Regioselectivity of Aziridine Ring Opening Reactions Using Hydroxyl Compounds

Presentation Type

Poster/Portfolio

Presenter Major(s)

Chemistry

Mentor Information

Matthew Hart, hartm@gvsu.edu

Department

Chemistry

Location

Henry Hall Atrium 86

Start Date

13-4-2011 1:00 PM

End Date

13-4-2011 2:00 PM

Keywords

Health and Wellness, Health, Illness, and Healing, Life Science, Physical Science, Technology

Abstract

Thyroid hormone (TH) related disorders plague much of the world's population with limited treatment options. T1AM, a naturally occurring metabolite of the TH, is an effective agonist of the Trace Amine Associated Receptor 1 (TAAR1) and exhibits physiological effects that counter those of the TH. The existence of a regulatory relationship between T1AM and the TH is, therefore, likely. Elucidation of this relationship requires better understanding of TAAR1 regulation and could lead to more comprehensive treatment options. Previously our lab demonstrated agonist/antagonist regulation of TAAR1 using the two enantiomers of apomorphine. The project described herein examines the regioselectivity of aziridine ring opening reactions using hydroxyl compounds in both acidic and nucleophilic conditions. The goal of this project is to implement this chemistry to synthesize conformationally restricted analogs of T1AM that will exhibit TAAR1 regulations similar to that observed with apomorphine.

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Apr 13th, 1:00 PM Apr 13th, 2:00 PM

Regioselectivity of Aziridine Ring Opening Reactions Using Hydroxyl Compounds

Henry Hall Atrium 86

Thyroid hormone (TH) related disorders plague much of the world's population with limited treatment options. T1AM, a naturally occurring metabolite of the TH, is an effective agonist of the Trace Amine Associated Receptor 1 (TAAR1) and exhibits physiological effects that counter those of the TH. The existence of a regulatory relationship between T1AM and the TH is, therefore, likely. Elucidation of this relationship requires better understanding of TAAR1 regulation and could lead to more comprehensive treatment options. Previously our lab demonstrated agonist/antagonist regulation of TAAR1 using the two enantiomers of apomorphine. The project described herein examines the regioselectivity of aziridine ring opening reactions using hydroxyl compounds in both acidic and nucleophilic conditions. The goal of this project is to implement this chemistry to synthesize conformationally restricted analogs of T1AM that will exhibit TAAR1 regulations similar to that observed with apomorphine.