Presentations

Student Author Information

Joshua Gilbert Welfare, Lynchburg College

Location

Schewel Hall Room 232

Access Type

Event

Event Website

http://www.lynchburg.edu/academics/red-letter-day/student-scholar-showcase/

Entry Number

103

Start Date

4-6-2016 1:45 PM

End Date

4-6-2016 2:00 PM

Abstract

Flavones are an important class of plant secondary metabolites referred to as flavanoids. Flavanoids have shown antimicrobial, anti-inflammatory, and anticancer activity. Interestingly, flavones share many structural features to hesperidin, which is a known anticoagulant. The goal of this study was to synthesize hesperidin-like molecules and test their effects on blood clotting. During the course of this study, we synthesized several structural variations of flavone. This took place in multiple steps. First, azides were synthesized from amine compounds via copper catalyzed diazo-transfer reaction. Then the azides were combined with either 6 or 7-propynyl flavone using an alkyne/azide cyclization reaction to form a triazole ring. In order to test the anticoagulant properties of the triazoles, platelet aggregometry was used. This method involves introducing a triazole and a clotting agent to red blood cells while shining a light through the liquid into a detector. The anticoagulation characteristics of the compounds will be assessed based on the change in light intensity detected.

Faculty Mentor(s)

Dr. Jason B. Crumpton

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Apr 6th, 1:45 PM Apr 6th, 2:00 PM

Synthesis and Assessment of Compounds with Anticoagulant Potential via Click Chemistry Reactions

Schewel Hall Room 232

Flavones are an important class of plant secondary metabolites referred to as flavanoids. Flavanoids have shown antimicrobial, anti-inflammatory, and anticancer activity. Interestingly, flavones share many structural features to hesperidin, which is a known anticoagulant. The goal of this study was to synthesize hesperidin-like molecules and test their effects on blood clotting. During the course of this study, we synthesized several structural variations of flavone. This took place in multiple steps. First, azides were synthesized from amine compounds via copper catalyzed diazo-transfer reaction. Then the azides were combined with either 6 or 7-propynyl flavone using an alkyne/azide cyclization reaction to form a triazole ring. In order to test the anticoagulant properties of the triazoles, platelet aggregometry was used. This method involves introducing a triazole and a clotting agent to red blood cells while shining a light through the liquid into a detector. The anticoagulation characteristics of the compounds will be assessed based on the change in light intensity detected.

https://digitalshowcase.lynchburg.edu/studentshowcase/2018/presentations/106