121st General Meeting of the KCS

Type Poster Presentation
Area Medicinal Chemistry
Room No. Event Hall
Time 4월 19일 (목요일) 11:00~12:30
Code MEDI.P-591
Subject Design and Solid-Phase Parallel Synthesis of 2,4,5-Trisubstituted Thiazole Derivatives as a Potential Sphingosylphosphorylcholine (SPC) Receptor Inhibitors
Authors HYEJIN KWON, Sun Hwa Jung, Young Dae Gong*
Department of Chemistry, Dongguk University, Korea
Abstract Combinatorial chemistry is considered important for the new drug discovery. Especially, solid-phase synthesis is one of the fastest and easiest tools for the synthesis of library of compounds in a short time. In this study, we prepared library of 2,4,5-trisubstituted thiazole derivatives by alkylation, acylation, sulfonylation of the 2,4-diamino(thiazole-5-yl)sub stituted-phenylmethanone resin via solid-phase synthesis. 2,4-diamino(thiazole-5-yl)substituted-phenylmethanone is known as a good therapeutic agent toward SPC. SPC usually occurs in plasma and a constituent of lipoproteins; and it plays a multifunctional role such as cell growth, differentiation, calcium signaling, tissue remodeling. Therefore, we are expecting that synthesized 2,4,5-trisubstituted thiazole derivatives will show biological activity against SPC receptor. In previous studies, the sulfone traceless linker was introduced to the Merrifield resin for the synthesis of 2,4,5-trisubstituted thiazole derivatives. However, the methodology had a limitation since diversity was introduced only from one side using nucleophiles. To solve this problem, we have decided to introduce new carbamimidothioate linker to the Merrifield resin thus linker will act as a nucleophile and allow to introduce various electrophile substituents such as alkyl halides, acid chlorides, and sulfonyl chlorides. As a result, an improved molecular diversity of the 2,4,5-trisubstituted thiazole library can serve more effectively in the development of a potential SPC receptor inhibitors.
E-mail khgin@hanmail.net