• 제목/요약/키워드: Stereochemistry

검색결과 112건 처리시간 0.014초

N-Alkyl-N-Nitrosocarbamoyl-3$\alpha$-Amino-와 3$\beta$-Amino-5$\alpha$-Cholestane 유도체들의 합성 및 항암작용 평가 (Synthesis and Antitumor Evaluation of N-Alkyl-N-Nitrosocarbamoyl-$\alpha$-Amino- and 3$\beta$-Amino-$\alpha$-Cholestane Derivatives)

  • 김정균;최순규;조인섭;유동식;유성호;문경호
    • 약학회지
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    • 제29권2호
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    • pp.62-69
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    • 1985

  • The isomeric intermediates, $3{\alpha}$and $3{\beta}-amino-5{\alpha}-cholestane required for the synthesis of N-nitrosoureas, N-(2-chloroethyl)-N-nitrosocarbamoyl-$3{\alpha}-amino-5{\alpha}$-cholestane (9), N-methyl-N-nitrosocarbamoyl-3${\alpha}-amino-5{\alpha}-cholestane$ (10), N-(2-chloroethyl)-N-nitrosocarbamoyl-$3{\beta}-amino-5{\alpha}-cholestane$: (7), and N-methyl-N-nitrosocarbamoyl-$3{\beta}-amino-5{\alpha}-cholestane$ (8) were obtained through the $LiAlH_{4}$ reduction of $5{\alpha}$-cholestan-3-one oxime, followed by the chromatographic separation: the assignment of the stereochemistry of both isomers were based on the shape and chemical shift of $C_{3}$-proton resonances on their NMR spectra and on the elution mobility on the TLC. The urea intermediates, N-(2-chloroethyl) carbamoyl-3.alpha.-amino-5.alpha.-cholestane (13), N-methylcarbamoyl-$3{\alpha}-amino-5{\alpha}-cholestane$ (14), N-(2-chloroethyl) carbamoyl-$3{\beta}-amino-5{\alpha}-cholestane (11) and N-methyl-$3{\beta}-amino-5{\alpha}$-cholestane (12) were prepared by the treatment of each isomers ($3{\alpha}$-amino-and $3{\beta}-amino-5{\alpha}$-cholestane) with alkyl isocyanates in anhydrous $CHCl_{3}$, and the corresponding nitrosoureas, 7-10 were obtained by the nitrosation of the ureas, 11-14, with AcOH (or HCOOH)/$NaNO_{2}$ in ice-cold condition. The inhibitory activity of the nitrosoureas, 7-10, and their intermediates, 12-14 towards the growth of L1210 murine leukemia cells, were examined. Among them, the compounds 9 and 10 exhibited high activity having $ED_{50}$ to be 5.5g/ml and 6.1g/ml, respectively.

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무거운 란탄이온의 전기화학적 거동, 분광학적 정량 및 중금속 이온과 두 자리 리간드 착물에 관한 연구(제 3 보): -테트라키스(5,7-디클로로-8-퀴놀리나토)(2-메르캅토피리미디나토) 몰리브데늄(IV) 착물의 합성 및 특성- (Studies on the Electrochemical Behaviors, Spectrophotometric Determination of Heavy Lanthanide Ions and Heavy Metal Chelate Complexes with Bidentate Ligands(III) -Synthesis and Characterization of the Tetrakis(5,7-dichloro-8-quinolinato)(2-mercaptopyrimidinato) molybdenum(IV) Complex-)

  • 장주환;최원종;박근수;손평수;서무열
    • 분석과학
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    • 제6권5호
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    • pp.417-424
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    • 1993

  • 5,7-디클로로-8-히드록시퀴놀리놀(Hdcq)과 2-메르캅토피리미딘(Hmpd)를 포함하는 8-배위 테트라키스 몰리브데늄(IV) 착물을 합성하였다. $Mo(mpd)_4$, $Mo(dcq)(mpd)_3$, $Mo(dcq)_2(mpd)_2$, $Mo(dcq)_3(mpd)$와 $Mo(dcq)_4$ 착물들을 TLC plate에서 분리하였다. 이 착물들의 특성을 $^1H-nmr$ 스펙트럼과 자외선-가시광선 스펙트럼으로 조사하였다. 리간드의 질소원자에 대한 ${\alpha}$위치 양성자의 화학적 이동값은 낮은 장으로 이동되었으며, $Mo(dcq)(mpd)_3$와 $Mo(dcq)_3(mpd)$는 같은 위치의 양성자가 2:1의 상대적 세기로 나타났고 $Mo(dcq)_2(mpd)_2$는 거의 같은 세기였다. 이들 착물의 입체화학을 nmr 스펙트럼과 Orgel 규칙으로 고찰했다. 이 착물들의 전자전이 스펙트럼은 세기(${\varepsilon}$>10,000~25,000)와 낮은 에너지($16,600{\sim}19,800cm^{-1}$) 흡수띠를 관찰하여 이를 전하이동 흡수띠로 해석하였다.

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