1. An efficient one-pot synthesis of heterocycle-fused 1,2,3-triazole derivatives as anti-cancer agents
- Author
-
Jun Lin, Sheng-Jiao Yan, Yongjiang Liu, Lin Liu, and Yulan Chen
- Subjects
1,2,3-Triazole ,Stereochemistry ,Organic Chemistry ,Clinical Biochemistry ,One-pot synthesis ,Pharmaceutical Science ,Ketene ,Antineoplastic Agents ,Triazoles ,Biochemistry ,Chemical synthesis ,Combinatorial chemistry ,Cycloaddition ,chemistry.chemical_compound ,chemistry ,Epidermoid carcinoma ,Heterocyclic Compounds ,Cell Line, Tumor ,Drug Discovery ,Humans ,Molecular Medicine ,Sodium azide ,Drug Screening Assays, Antitumor ,Cytotoxicity ,Molecular Biology - Abstract
A series of heterocycle-fused 1,2,3-triazoles were easily prepared by the 1,3-dipolar cycloaddition of heterocyclic ketene aminals or N,O-acetals with sodium azide and polyhalo isophthalonitriles in a one-pot reaction at room temperature without a catalyst and evaluated in vitro against a panel of human tumour cell lines. 1,3-Oxazoheterocycle fused 1,2,3-triazoles were more potent against the tumour cell lines Skov-3, HL-60, A431, A549 and HepG-2 than 1,3-diazoheterocycle fused 1,2,3-triazoles. 4-Methoxyphenyl substituted 1,3-oxazoheterocycle fused 1,2,3-triazole 6j was found to be the most potent derivative with IC(50) values lower than 1.9 microg/mL against A431 and K562 human tumour cell lines.
- Published
- 2010