Access Type

Campus Access Only

Presentation Type

Oral Presentation

Start Date

April 2017

End Date

April 2017

Department

Chemistry

Abstract

Dietary flavones (a subclass of flavonoids) exhibit beneficial health effects. Many epidemiological studies have been performed to assess their biological activity, such as anti-coagulant ability in the flavonoid coumarin. Anti-coagulant drugs are crucial in the prevention of atherosclerosis, heart disease, and stroke. In this study we show a safe and convenient procedure in order to prepare a variety of methylated flavones. We achieve this by using dimethyl carbonate (DMC), a green reagent, as both solvent and reagent. Under mild and easily replicated conditions DBU, DMC, and two similar flavonoids (7-aminoflavone and 6-aminoflavone) were methylated and subsequently isolated in high yields and purity. This methylation protocol avoids the use of hazardous and highly toxic reagents (diazomethane, dimethyl sulfate, methyl iodide).

Faculty Mentor

Dr. Jason Crumpton

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Apr 5th, 2:45 PM Apr 5th, 3:00 PM

A Safe N-methylation of Flavones with Dimethyl Carbonate (DMC)

Dietary flavones (a subclass of flavonoids) exhibit beneficial health effects. Many epidemiological studies have been performed to assess their biological activity, such as anti-coagulant ability in the flavonoid coumarin. Anti-coagulant drugs are crucial in the prevention of atherosclerosis, heart disease, and stroke. In this study we show a safe and convenient procedure in order to prepare a variety of methylated flavones. We achieve this by using dimethyl carbonate (DMC), a green reagent, as both solvent and reagent. Under mild and easily replicated conditions DBU, DMC, and two similar flavonoids (7-aminoflavone and 6-aminoflavone) were methylated and subsequently isolated in high yields and purity. This methylation protocol avoids the use of hazardous and highly toxic reagents (diazomethane, dimethyl sulfate, methyl iodide).