Recent developments on (−)-colchicine derivatives: Synthesis and structure-activity relationship

• Main Authors: Ghawanmeh, Abdullah A., Al-Bajalan, Hussein M., Mackeen, Mukram Mohamed, Alali, Feras Q., K. F., Chong
• Format: Article
• Language: English
• Published: Elsevier 2019
• Subjects: TP Chemical technology
• Online Access: http://umpir.ump.edu.my/id/eprint/26482/1/Recent%20developments%20on%20%28%E2%88%92%29-colchicine%20derivatives%20_%20synthesis%20and%20structure.pdf; http://umpir.ump.edu.my/id/eprint/26482/; https://doi.org/10.1016/j.ejmech.2019.111788; https://doi.org/10.1016/j.ejmech.2019.111788

(−)-Colchicine, an anti-microtubulin polymerization agent, is a valuable medication and the drug of choice for gout, Behçet’s disease and familial Mediterranean fever. It has a narrow therapeutic index due to its high toxicity towards normal cells. Nonetheless, numerous (−)-colchicine derivatives have been synthesized and studied for their structure-activity relationship and preferential toxicity. Different functional groups such as amides, thioamides, N-arylurea and 8,12-diene cyclic have been incorporated into (−)-colchicine, resulting in derivatives (with moieties) that include electron-withdrawing and electron-donating groups. This review article focuses on recent developments in the chemical synthesis of (−)-colchicine derivatives, the substituents used, the functional groups linked to the substituents, the moieties and biological studies. Moreover, the current classification of derivatives based on the (−)-colchicine rings, namely ring A, B, and C (−)-colchicine derivatives, is discussed. This work demonstrates and summarizes the significance of (−)-colchicine derivatives in the biological field, and discusses their promising therapeutics for the future.