S. Jiang J. Virol. 82 2008 11129
24. Y. He, S. Liu, W. Jing, H. Lu, D. Cai, D.J. Chin, A.K. Debnath, F. Kirchoff, and S. Jiang J. Biol. Chem. 282 2007 25631
25. S. Jiang, and A.K. Debnath Biochem. Biophys. Res. Commun. 270 2000 153
26. L. Cai, and S. Jiang ChemMedChem 5 2010 1813
27. K. Qian, S.L. Morris-Natschke, and K.H. Lee Med. Res. Rev. 29 2009 369
28. J. Haldar, L. Alvarez de Cienfuegos, T.M. Tumpey, L.V. Gubareva, J. Chen, and A.M. Klibanov Pharm. Res. 27 2010 259
29. S.R. Shih, T.Y. Chu, G.R. Reddy, S.N. Tseng, H.L. Chen, W.F. Tang, M.S. Wu, J.Y. Yeh, Y.S. Chao, J.T. Hsu, H.P. Hsieh, and J.T. Horng J. Biomed. Sci. 17 2010 1
30. http://www.beyotime.com/p0309.htm.
31. J. Yang, Z.H. Jing, J.J. Jie, and P. Guo J. Mol. Struct. 920 2009 22