Synthesis of Allylthiopyridazine Derivatives and their Protective Effects of W-C Irradiation

알릴티오피리다진 유도체 합성 및 UV-C조사에 대한 방어효과

  • Published : 2000.02.01

Abstract

Four 3-alkoxy-6-allylthiopyridazines and 3-chloro-6-allylthiopyridazine were synthesized and their protective effects against oxidative stress and UV-C irradiation were tested. 3-Methoxy-6-allylthiopyridazine and 3-ethoxy-6-allylthiopyridazine did not show protective effect on the oxidative stress but showed the strongest protective effect on UV-C irradiation among the tested compounds. Especially 500 $\mu\textrm{g}$/$m\ell$ of the two compounds was the most effective concentration.

Keywords

References

  1. Br. J. Cancer v.67 Garlic and its singnificance for the prevention of cancer in humans; a critical view Dorant, E.;Brandt, P. A.;Goldbolm, R. A.;Hermus, R. J. J.;Sturmans, F.
  2. Carcinogenesis v.9 Effects of organosulfur compounds from garlic and onions on benzo[a]pyrene-induced neoplasia and glutathione S-transferase activity in the mouse Sparnins, V. L.;Barany, G.;Wattenberg, L. W.
  3. Carcinogenesis v.8 no.8 Inhibition of hepatocarcinogenic responses to 1,2-dimethylhydrazine by diallyl sulfide, a component of garlic oil Hayes, M. A.;Rushmore, T. H.;Goldberg, M. T.
  4. Preventive Medicine v.19 Garlic:A review of its relationship to malignant disease Dausch, J. G.;Nixon, D. W.
  5. Cancer Res. v.48 Chemoprevention of N-nitro-somethylbenzylamine-induced esophageal cancer in rats by the naturally occurring thioether, diallyl sulfide Wargovich, M. J.;Woods, C.;Eng, V. W. S.;Stephens, L. C.;Gray, K.
  6. J. Appl. pharmacol. v.3 Study on the inhibitory effect of dially sulfide and/or diallyl disulfide in the rat hepatocarcinogenesis Kim, B. H.;Lee, Y. S.
  7. C & EN Turning on carcinogens Rawls, R.
  8. The years drug news. 1995 Chemoprotective agents Prous, J. R.
  9. Taxicol. appl. pharmacol. v.120 The induction of Cytochrome P450 2E1 by nitrogen- and sulfur-containing heterocycles: Expression and molecular regulation Kim, S. G.;Novak, R. F.
  10. J. pharmacol. exp. Ther. v.277 Molecular mechanism of alkyl sulfide-modulated carbon tetrachloride-induced hepatotoxicity: The role of cytochrome P₄2E1, P₄2B and glutathione S- transferase expression Kim, S. G.;Chung, H. J.;Cho, J. Y.
  11. Hepatology v.3 Chemoprotective effects of two dithiolthiones and butylhy-droxynisole against carbon tetrachloride and acetaminophen toxicity Ansher, S. S.;Dolan, P.;Bueding, E.
  12. Ann. Rev. Pharmacol. Toxicol. v.20 Molecular properties and biological functions of microsomal epoxides hydrolase Lu, A. Y. H.;Miwa, G. T.
  13. Mol. Pharmacol. v.51 Enhancement of radiation-inducible hepatic glutathione S-transferases Ya, Yb1, Yb2. Yc2 gene expression by oltipraz: possible role in radioprotection Kim, S. G.;Nam, S. Y.;Kim, C. W.;Kim, J. H.;Cho, C. K.;Yoo, S. Y.
  14. Radiat. Res. v.147 Oltpraz enhancement of radiation-induced hepatic microsomal epoxide hydrolase gene expression in rats Nam, S. Y.;Kim, J. H.;Cho, C. K.;Yoo, S. Y.;Kim, S. G.
  15. Duksung Bull. Pharm. Sci. v.9 Synthesis of allylthiopyridazine derivatives and hepatoprotective activities Kwon, S. K.;Lee, E. B.;Kim, M. K.;Park, Y. N.
  16. U. S. Pat. Allylthiopyridazine derivatives and process for preparing the same Kwon, S. K.;Seoul Pharm. Co. Ltd
  17. Arch. Pharm. Res. v.21 Reduction of radiation induced chromosone aberration and apoptosis by dithiothreitol. Kim, J. H.;Lee, E. J.;Hyun, J. W.;Kim, S. H.;Mar, W. C.;Kim, J. K.
  18. Nat. Prod. Sci. v.4 Radioprotective effect of Lufukang a chinese medicinal plants prescription Kim, J. H.;Kim, S. H.;See, E. J.;Gao, J. Wu;Z. Mar.;W. C.;Chang, I. M.
  19. J. Kor. Cancer v.29 The cytotoxic activity of sterol derivatives form pulsatilla chienesis regal Hyun, J. W.;Yang, Y. M.;Sung, M. S.;Chung, H. S.;Paik, W. H.;Kang, S. S.;Park, J. G.
  20. Canner Research v.47 Evalusion of a tetrazolium-based semiautomated colorimetirc assay:assessment of chemisensitivity testing Carmichael, J.;DeGraff, W. G.;Gazer, A. E.
  21. Advavces in heterocyclic chemsty v.9 Tisler, M.;Stanovnik, B. Pyridazine;A. R. Katrizky(ed.);A. J. boulton(ed.)
  22. Angew. Chem. v.70 Pyridazine in der Arzneimittelsynthese Drueg, J.
  23. Helv. Chem. Acta. v.37 Heilmittelchemische Studien in der heterocy-clischen Reihe, Pyridazine I. Derivate der cyclischen Maleinsaeure-und Citraconsaeure-hydrazids Drueg, J.;Meier, Kd.;Eichenberger, K.
  24. Duksung Bull. Pharm. Sci. v.7 Synthesis of 1,2-diazine derivatives Kwon, S. K.
  25. Croatica Chemica v.45 Heterocycles, CI. Synthses and Isomerizations of some allylthio nitrogen heterocycles Kocevar, M.;Sranovnik, B.;Tisler, M.
  26. I. J. Am. Chem. Soc. v.73 Synthesis in the pyridazine series. Mizzoni, R. H.;Spoerri, P. E.
  27. Can. J. Chem. v.44 The reaction of some compounds containing thioamide groups with 2,4,6,-trichloro-1,3,5,-triazine Poliak, A.;Stanovnik, B.;Tisler, M.