Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives

[Image: see text] 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 numero...

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Autores principales: Czerwonka, Dominika, Sobczak, Szymon, Pędziński, Tomasz, Maj, Ewa, Wietrzyk, Joanna, Celewicz, Lech, Katrusiak, Andrzej, Huczyński, Adam
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8383305/
https://www.ncbi.nlm.nih.gov/pubmed/33350834
http://dx.doi.org/10.1021/acs.joc.0c02507
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author Czerwonka, Dominika
Sobczak, Szymon
Pędziński, Tomasz
Maj, Ewa
Wietrzyk, Joanna
Celewicz, Lech
Katrusiak, Andrzej
Huczyński, Adam
author_facet Czerwonka, Dominika
Sobczak, Szymon
Pędziński, Tomasz
Maj, Ewa
Wietrzyk, Joanna
Celewicz, Lech
Katrusiak, Andrzej
Huczyński, Adam
author_sort Czerwonka, Dominika
collection PubMed
description [Image: see text] 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.
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spelling pubmed-83833052021-08-31 Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives Czerwonka, Dominika Sobczak, Szymon Pędziński, Tomasz Maj, Ewa Wietrzyk, Joanna Celewicz, Lech Katrusiak, Andrzej Huczyński, Adam J Org Chem [Image: see text] 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. American Chemical Society 2020-12-22 2021-08-20 /pmc/articles/PMC8383305/ /pubmed/33350834 http://dx.doi.org/10.1021/acs.joc.0c02507 Text en © 2020 American Chemical Society https://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.htmlThis is an open access article published under a Creative Commons Attribution (CC-BY) License (https://pubs.acs.org/page/policy/authorchoice_ccby_termsofuse.html) , which permits unrestricted use, distribution and reproduction in any medium, provided the author and source are cited.
spellingShingle Czerwonka, Dominika
Sobczak, Szymon
Pędziński, Tomasz
Maj, Ewa
Wietrzyk, Joanna
Celewicz, Lech
Katrusiak, Andrzej
Huczyński, Adam
Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives
title Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives
title_full Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives
title_fullStr Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives
title_full_unstemmed Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives
title_short Photoinduced Skeletal Rearrangement of N-Substituted Colchicine Derivatives
title_sort photoinduced skeletal rearrangement of n-substituted colchicine derivatives
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8383305/
https://www.ncbi.nlm.nih.gov/pubmed/33350834
http://dx.doi.org/10.1021/acs.joc.0c02507
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