YAKHAK HOEJI (약학회지)

The Pharmaceutical Society of Korea (대한약학회)
권호 표지

Synthesis of Pt(II) Complexes containing Flavin mononucleotide as Leaving Ligand and their Anticancer Activity

Flavin mononucleotide를 탈리기로한 백금 (II) 착체의 합성과 그 항암활성

  • 권영이 (숙명여자대학교 약학대학) ;
  • 황규자 (숙명여자대학교 약학대학)
  • Published : 1999.12.01
Download PDF
⟨ Previous Next ⟩

Abstract

A series of vitamin-containing Pt(II) complexes of the type [Pt (FMN) (L)] (FMN=flavin mononucleotide, L=ethylenediamine, 1,3-propanediamine, 1,4-bu-tanediamine) was synthesizd and characterized by IR, electronic absorption, elemental analysis and FAB=Mass. The coordination sites of FMN to Pt(II) ions were determined to be N(5) and O(6) with resultant chelate ring formation. Theses compounds have much better water solubility (30-35 mg/ml) than cisplatin (1 mg/ml). The anticancer activity of this vitamin-containing Pt(II) series was investigated by MTT assay against mouse and human leukemia cell lines in vitro. Among these compounds, FMN (1,4-butanediamine) Pt(II) having seven-membered ring structure as amine ligand showed moderate anticancer activity.

Keywords

References

  1. Nature v.205 Inhibition of cell division in Escherichia coli by electrolysis products from a platinum electrode Rosenberg, B.;VanCamp, L.;Krigas, T.L.
  2. Nature v.222 Platinum Compounds : a New Class of Potent Antitumor Agents Rosenberg, B.;VanCamp, L:Trosko, J. E.;Mansour, V.H.
  3. Cnacer Chemother. Rep. v.57 Clinical trials of cis-Diamine dichloroplatinum (NSC-119875) Lippman, A. J.;Helson, C.;Krakoff, I. H.
  4. Ann. Intern. Med. v.100 Drugs Five Years Later Loehrer, P.J.;Einhorn, L. H.
  5. Semin. Oncol. v.11 Chemotherapy of Ovarian Cancer Ozols, R. F.;Young, R. C.
  6. J. Urol. v.120 cis-Diaminedichloroplatinum(II) (CD DP)in Advanced Bladder Cancer Soloway,M.S.
  7. Platinum and Other Metal Coordination Compouns in Cancer Chemotherapy Platinum, the Synergistic Drug; from Clinical Evidence to Laboratory Suggestions Fiorentino, M. V.;Ghiotto, C.
  8. Cancer Chemother. Pharmacol v.15 Phase II Trial of 5-Fluorouracil, Adriamycin and Cisplatin (FAP) in Advanced Gastric Cancer Wagener, D. J.;Yap, S. H.;Wobbes, T.;Burghouts, J.;van Darm, F. E.;Hillen, H. F.;Hoogendoorn, G. J.;Scheerder, H.;van der Vegt, S. G.
  9. Cancer Chemother. Rep. v.60 Comparative nephrotoxicity of platinum cnacer chemotherapeutic agent Ward, J. M.;Young, D. M.;Fauvie, K. A.;Wolpert, M. K.;Davis, R.;Gurano, A. M.
  10. Cancer Treat. Rep. v.63 Nephrotoxicity of diammine-dichloroplatinum(II) Krakoff, I. H.
  11. Jpn. J. Cancer Chemother. v.16 Phase II Study with Cisplatin in Advanced Stomach and Colon Carcinoma Ishibiki, K.;Kodaira, S.;Abe, O.;Yamamoto, K.;Ooci, T.;Fukaya, Y.;Kimura, K.;Takamatsu, K.;Ootsuka, E.;Sakabe, T.;Nishiyama, T.;Mioshima, Y.;Ogoshi, K.;Mitomi, T.
  12. Semin. Oncol. v.16 Pharmacologic Reversal of Drug Resistance in Ovarian Cancer Ozols, R. F.
  13. Int. J. Cancer v.41 Establishment and Characterization of Cisplatin-resistant Sublines of Human Lung Cancer Lines Hong, W. S.;Saijo, N.;Sassaki, Y.;Minato, K.;Nakano, H.;Nakagawa, K.;Fujiwara, Y.;Nomura, K.
  14. Cancer Treat. Rep. v.63 Rationale for Development of Platinum Analogs Burchenal, J. H.;Kalaher, K.;Dew, K.;Lokys, L.
  15. Biochimie. v.60 Selection of Potential Second Generation Platinum Compounds Wilkinson, R.;Cox, P.J.;Jone, M.;Harrap, K. R.
  16. Cancer Chemother. Pharmacol. v.9 Early Clinical Studies with cis-Diamine(1,1-cyclobutanedicarboxylato) Platinum (II) Calvert, A. H.;Harland, S. J.;Newell, D. R.;Siddik, Z. H.;Jones, A. C.;McEwain, T. J.;Raju, S.;Wiltshaw, E.;Smith, I. E.;Baker, J. M.;Peckham, M. J.;Harrap, K. R.
  17. Cancer Treat. Rev. v.12 no.SUP.A Results of NCI-Sponsored Phase I Trials with Carboplatin Foster, B. J.;Clagett-Carr, K.;Leyland-Jones, B.;Hoth, D.
  18. Cancer Treat. Rev. v.12 no.SUP.A Carboplatin : Future Directions Carter, S. K.;Canetta, R.;Rozencweig, M.
  19. Cancer Treat. Rev. v.12 no.SUP.A Preclinal Studies Identifying Carboplatin as Visible Cisplatin Alternative Harrap, K. R.
  20. Br. J. Cancer v.60 Cisplatin/Carboplatin Cross-Resistance in Ovarian Cancer Gore, M.;Fryatt, I.;Wiltshaw, E.;Dawson, T.;Robbinson, B.;Calvert, A.
  21. Jpn. J. Cancer Res. v.81 Possible Mechanisms of Resistance to cis-Diamine (1,1-cyclobutanedicar-boxylato) Platinum(II) of Human Ovarian Cancer Cells Kikuchi, Y.;Iwano, I.;Miyauchi, M.;Kita, T.;Sugita, M.;Tenjin, Y.;Nagata, I.
  22. Science v.93 Inhibition of induced tumors in mice by various vitamins Kensler, G. I.;Sugiura, K.;Young, N. F.;Halter, C. R.;Rhodas, C. P.
  23. Nutrition and Cancer v.7 Comparison of riboflavin, Vitamine A and zinc status of Chinese populations at high and low risk for oesophageal cancer Thurnham, D. I.;Zheng, S. F.;Munoz, N.;Crespi, M.;Grassi, A.;Hambridge, M.;Chai, T. F.
  24. Vopr. Onkol. v.36 no.5 The effect of riboflavin, molybdenum, selenium and zinc on the development of induced tumors of esophagus and forestomach in rats Bespalov, V. G.;Troian, D. N.;Petrov, A. S.;Aleksandrov, V.A.
  25. Chem. Toxic. v.31 no.10 Effects of Riboflavin deficiency and Riboflavin administration on Carcinogen-DNA binding Pangekar, J.;Krishnaswamy, K.;Jagadeesan, V.
  26. Proc. Chin. Acad. Med. Sci. Peking Union Med. Coll. v.5 no.3 Studies on medicamentous inhibitory theraphy for esophageal precancerous lesions 3- and 5- year inhibitory effects of antitumor-B, retinamide and riboflavin Lin, P.;Zhang, J.;Rong, Z.;Han, R.;Xu, S.;Gao, R.;Ding, Z.;Wang, J.;Feng, H.;Cao, S.
  27. Chem. Pharm. Bull. v.36 no.5 Synthesis and Antitumor Activity of Riboflavin and Flavin Mononucleotide Pt(II) Complexes Suzuki,K.;Noji,M.;Tashiro,T.;Kidani,Y.
  28. Cancer Res. v.55 no.21 Riboflavin-mediated photosensitization of Vinca alkaloids distorts durg sensitivity assays Granzow, C.;Kopun, M.;Krober, T.
  29. 숙명여자대학교 약학연구소논문집 v.16 리보플라빈을 가진 수용성 백금(II)착체의 합성과 항암활성 및 세포주기와의 관계 권영이;황규자
  30. J. Med. Chem. v.37 no.10 Synthesis and Antitumor Activity of a Series of [2-substituted-4,5-bis (aminomethyl)-1,3-dioxolane] Pt(II) Complexes Kim, D. K.;Kim, G.;Gam, J.;Cho, Y. B.;Kim, H. T.;Tai, J. H.;Kim ,K. H.;Hong, W. S.;Park, J. G.
  31. Chem. Pharm. Bull. v.37 Synthesis and Antitumor Activity of Alky-1,4-butane-diamine Pt(II) Complexes Having Seven-membered Ring Structure Nowatari, H.;Kuroda, Y.;Hayami, H.;Okamoto, K.;Ekimoto, H.;Takahashi, K.
  32. Chemotherapy (Tokyo) v.38 In Vitro Antitumor Activity of a New Platinum Analogue, NK-121 against Fresh Human Tumor Cells and Established Tumor Cell Lines by Succinate Dehydrogenase Inhibition Test Yamaue, H.;Tanimura, H.;Tani, M.;Iwahashi, M.;Tsunoda, T.