Platinum(II) complexes with steroidal esters of l-methionine and l-histidine: Synthesis, characterization and cytotoxic activity

Bioorganic and Medicinal Chemistry

Volumn 16, Issue 7, 2008, Pages 3704-3713

  Kvasnica, Miroslav ^a   Budesinsky, Milos ^a   Swaczynova, Jana ^b   Pouzar, Vladimir ^a   Kohout, Ladislav ^a  

^a INSTITUTE OF ORGANIC CHEMISTRY AND BIOCHEMISTRY   (Czech Republic)

^b PALACKÝ UNIVERSITY   (Czech Republic)

Author keywords

Cytotoxicity; l Histidine; l Methionine; NMR spectroscopy; Platinum(II) complexes; Steroid

Indexed keywords

CHOLESTANOL; CHOLESTEROL; CISPLATIN; DIOSGENIN; ESTER DERIVATIVE; ESTRADIOL; ESTRONE; HISTIDINE; LIGAND; METHIONINE; PLATINUM COMPLEX; PRASTERONE; PREGNENOLONE; STEROID; TESTOSTERONE; TETRACHLOROPLATINATE POTASSIUM;

ARTICLE; ATOM; BREAST CARCINOGENESIS; CANCER CELL; CONTROLLED STUDY; DRUG CYTOTOXICITY; DRUG SYNTHESIS; HUMAN; HUMAN CELL; IC 50; IN VITRO STUDY; INFRARED SPECTROMETRY; LUNG CARCINOMA; LYMPHATIC LEUKEMIA; MASS SPECTROMETRY; MULTIPLE MYELOMA; PROTON NUCLEAR MAGNETIC RESONANCE;

CELL LINE, TUMOR; CELL SURVIVAL; ESTERS; HISTIDINE; HUMANS; MAGNETIC RESONANCE SPECTROSCOPY; METHIONINE; MOLECULAR STRUCTURE; PLATINUM; STEROIDS; STRUCTURE-ACTIVITY RELATIONSHIP;

EID: 41649089944     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmc.2008.02.003     Document Type: Article

References (35)

1. Rosenberg B., Van Camp L., and Krigas T. Nature 205 (1965) 698
2. Rosenberg B., Van Camp L., Grimley E.B., and Thomson A.J. J. Biol. Chem. 242 (1967) 1347
3. Sbovata S.M., Bettio F., Mozzon M., Bertani R., Venzo A., Benetollo F., Michelin R.A., Gandin V., and Marzano C. J. Med. Chem. 50 (2007) 4775
4. Kovala-Demertzi D., Galani A., Kourkoumelis N., Miller J.R., and Demertzis M.A. Polyhedron 26 (2007) 2871
5. Liu X., Shen H., Zhu H.B., Cui K., and Gou S.H. Bioorg. Med. Chem. Lett. 17 (2007) 3831
6. Zhang J.C., and Zhao X.J. Eur. J. Med. Chem. 42 (2007) 286
7. Abu-Surrah A.S., and Kettunen M. Curr. Med. Chem. 13 (2006) 1337
8. Momekov G., Bakalova A., and Karaivanova M. Curr. Med. Chem. 12 (2005) 2177
9. Boulikas T., and Vougiouka M. Oncol. Rep. 10 (2003) 1663
10. Ali B.H., and Al Moundhri M.S. Food Chem. Toxicol. 44 (2006) 1173
11. Lazar R., Conran P.C., and Damjanov I. Experientia 35 (1979) 647
12. Leopold W.R., Miller E.C., and Miller J.A. Cancer Res. 39 (1979) 913
13. Montibragadin C., Tamaro M., and Banfi E. Chem. Biol. Interact. 11 (1975) 469
14. Reedijk J. Chem. Rev. 99 (1999) 2499
15. Borch R.F., and Pleasants M.E. Proc. Natl. Acad. Sci. U.S.A. 76 (1979) 6611
16. Burchenal J.H., Kalaher K., Dew K., Lokys L., and Gale G. Biochimie 60 (1978) 961
17. Sundberg R.J., and Martin R.B. Chem. Rev. 74 (1974) 471
18. Shimahara H., Yoshida T., Shibata Y., Shimazu M., Kyogoku Y., Sakiyama F., Nakazawa T., Tate S., Ohki S., Kato T., Moriyama H., Kishida K., Tano Y., Ohkubo T., and Kobayashi Y. J. Biol. Chem. 282 (2007) 9646
19. Srivastava R.C., Farookh A., Ahmad N., Misra M., Hasan S.K., and Husain M.M. Biochem. Mol. Biol. Int. 36 (1995) 855
20. Gandolfi O., Blum J., and Mandelbaum-Shavit F. Inorg. Chim. Acta 91 (1984) 257
21. Fernández J.M., Rubio-Arroyo M.F., Rubio-Poo C., and Peňa A. Monatsh. Chem. 114 (1983) 535
22. Chesne C., Leclercq G., Pointeau P., and Patin H. Eur. J. Med. Chem. 21 (1986) 321
23. Gandolfi O., Cais M., Dolcetti G., Ghedini M., and Modiano A. Inorg. Chim. Acta 56 (1981) 127
24. Georgiadis M.P., Haroutounian S.A., and Chondros K.P. Inorg. Chim. Acta 138 (1987) 249
25. Kidani Y., Suzuki K., Noji M., and Tashiro T. Biomed. Pharmacother. 43 (1989) 261
26. Gandolfi O., Apfelbaum H.C., Migron Y., and Blum J. Inorg. Chim. Acta 161 (1989) 113
27. Ehrenstorfer-Schäfers E.-M., Steiner N., Altman J., and Beck W. Z. Naturforsch., B 45 (1990) 817
28. Skoda-Földes R., Bánffy L., Horváth J., Tuba Z., and Kollár L. Monatsh. Chem. 131 (2000) 1363
29. Jackson A., Davis J., Pither R.J., Rodger A., and Hannon M. J. Inorg. Chem. 40 (2001) 3964
30. Criado J.J., Manzano J.L., and Rodríguez-Fernández E. J. Inorg. Biochem. 96 (2003) 311
31. Perron V., Rabouin D., Asselin E., Parent S., Gaudreault R.C., and Bérubé G. Bioorg. Chem. 33 (2005) 1
32. Montano M.M., Bianco N.R., Deng H.Y., Wittmann B.M., Chaplin L.C., and Katzenellenbogen B.S. Front. Biosci. 10 (2005) 1440
33. Duffy C., and Cyr M. J. Womens Health 12 (2003) 617
34. Blagosklonny M.V., and Neckers L.M. Cancer Lett. 76 (1994) 81
35. Kvasnica M. Synlett (2007) 2306