Date Approved

2-8-2019

Embargo Period

2-11-2019

Document Type

Thesis

Degree Name

M.S., Pharmaceutical Sciences

Department

Chemistry and Biochemistry

College

College of Science & Mathematics

First Advisor

Moura-Letts, Gustavo

Second Advisor

Wu, Chun

Third Advisor

Jonnalagadda, Subash

Subject(s)

Drug development

Disciplines

Medicinal and Pharmaceutical Chemistry

Abstract

Cyanopyrrolidines and beta-Amino alcohols are molecular scaffolds that are highly found in commercially available drugs. We developed a multi-step synthetic method to form a novel library of compounds as inhibitors that share both scaffolds toward potent and selective diabetes therapeutics. Despite the ease for the synthesis of Cyanopyrrolidines, the difficulty of forming high selective beta-Amino alcohols is challenging. We successfully find the best condition for the preference of highly selective mono-alkylation and double-alkylation products and produce them with high yield.

Matrine is an alkaloid found in plants from the genus Sophora and can produce some pharmacological effects such as anti-cancer and anti-tumor effects. We modified the structure of matrine compound by adding aminonitrilles and beta-Amino alcohols scaffolds to its 1st and 2nd generation analogues to produce potential drug therapy.

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