Presentation Title

Synthesis and Characterization of Xanthocerin A and Novel Congeners

Student Presenter(s) and Advisor

Darya Rodina, Lake Forest CollegeFollow

Location

Lillard Lobby

Abstract

The goal of this project was to synthesize xanthocercin A - a naturally occurring isoflavone. This molecule was isolated at the Chicago Botanical Center (University of Illinois at Chicago, College of Pharmacy) in a mixture with other chemical compounds from leadplant, Amorpha canescens, a plant used by Native American females for its proposed anti-estrogenic, anti-inflammatory activities during menopause. Due to the lack of material and difficulty in purification from natural resources, more material was required to confirm the structure of the compound. Toward this end, we prepared a synthetic sample of xanthocercin A in six total steps from commercially available material. The key step of the synthesis utilized a silver mediated oxidative coupling which produced a compound identical to the isolated material, thus verifying the chemical structure. Current studies are directed towards the synthesis of novel naturally-occuring xanthocercin compounds.

Presentation Type

Poster

Start Date

4-10-2018 1:00 PM

End Date

4-10-2018 2:15 PM

Panel

Poster Presentations

Panel Moderator

Nilam Shah

Field of Study for Presentation

Chemistry

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Apr 10th, 1:00 PM Apr 10th, 2:15 PM

Synthesis and Characterization of Xanthocerin A and Novel Congeners

Lillard Lobby

The goal of this project was to synthesize xanthocercin A - a naturally occurring isoflavone. This molecule was isolated at the Chicago Botanical Center (University of Illinois at Chicago, College of Pharmacy) in a mixture with other chemical compounds from leadplant, Amorpha canescens, a plant used by Native American females for its proposed anti-estrogenic, anti-inflammatory activities during menopause. Due to the lack of material and difficulty in purification from natural resources, more material was required to confirm the structure of the compound. Toward this end, we prepared a synthetic sample of xanthocercin A in six total steps from commercially available material. The key step of the synthesis utilized a silver mediated oxidative coupling which produced a compound identical to the isolated material, thus verifying the chemical structure. Current studies are directed towards the synthesis of novel naturally-occuring xanthocercin compounds.