Journal
CHEMISTRYOPEN
Volume 4, Issue 5, Pages 590-594Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/open.201500167
Keywords
carbon monoxide; CORMs; flavonols; fluorescence; photochemistry; synthesis design
Categories
Funding
- United States National Science Foundation [CHE-1301092]
- Utah Agricultural Experiment Station [UTA00172]
- Direct For Mathematical & Physical Scien
- Division Of Chemistry [1301092] Funding Source: National Science Foundation
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Molecules that can be used to deliver a controlled amount of carbon monoxide (CO) have the potential to facilitate investigations into the roles of this gaseous molecule in biology and advance therapeutic treatments. This has led to the development of light-induced CO-releasing molecules (photoCORMs). A goal in this field of research is the development of molecules that exhibit a combination of controlled CO release, favorable biological properties (e.g., low toxicity and trackability in cells), and structural tunability to affect CO release. Herein, we report a new biologically-inspired organic photoCORM motif that exhibits several features that are desirable in a next-generation photoCORM. We show that 3-hydroxyflavone-based compounds are easily synthesized and modified to impart changes in absorption features and quantum yield for CO release, exhibit low toxicity, are trackable in cells, and can exhibit both O-2-dependent and -independent CO release reactivity.
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