Class
Article
College
College of Science
Department
English Department
Faculty Mentor
Lisa M. Berreau
Presentation Type
Poster Presentation
Abstract
Although known for its toxicity, carbon monoxide (CO) has now been identified as producing beneficial health effects when present at low concentrations. CO is generated in the human body during the breakdown of heme. It is known for its anti-cancer, cardioprotective, and anti-inflammatory effects. To enhance these therapeutic effects, CO delivery molecules have been developed. Fluorescent flavonol-based CO delivery molecules are gaining broad interest due to their triggerable, trackable, and targetable properties. Flavonols can also be used as dual functioning molecules, with additional capabilities such as the detection of reactive oxygen species (ROS) being possible to incorporate in addition to CO release. Generated primarily in the mitochondria, ROS are formed via the one-electron reduction of O2 to produce superoxide. A minimal amount of ROS production is essential for cell survival, but an overproduction can cause oxidative stress-induced diseases. By combining an ROS detecting group to a CO delivery flavonol, the resulting molecule can be used as a potential triggered intracellular entity for precise CO delivery. The main objective of our current research has been to synthesize and characterize potential flavonol-based superoxide-responsive CO delivery molecules using two different superoxide detection appendages, a diphenyl phosphinate moiety and a trifluoromethylsulfonyl group. These molecules were characterized by 1H, 13C{1H}, 31P, and 19F NMR, mass spectrometry, and elemental analysis. Further testing is planned to monitor their response to superoxide by absorption spectroscopy and to observe visible-light triggered CO release.
Location
Logan, UT
Start Date
4-8-2022 12:00 AM
Included in
Can Superoxide-Responsive CO Delivery Molecules Be Developed?
Logan, UT
Although known for its toxicity, carbon monoxide (CO) has now been identified as producing beneficial health effects when present at low concentrations. CO is generated in the human body during the breakdown of heme. It is known for its anti-cancer, cardioprotective, and anti-inflammatory effects. To enhance these therapeutic effects, CO delivery molecules have been developed. Fluorescent flavonol-based CO delivery molecules are gaining broad interest due to their triggerable, trackable, and targetable properties. Flavonols can also be used as dual functioning molecules, with additional capabilities such as the detection of reactive oxygen species (ROS) being possible to incorporate in addition to CO release. Generated primarily in the mitochondria, ROS are formed via the one-electron reduction of O2 to produce superoxide. A minimal amount of ROS production is essential for cell survival, but an overproduction can cause oxidative stress-induced diseases. By combining an ROS detecting group to a CO delivery flavonol, the resulting molecule can be used as a potential triggered intracellular entity for precise CO delivery. The main objective of our current research has been to synthesize and characterize potential flavonol-based superoxide-responsive CO delivery molecules using two different superoxide detection appendages, a diphenyl phosphinate moiety and a trifluoromethylsulfonyl group. These molecules were characterized by 1H, 13C{1H}, 31P, and 19F NMR, mass spectrometry, and elemental analysis. Further testing is planned to monitor their response to superoxide by absorption spectroscopy and to observe visible-light triggered CO release.