A Structurally-Tunable 3-Hydroxyflavone Motif for Visible Light-Induced Carbon Monoxide-Releasing Molecules (CORMs).
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 O2-dependent and -independent CO release reactivity.
Department of Chemistry & Biochemistry, Utah State University 0300 Old Main Hill, Logan, UT, 84322-0300, USA.
Stacey N
SN
Anderson
Department of Chemistry & Biochemistry, Utah State University 0300 Old Main Hill, Logan, UT, 84322-0300, USA.
Jason M
JM
Richards
Department of Animal, Dairy, & Veterinary Science, Utah State University 4815 Old Main Hill, Logan, UT, 84322-4815, USA.
Hector J
HJ
Esquer
Department of Animal, Dairy, & Veterinary Science, Utah State University 4815 Old Main Hill, Logan, UT, 84322-4815, USA.
Abby D
AD
Benninghoff
Department of Chemistry, University of Utah 315 S. 1400 E., Salt Lake City, UT, 84112-0850, USA.
Atta M
AM
Arif
Department of Chemistry & Biochemistry, Utah State University 0300 Old Main Hill, Logan, UT, 84322-0300, USA.
Lisa M
LM
Berreau
CORMs; carbon monoxide; flavonols; fluorescence; photochemistry; synthesis design