YAKHAK HOEJI (약학회지)
- Volume 36 Issue 1
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- Pages.1-6
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- 1992
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- 0377-9556(pISSN)
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- 2383-9457(eISSN)
Synthesis of Protoberberine Derivatives and Their Biological Activities
Protoberberine의 고급지방산 유도체합성 및 활성연구(V)
- Kim, Sin-Kyu (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Kwon, Chang-Ho (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Yook, Chang-Soo (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Rho, Young-Soo (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Seo, Seong-Hoon (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Choung, Se-Young (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Chung, Sung-Hyun (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Kim, Dong-Hyun (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University) ;
- Hwang, Soon-Ho (Research Institute of East-West Pharmacy Attached to College of Pharmacy Kyung Hee University)
- 김신규 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 권창호 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 육창수 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 노영수 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 서성훈 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 정세영 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 정성현 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 김동현 (경희대학교 약학대학 부설경희동서약학연구소) ;
- 황순호 (경희대학교 약학대학 부설경희동서약학연구소)
- Published : 1992.02.29
Abstract
Irradiation of phenolbetaine in a stream of nitrogen produced 8,14-cycioberbine[1]. Compound[1] was treated with 10% HCl solution to give the 8-hydroxycycloberbine[2] in 67.7% yield. Subsequently addition of ethylchloroformate to the compound[2] gave rise to the 8-hydroxy-7-ethylcarboxy-9, 10-dimethoxy-2, 3-methylenelioxy-13-oxo-norochotensane[3] in 78% yield. Treatment of the compound[3] with bis-(2-chloroethyl)amine then lead to the 7-bis(2-chloroethyl)carbamyl-norochoteneare[4]. On the other hand the compound[5], which is the 8-methoxynorochotensane, was derived when compound[1] was treated with methanol in a few drops of BF. Treatment of the compound[6], and the compound[7], 7-bis(2-chloroethyl)-carbanyl-8-methoxy-norocheyensane, was then synthesized by reaction of the compound[6] with bis(2-chloroethyl) amine. In the other synthetic pathway when compound[5] was treated with
Keywords
- 8,14-Cycloberbine;
- bis(2-chloroethyl) amine;
- norochotensane;
- regioselective ring cleavage;
- ethylchloroformate;
- berberinephenolbetaine borontrifluoridethylether