Organic CO Prodrugs: Structure–CO‐Release Rate Relationship Studies

Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized therapeutic effects. A significant challenge in this field is the development of pharmaceutically acceptable forms of CO delivery with controllable an...

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Bibliographic Details
Published in:Chemistry : a European journal 2017-07, Vol.23 (41), p.9838-9845
Main Authors: Pan, Zhixiang, Chittavong, Vayou, Li, Wei, Zhang, Jun, Ji, Kaili, Zhu, Mengyuan, Ji, Xingyue, Wang, Binghe
Format: Article
Language:English
Subjects:
Animals
Aqueous solutions
Bacteria
Carbon monoxide
Carbon Monoxide - chemistry
Carbon Monoxide - metabolism
Cell Survival - drug effects
Chemical compounds
Chemistry
click and release
Drug Design
Drugs
Hydrogen-Ion Concentration
Kinetics
Mammals
metal free
Mice
Microscopy, Fluorescence
Myoglobin - chemistry
Myoglobin - metabolism
Prodrugs
Prodrugs - chemical synthesis
Prodrugs - chemistry
Prodrugs - toxicity
RAW 264.7 Cells
release rate
Water - chemistry
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Summary:Carbon monoxide (CO) is an endogenously produced gasotransmitter in mammals, and may have signaling roles in bacteria as well. It has many recognized therapeutic effects. A significant challenge in this field is the development of pharmaceutically acceptable forms of CO delivery with controllable and tunable release rates. Herein, the structure–release rate studies of the first class of organic CO prodrugs that release CO in aqueous solution at neutral pH is described. Structure–CO‐release rate relationship studies of organic CO prodrugs reveal that CO releasing rate can be tuned by modifying the nature of the linker, substituents on dienone ring or linker, and the length of the linker.
ISSN:0947-6539
1521-3765
DOI:10.1002/chem.201700936