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이마세(Ma Sae Lee),정성현(Sung Hyun Chung),김동현(Dong Hyun Kim),정세영(Se Young Choung),김신규(Sin Kyu Kim) 대한약학회 1990 약학회지 Vol.34 No.5
Irradiation of the berberinephenolbetaine in a stream of argon produced the 8,14-cycloberberines[1]. On treatment with ethylchloroformate C8-N bond cleavage of the compound[1] occurred, accompanied with dehydrochlorination to give 7-ethylcarboxyisoquinoline[3], and the product[3] treated with strong alkali solution to give the 13-oxonorotensane[4] in 64% yield. Irradiation of the compound[4] converted easily to dihydro-8H-dibenzo[a, g] quinolizine-8-one[5]. and then the compound[5] was treated with methyliodide to give the 8-oxo-quinolizinium methiode. The intermediate colume chromatography on IRA-400 afforded the benzo[c, g]azecine-5-one[6] in 63% yield. The result of biological activities for these compounds are also presented.
페놀베타인 유도체합성 및 항암 활성검토: 프로토베르베린에서 C-환의 화학적 변환
우성주,박예진,황순호,홍유화,이마세,김동현,김인종,김신규,U, Seong-Ju,Park, Ye-Jin,Hwang, Sun-Ho,Hong, Yu-Hwa,Lee, Ma-Se,Kim, Dong-Hyeon,Kim, In-Jong,Kim, Sin-Gyu 대한약학회 1996 약학회지 Vol.40 No.5
The 13-hydroxyberbine(1), derived from berberinephenolbetaine, has been derivatized to furnish a variety of compounds such as 13-oxoberbine(2), 13-thioberbine(3), 13-chloroberbi ne(4), 13-(2-methylaziridine)berbine(5) and 13-carbolactoneberbine(6). Antitumor activity of these compounds was tested.
김신규(Sin Kyu Kim),이형원(Hyung Won Lee),김인종(In Jong Kim),이마세(Ma Se Lee) 대한약학회 1992 약학회지 Vol.36 No.3
Benzo[C]phenanthidine alkaloids were found to exhibit considerably strong antileukemic activies. These alkaloids have been shown to be biosynthesized from the corresponding alkaloids throung an oxidative C6-N bond cleavage followed by recyclization between C6 and C13 position of the protoberberine. Recently we have achieved the biomimetic transformation of protoberberine alkaloid, berberine into benzo[C]phenanthridine alkaloid, chelerythrine.
페놀베타인 유도체합성: 프로토베르베린에서 C-환의 관능기도입 및 BC-환의 화학적 변환
우성주(Seong Ju Woo),황순호(Soon Ho Hwang),박예진(Yea Jin Park),홍유화(You Hwa Hong),이마세(Ma Se Lee),김인종(In Jong Kim),김신규(Sin Kyu Kim) 대한약학회 1996 약학회지 Vol.40 No.6
Betaine was treated with hydrochloric acid and then with sodium borohydride to give a hydroxy compound 2. The reaction of 2 with thionyl chloride followed by thiourea led a compound 5. Oxidation of compound 2 with pyridinium dichromate(PDC) and succesive treatment with Lawesson''s reagent also afforded the same compound 5. Cleavage of N-C14 bond compound of 7 was carried out via two reaction sequence from the compound 4. Finally, compound 10 was sythesized by a series of transformations from the compound 4.
이주영,류수진,박예진,황순호,이마세,김인종,김동현,김신규 慶熙大學校 1996 論文集 Vol.25 No.-
Sythesis of β-naphthol derivatives and their anti-tumor activity were investigated. Binaphthol 1 obtained from β-naphthol by oxidative C-C bond formation(phenoloxydation) was converted into its derivatives. Treatment of 1 with POCl_3 followed by aziridine introduction gave phosphoryl aziridine 3. Also, diaziridine 5 was obtained from 1 by chlorination and successive aziridine introdution. Typical chemical transformation of 1 to obtain ester-type afforded compound 7 and 8. Compound 5 was the most effective derivative of the tested compounds on their anti-tumor activity.