Photoinduced Skeletal Rearrangement of -Substituted Colchicine Derivatives.

Dominika Czerwonka, Szymon Sobczak, Tomasz Pędziński, Ewa Maj, Joanna Wietrzyk, Lech Celewicz, Andrzej Katrusiak, Adam Huczyński

Journal: The Journal of organic chemistry 2021;86(16):11029-11039

PMID: 33350834

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 -substituted colchicine derivatives.

Address: Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.; Faculty of Chemistry, Adam Mickiewicz University, Uniwersytetu Poznańskiego 8, 61-614 Poznań, Poland.; Center for Advanced Technology, Adam Mickiewicz University, Uniwersytetu Poznańskiego 10, 61-614 Poznań, Poland.; Hirszfeld Institute of Immunology and Experimental Therapy, Polish Academy of Sciences, Rudolfa Weigla 12, 53-114 Wrocław, Poland.
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