Stabilizing photo-sensitive colchicine through rebalancing electron distribution of the reactive tropolone ring

Colchicine is light-sensitive and undergoes electrocyclic reaction upon exposure to light. In this study, the photostability of colchicine was found to be significantly improved via rebalancing the electron density of the tropolone ring system after solid form changes. This work may provide a new ap...

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Bibliographic Details
Published inCrystEngComm Vol. 23; no. 1; pp. 3 - 34
Main Authors Ma, Xiaoyu, Zhu, Bingqing, Yang, Zeen, Jiang, Yuhang, Mei, Xuefeng
Format Journal Article
LanguageEnglish
Published Cambridge Royal Society of Chemistry 07.01.2021
Subjects
Colchicine
Crystallography
Electron density
Electron distribution
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Summary:Colchicine is light-sensitive and undergoes electrocyclic reaction upon exposure to light. In this study, the photostability of colchicine was found to be significantly improved via rebalancing the electron density of the tropolone ring system after solid form changes. This work may provide a new approach for resolving photo-sensitive challenges during drug development. Photo-sensitive tropolone was stabilized by rebalancing the electron distribution of the reactive system.
Bibliography:For ESI and crystallographic data in CIF or other electronic format see DOI
10.1039/d0ce01551b
2027384-2027386
and
2027390-2027398
2036740
Electronic supplementary information (ESI) available: Experimental procedure, characterization data and crystallographic details. CCDC
,
ISSN:1466-8033
1466-8033
DOI:10.1039/d0ce01551b