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

Eur J Med Chem. 2020 Jan 1:185:111788. doi: 10.1016/j.ejmech.2019.111788.

Abdullah A Ghawanmeh ¹, Hussein M Al-Bajalan ², Mukram Mohamed Mackeen ³, Feras Q Alali ⁴, Kwok Feng Chong ⁵

Affiliations

1 Faculty of Industrial Sciences & Technology, Universiti Malaysia Pahang, Gambang, 26300, Kuantan, Pahang, Malaysia. Electronic address: gh.just4chem@hotmail.com.
2 Chemistry Programme, School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600, Bangi, Selangor, Malaysia.
3 Chemistry Programme, School of Chemical Sciences and Food Technology, Faculty of Science and Technology, Universiti Kebangsaan Malaysia, 43600, Bangi, Selangor, Malaysia; Institute of Systems Biology, Universiti Kebangsaan Malaysia, 43600, Bangi, Selangor, Malaysia.
4 Health Research and Graduate Office, Qatar University, 2713, Doha, Qatar.
5 Faculty of Industrial Sciences & Technology, Universiti Malaysia Pahang, Gambang, 26300, Kuantan, Pahang, Malaysia. Electronic address: ckfeng@ump.edu.my.

PMID: 31655432 DOI: 10.1016/j.ejmech.2019.111788

Abstract

(-)-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.

Keywords

(−)-Colchicine; (−)-Colchicine derivatives; Structure-activity relationship.

Name
Email *

	Sorry, but the email address you supplied was invalid.