Synthesis and Biological Evaluation of N-aryl-4-aryl-1,3-Thiazole-2-Amine Derivatives as Direct 5-Lipoxygenase Inhibitors

Authors

  • Jeehee Suh,

    1. Center for Metabolic Syndrome Therapeutics, Bio-Organic Science Division, Korea Research Institute of Chemical Technology, PO Box 107, Yuseong-gu, Daejeon 305-600, Korea
    2. Department of Chemistry, Chungnam National University, Yuseong-gu, Daejeon 305-764, Korea
    Search for more papers by this author
  • Eul Kgun Yum,

    1. Department of Chemistry, Chungnam National University, Yuseong-gu, Daejeon 305-764, Korea
    Search for more papers by this author
  • Hyae Gyeong Cheon,

    Corresponding author
    1. Department of Pharmacology and Pharmaceutical Sciences, Gachon University of Medicine and Science, Incheon 406-799, Korea
      Corresponding authors: Young Sik Cho, yscho123@kmu.ac.kr;
      Hyae Gyeong Cheon, hgcheon@gachon.ac.kr
    Search for more papers by this author
  • Young Sik Cho

    Corresponding author
    1. Department of Pharmacy, Keimyung University, 1000 Sindang-dong, Dalseo-gu, Daegu 704-701, Korea
      Corresponding authors: Young Sik Cho, yscho123@kmu.ac.kr;
      Hyae Gyeong Cheon, hgcheon@gachon.ac.kr
    Search for more papers by this author

Corresponding authors: Young Sik Cho, yscho123@kmu.ac.kr;
Hyae Gyeong Cheon, hgcheon@gachon.ac.kr

Abstract

Biological evaluation of N-aryl-4-aryl-1,3-thiazole-2-amine derivatives was examined for anti-inflammatory activity in in vitro and in vivo assays. The thiazole compounds showed direct inhibition of 5-lipoxygenase (LOX) that is a key enzyme of leukotrienes synthesis and involved in the inflammation-related diseases, including asthma and rheumatoid arthritis. To optimize biological activity, we synthesized 1,3-thiazole-2-amine derivatives and investigated for structure and activity relationship. Especially, N-(3,5-dimethylphenyl)-4-(4-chlorophenyl)-1,3-thiazole-2-amine was shown to have a potent anti-inflammatory activity as a 5-LOX inhibitor.

Ancillary