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  • 03월 02일 17시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제109회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Synthesis of thioflavin-T analogues as a potential amyloid imaging agents

등록일
2012년 2월 14일 20시 59분 12초
접수번호
0350
발표코드
MEDI.P-993 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
발표시간
4월 25일 (수요일) 18:00~21:00
발표형식
포스터
발표분야
의약화학
저자 및
공동저자
정순재, 박정훈1, 양승대1, 허민구1, 유국현
동국대학교 화학과, Korea
1한국원자력연구원 방사선기기연구부, Korea
Alzheimer's disease (AD) is the most common form of dementia, involves accumulation of amyloid plaques. Amyloid beta (Aβ) is the main component of amyloid plaques, and thioflavin-T (ThT) is widely used to visualize and quantify the presence of Aβ. In this study, we synthesized the ThT analogues for detection of Aβ40 fibrils in vitro. 2-(2'-Methoxy-4'-aminophenyl)benzoxazole (1) was synthesized by the condensation of 2-aminophenol and 4-amino-2-methoxybenzoic acid at 200°C in polyphosphoric acid. 2-(2'-Methoxy-4'-methylaminophenyl)benzoxazole (2) was monomethylated using the deprotonationg agent sodium methoxide, paraformaldehyde and the reducing agent sodium borohydride in methanol. 2-(2'-Methoxy-4'-dimethylaminophenyl)benzoxazole (3) was synthesized starting from 1, which was followed by dimethylation using methyl iodide and potassium carbonate. 2-(2'-Methoxy-4'-aminophenyl)benzothiazole (4) was prepared conjugation of 2-aminothiophenol and 4-amino-2-methoxybenzoic acid in phosphorus oxychloride. 2-(2'-Methoxy-4'-methylaminophenyl)benzothiazole (5) was monomethylated using the deprotonationg agent sodium methoxide, paraformaldehyde and the reducing agent sodium borohydride in methanol. 2-(2'-methoxy-4'-dimethylaminophenyl)benzothiazole (6) was synthesized starting from 4, which was followed by dimethylation using formaldehyde in the presence of sulfuric acid and powdered iron. The synthesized 6 ThT analogues were tested with synthetic Aβ40 aggregates for their fluorescence response. Among tested 6 compounds, compound 2 has two critical requirements for fluorescence imaging probe; high fluorescence responsiveness and strong binding affinity.

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