Synthesis and Antitumor Activity of Novel Gericudranin E Derivatives

새로운 항암성 제리쿠드라닌 E 유도체의 합성 및 항암활성

  • 박재호 (숙명여자대학교 약학대학) ;
  • 박경란 (숙명여자대학교 약학대학) ;
  • 호현순 (숙명여자대학교 약학대학) ;
  • 김희두 (숙명여자대학교 약학대학) ;
  • 표명윤 (숙명여자대학교 약학대학)
  • Published : 1999.10.01

Abstract

The two gericudranin E derivatives, GER-I & II, were synthesized and evaluated their antitumour activities for the elucidation of structure-activity relationship. 2,4,6-Trihydroxyacetophenone was converted to target molecules GER-I and GER-B in 5 steps via sequential protection, aldol condensation, Michael type-cyclization, regioselective C-benzylation. The cellular growth inhibition of compounds GER-I and GER-II were investigated against P388, L1210, K562, HCT-15, SK-HepG-1, MCF-7 as cancer cell lines and mouse splenocytes as a normal cell by MTT assay.

Keywords

References

  1. J. Kor. Cancer Assoc v.24 Isolation of cytotoxicity potentiating substances from red ginseng Ahn, B. Z.;Lee, Y. H.;Kim, S. I.
  2. J. Kor. Cancer Assoc. v.25 Effects of verapamil, tamoxifen and cyclosporin A for the modulation of multidrug resistance in human lung cancer cell lines Kim,J.H.;Kim, B.S.;Choi,J.J.;Kim,K.M.;Yoo,N.C.;Choi,J.H.;Lim,H.Y.;Roh,J.K.;Lee,K.S.;Kim,B.S.
  3. Yakhak v.36 Constituents of Cudrania tricuspidata Park,J.C.;Young,H.S.;Choi,J.S.
  4. The Dictionary of Chinese Drugs v.2 Shanghai Science and Technological Publisher
  5. Kor. J. Phatmacogn v.26 no.4 Effect of the Fractions from the leaves, Fruits, Stems and Roots of Cudrania tricuspidata and flavonoid on Lipid Peroxidation Park, J. C.;Choi, J. S.;Choi, J. W.
  6. Phytochemistry v.41 Cytotoxic Benzyl Dihydroflavinols from Cudrania Lee, I. K.;Kim, C. J.;Song, K. S.;Kim, H. M.;Koshino, H.;Uramoto, M.;Yoo, I.D.
  7. Total Synthesis of (±)-Gericudranin A. Heterocyceles v.43 Choi, Y. J.;Shim, P. J.;Ko, K. S.;Kim, H. D.
  8. Yakhak Hoeji v.41 no.1 Design and Synthesis of (±)-3-Deoxygericudranin A as an Antitumour Agent Choi, Y. J.;Shim, P. J.;Kim H. D.
  9. Arzneim-Forsch. /Drug Res. v.39 The tetrazolium dye assay for rapid in vitro assessment of cytotoxicity Iselt, M.;Holtei, W.;Hilgard, P.
  10. Cancer Res v.49 Chemosensitivity and radiosensitivity of small cell lung cancer cell lines studied by a newly developed 3-(4,5-Dimethylthiazol-2-yl)-2,5-diphenyl-tetrazoliumbromide(MTT)hybrid assay Hida, T.;Ueda, R.;Takahashi, T.;Watanabe, H.;Kato, T.;Suyama, M.;Sugiura, T.;Ariyoshi, T.;Takahashi, T
  11. Cancer Res v.47 Chemosensitivity testing of human colorectal cell lines using a tetrazolium-based colorimetric assay Park, J. G.;Kramer, B. S.;Steinberg, S. M.;J. Carmichael;Collins, J. M.;Minna, J. D.;Gazdar, A. F.
  12. J. Immunol. Meth. v.65 Rapid colorimetric assay for cellular growth and survival : Application to proliferation and cytotoxicity assays Tim Mosmann
  13. Lab. Proc. UK. v.4B no.5 Cell & tissue culture Doyle, A.;Griffiths, J. B.;Newell, D. G.
  14. Selected methods in cellular immunology Mischell, B. B.;Shiigi, S. M.
  15. J. Kor. Cancer Assoc. v.27 Comparison of in vitro bioassay for the screening of antitumor substances Lee, K. H.;Kim, C. H.
  16. In vitro Immune Responses Preparation of mouse cell suspension
  17. J. Kor. Cancer. Assoc. v.23 In vitro cytotoxicity of various anticancer drugs to short-term cultured gastric adenocarcinoma cell line Roh, J. K.;Chung, H. C.;Koh, E. H.;Lee, W. Y.;Hahn, J. S.;Kim, B. S.
  18. Cancer Chemotherapy Report v.2 no.1 Cytotoxicity assays with L1210 cells in vitro : Comparison with L1210 in vivo and KB cells in vitro Philip S. Thayer;Philip Himmelfarb;Gary L. Watts
  19. Nature v.222 Platinum compounds; a new class of potent antitumour agents Rosenberg, B.;Aancamp, L.;Trosko, J. E.;Monsour, V. H.
  20. J. Natl. Cancer Inst. v.57 Antileukemic properties of organoplatinum complexes Meischen, S. J.;Gale, G. R.;Lake, L. M(et al.)
  21. Biochem. Biophys. Res. Commun. v.90 Correlation between the toxicity of platinum drugs to L1210 leukemia cells and mutagenic properties Lecointe, P.;Macquet, J. P.;Butour, J. L.
  22. Biochem. Pharmacol. v.31 Toxicity of cisplatin and hydroxymalonatodiammine platinum(Ⅱ) towards mouse bone marrow and B16 melanoma in relation to DNA binding in vivo Pera, M. F.;Sessford, J. D.;Roberts, J. J.
  23. Cancer Treat. Rep. v.66 Antitumor activity and toxicity of cisplatin analogs Rose, W. C.;Schuring, J. E.;Huftalen, J. B.;Brandner, W. T.
  24. 신 종합 미생물학 미생물학 분과회