Dheer Divya, Singh Virender, Shankar Ravi
Academy of Scientific and Innovative Research (AcSIR), CSIR-IIIM, Jammu Campus, Jammu 180001, India; Bio-organic Chemistry Division, CSIR-Indian Institute of Integrative Medicine, Jammu 180001, India.
Department of Chemistry, National Institute of Technology (NIT), Jalandhar 144011, Punjab, India.
Bioorg Chem. 2017 Apr;71:30-54. doi: 10.1016/j.bioorg.2017.01.010. Epub 2017 Jan 18.
1,2,3-Triazoles are important five-membered heterocyclic scaffold due to their extensive biological activities. This framework can be readily obtained in good to excellent yields on the multigram scale through click chemistry via reaction of aryl/alkyl halides, alkynes and NaN under ambient conditions. It has been an emerging area of interest for many researchers throughout the globe owing to its immense pharmacological scope. The present work aims to summarize the current approaches adopted for the synthesis of the 1,2,3-triazole and medicinal significance of these architectures as a lead structure for the discovery of drug molecules such as COX-1/COX-2 inhibitors (celecoxib, pyrazofurin), HIV protease inhibitors, CB1 cannabinoid receptor antagonist and much more which are in the pipeline of clinical trials. The emphasis has been given on the major advancements in the medicinal prospectus of this pharmacophore for the period during 2008-2016.
1,2,3-三唑由于其广泛的生物活性而成为重要的五元杂环骨架。通过在环境条件下芳基/烷基卤化物、炔烃与NaN的反应,利用点击化学可以很容易地以良好至优异的产率在多克规模上获得该骨架。由于其巨大的药理学应用范围,它已成为全球许多研究人员关注的新兴领域。目前的工作旨在总结目前用于合成1,2,3-三唑的方法以及这些结构作为先导结构在发现药物分子(如COX-1/COX-2抑制剂(塞来昔布、吡唑呋喃)、HIV蛋白酶抑制剂、CB1大麻素受体拮抗剂等)方面的医学意义,这些药物分子正处于临床试验阶段。重点关注了2008年至2016年期间该药效团在医学前景方面的主要进展。