Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives

J Org Chem. 2021 Aug 20;86(16):11029-11039. doi: 10.1021/acs.joc.0c02507. Epub 2020 Dec 22.

Abstract

Colchicine is an active pharmaceutical ingredient widely used for treating gout, pericarditis, and familial Mediterranean fever with high antimitotic activity. The photoisomerization of colchicine deactivates its anti-inflammatory and antimitotic properties. However, despite numerous reports on colchicine derivatives, their photostability has not been investigated in detail. This report reveals the effects of UV-induced rearrangement on the structure and reports the biological activity of new N-substituted colchicine derivatives.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Inflammatory Agents
  • Antineoplastic Agents, Phytogenic*
  • Colchicine
  • Familial Mediterranean Fever* / drug therapy
  • Humans

Substances

  • Anti-Inflammatory Agents
  • Antineoplastic Agents, Phytogenic
  • Colchicine