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Synthesis of 3-alkylthio-6-allylthiopyridazine derivatives and their antihepatocarcinoma activity

Abstract

The allylthio group of allicin and other organosulfur compounds, isolated from garlic, is considered a pharmacophore, and a key structure component of the molecule, which affords biological activities. In the foregoing studies, various 3-alkoxy-6-allylthiopyridazine derivatives (K-compounds) were synthesized, and their biological activities tested in animals. As expected, the various derivatives showed good hepatoprotective activities on carbon tetrachloride-treated mice and aflatoxin B1-treated rats, and chemopreventive activities on hepatocarcinoma cells in rats. Other new pyridazine derivatives, with the oxygen atom at the 3-position of the 3-alkoxy-6-allylthiopyridazine displaced by sulfur (S), were synthesized, and their activities testedin vitro. Thio-K6, one of the sulfur-substituted compounds, showed better chemopreventive activity toward hepatocarcinoma cells.

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Author information

Correspondence to Soon-Kyoung Kwon or Aree Moon.

Additional information

An erratum to this article is available at http://dx.doi.org/10.1007/BF02977356.

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Kwon, S., Moon, A. Synthesis of 3-alkylthio-6-allylthiopyridazine derivatives and their antihepatocarcinoma activity. Arch Pharm Res 28, 391–394 (2005). https://doi.org/10.1007/BF02977666

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Key words

  • Pyridazine
  • Allylthiopyridazine
  • Allicin
  • Organosulfur compounds
  • K-6
  • K-16
  • K-17
  • Thio-K Compound
  • Antihepatocarcinoma
  • Chemopreventive