화학공학소재연구정보센터
학회 한국공업화학회
학술대회 2019년 가을 (10/30 ~ 11/01, 제주국제컨벤션센터(ICC JEJU))
권호 23권 2호
발표분야 포스터_정밀화학
제목 Further functionalization of the tricyclic intermediate for the synthesis of Harringtonolide
초록 Harringtonolide, which is the one of the norditerpenoids derivatives, has been isolated from the Cephalotaxus genus. The derivatives have presented various biological activities such as cytotoxicity towards KB tumor cells, plant growth inhibitory, antiviral and antineoplastic activities. They have a compact tetracyclic structure containing a bridged lactone, tetrahydrofuran ring and consecutive stereogenic centers at a cis-fused tricyclic ring. In order to utilize these biological activities, we have suggested simple and alternative retro-synthetic ways for the synthesis of Harringtonolide. Our new synthetic methods start with a molecule named 6-methoxytetralone with following reaction steps such as Robinson annulation, Bromination and Nitration. Especially, test reactions for demethylation step was performed for developing further reactions. In this study, the optimization of these reactions including demethylation will be illustrated.
저자 이선아, 김주희, 정경수, 양해민, 김영규
소속 서울대
키워드 Total synthesis; norditerpenoids; harringtonolide; reaction optimization; demethylation
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