New thioderivatives of gossypol and gossypolone, as prodrugs of cytotoxic agents

Bioorganic and Medicinal Chemistry

Volumn 11, Issue 9, 2003, Pages 2001-2006

  Dao, Vi Thuy ^a   Dowd, Michael K ^b   Gaspard, Christiane ^a   Martin, Marie Thérèse ^a   Hémez, Julie ^a   Laprévote, Olivier ^a   Mayer, Michel ^a   Michelot, Robert J ^a  

^a CNRS   (France)

^b SOUTHERN REGIONAL RESEARCH CENTER   (United States)

Author keywords

[No Author keywords available]

Indexed keywords

5,5' DIISOPROPYL 2,2' DITHIOETHANE 4,4' DIMETHOXY 7,7' DIMETHYL 2H,2'H [8,8']BIS(NAPHTHO[1,8 BC]FURANYL) 3,3' DIOL; 5,5' DIISOPROPYL 2,2' DITHIOPROPANE 3,3',4,4' TETRAMETHOXY 7,7' DIMETHYL 2H,2'H [8,8']BIS(NAPHTHO[1,8 BC]FURANYL); 5,5' DIISOPROPYL 2,2' DITHIOPROPANE 4,4' DIMETHOXY 7,7' DIMETHYL 2H,2'H [8,8']BIS(NAPHTHO[1,8 BC]FURANYL) 3,3' DIOL; 8' DIMERCAPTOMETHYLENE 8 [1,3]DITHIAN 2 YLIDENE 1,6,1',6' TETRAHYDROXY 5,5' DIISOPROPYL 3,3' DIMETHYL 8H,8'H [2,2']BINAPHTHALENYL 7,7' DIONE; 8,8' BIS[1,3]DITHIAN 2 YL 5,5' DIISOPROPYL 3,3' DIMETHYL[2,2']BINAPHTHALENYL 1,6,7,1',6',7' HEXAOL; 8,8' BIS[1,3]DITHIAN 2 YL 6,7,6',7' TETRAHYDROXY 5,5' DIISOPROPYL 3,3' DIMETHYL[2,2']BINAPHTHALENYL 1,4,1',4' TETRAONE; 8,8' BIS[1,3]DITHIOLAN 2 YL 5,5' DIISOPROPYL 3,3' DIMETHYL[2,2']BINAPHTHALENYL 1,6,7,1',6',6' HEXAOL; 8,8' BIS[1,3]DITHIOLAN 2 YL 6,7,6',7' TETRAHYDROXY 5,5' DIISOPROPYL 3,3' DIMETHYL[2,2']BINAPHTHALENYL 1,4,1',4' TETRAONE; ANTINEOPLASTIC AGENT; CYTOTOXIC AGENT; DITHIOL DERIVATIVE; ETHER; GOSSYPOL; GOSSYPOL DERIVATIVE; GOSSYPOLONE DERIVATIVE; PRODRUG; UNCLASSIFIED DRUG;

ARTICLE; CANCER CELL CULTURE; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; SQUAMOUS CELL CARCINOMA; TUMOR CELL;

EID: 0037401817     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(03)00066-X     Document Type: Article

References (20)

1. Vander Jagt D.L., Deck L.M., Royer R.E. Cur. Med. Chem. 7:2000;479.
2. Reidenberg M.M. Reproductive medicine: A Millennium review. 1999;305.
3. Wichmann K., Krusius L., Sinervirta R., Puranen J., Jaene J. Contraception. 33:1986;519.
4. Adams R.C., Geissman T.A., Edwards E. Chem. Rev. 60:1960;555.
5. Royer R.E., Deck L.M., Campos N.M., Hunsaker L.A., Vander Jagt D.L. J. Med. Chem. 29:1986;1799.
6. Deck L.M., Vander Jagt D.L., Royer R.E. J. Med. Chem. 34:1991;3301.
7. Liang X.S., Rogers A.J., Webber C.L., Ormsby T.J., Tiritan M.E., Matlin S.A., Benz C.C. Investigational New Drugs. 13:1995;181.
8. Dao V.T., Gaspard C., Mayer M., Werner G.H., Nguyen N.S., Michelot R.J. Eur. J. Med. Chem. 35:2000;805.
9. Meyers A.I. Organic Synthesis. 1974;John Wiley Ed, New York.
10. Thomsen L.L., Miles D.W., Happerfield L., Bobrow L.G., Knowles R.G., Moncada S. Br. J. Cancer. 72:1995;41.
11. Thomsen L.L., Lawton F.G., Knowles R.G., Beesley J.E., Riveros-Moreno V., Moncada S. Cancer Res. 84:1994;1352.
12. Cobbs C.S., Brenman J.E., Aldape K.D., Bredt D.S., Israel M.A. Cancer Res. 55:1995;727.
13. Jenkins D.C., Charles I.G., Thomsen L.L., Moss D.W., Holmes L.S., Baylis S.A., Rhodes P., Westmore K., Emson P.C., Moncada S. Proc. Natl. Acad. Sci. U.S.A. 92:1995;4392.
14. Prazma J., Petrusz P., Mims W., Ball S.S., Weissler M.C. Otolaryngol. Head Neck Surg. 113:1995;541.
15. Kunesch N., Barbier M.P., Dalkafouki A., Poisson J.E. Ann. Pharmaceutiques. Francaises. 48:1990;1.
16. Shelley M.D., Hartley L., Fish R.G., Groundwater P., Morgan J.J.G., Mort D., Mason M., Evans A. Cancer Lett.ers. 135:1999;171.
17. Liu S., Kulp S.K., Sugimoto Y., Jiang J., Chang H.-L., Dowd M.K., Wan P., Lin Y.C. Anticancer Res. 22:2002;33.
18. Satchell D.P.N., Satchell R.S. Chem. Soc. Rev. 19:1990;55.
19. York C., Surya Prakash G.K., Olah G.A. Tetrahedron. 52:1996;9.
20. Nims, R.W.; Cook, J.C.; Krishna, M.C.; Christodoulou, D.; Poore, C.M.B.; Miles, A.M.; Grisham, M.P.; Wink, D.A. In Methods in Enzymology, Lester Packer Ed. Acad. Press, 1996, 268, Part A, 93.