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  • 02월 28일 19시 이후 : 초록수정 불가능, 일정확인 및 검색만 가능

제111회 대한화학회 학술발표회, 총회 및 기기전시회 안내 Total syntheses of 1-deoxylycorine and lycorine

2013년 1월 29일 16시 27분 46초
ORGN.O-4 이곳을 클릭하시면 발표코드에 대한 설명을 보실 수 있습니다.
금 10시 : 45분
유기화학 - Oral Presentation for Young Organic Chemists
저자 및
정용근, 조천규*
한양대학교 화학과, Korea
Lycorine is a toxic crystalline alkaloid present in various Amaryllidaceae plant species that include Lycoris, Pancratium, Narcissus, Galanthus, Zephyranthes and Haemanthus. Arising from norbelladine in its biosynthesis, lycorine has the pyrrolo[de]phenanthridine framework that is common to many other congeneric natural compounds. It has a wide variety of important biological activities range from the inhibition of ascorbic acid biosynthesis, the prevention of cyanide-insensitive respiration to the inhibition of growth and cell division in higher plants. Similar to other Amaryllidaceae small molecule constituents, such as pancratistatin and trans-dihydronarciclasin, it has attracted much attention for its highly potent antitumor effects, both in vitro and in vivo, as well as in cancer cells that display resistance to proapoptotic stimuli. Such biological importance together with challenging chemistry of lycorine and related alkaloids have induced many synthetic studies and the generation of many structural analogs. As a part of our ongoing study exploring the utility of 3,5-dibromo-2-pyrone in target-oriented synthesis, we have envisioned the pyrrolo[de]phenanthridine skeleton of lycorine and related natural alkaloids could be rapidly constructed from the cycloadduct of 3,5-dibromo-2-pyrone with a styrene type dienophile. Present herein would be our path-finding effort that affords the eventual synthesis of 1-deoxylycorine and lycorine