The absolute stereostructure of dioncophylline a by anomalous X-ray dispersion of a 5-bromo derivative

被引:7
作者
Bringmann, G [1 ]
Saeb, W [1 ]
Peters, K [1 ]
Peters, EM [1 ]
机构
[1] MAX PLANCK INST FESTKORPERFORSCH, D-70506 STUTTGART, GERMANY
关键词
Triphyophyllum peltatum; Dioncophyllaceae; dioncophylline A; naphthylisoquinoline alkaloids; absolute configuration; X-ray crystallography;
D O I
10.1016/S0031-9422(97)00137-4
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
The absolute configuration of the naphthylisoquinoline alkaloid dioncophylline A was determined by anomalous X-ray dispersion crystal structure analysis of its bisbenzylated bromo derivative. (C) 1997 Elsevier Science Ltd.
引用
收藏
页码:1283 / 1285
页数:3
相关论文
共 21 条
[1]   ACETOGENIC ISOQUINOLINE ALKALOIDS .17. 1ST TOTAL SYNTHESIS OF (-)-DIONCOPHYLLINE-A (TRIPHYOPHYLLINE) AND OF SELECTED STEREOISOMERS - COMPLETE (REVISED) STEREOSTRUCTURE [J].
BRINGMANN, G ;
JANSEN, JR ;
REUSCHER, H ;
RUBENACKER, M ;
PETERS, K ;
VONSCHNERING, HG .
TETRAHEDRON LETTERS, 1990, 31 (05) :643-646
[2]   Molluscicidal activity of naphthylisoquinoline alkaloids from Triphyophyllum and Ancistrocladus species [J].
Bringmann, G ;
Holenz, J ;
Assi, LA ;
Zhao, C ;
Hostettmann, K .
PLANTA MEDICA, 1996, 62 (06) :556-557
[3]   ACETOGENIC ISOQUINOLINE ALKALOIDS .23. STRUCTURE OF THE NAPHTHYL ISOQUINOLINE ALKALOID DIONCOPHYLLINE-A .22. [J].
BRINGMANN, G ;
ZAGST, R ;
SCHONER, B ;
BUSSE, H ;
HEMMERLING, M ;
BURSCHKA, C .
ACTA CRYSTALLOGRAPHICA SECTION C-CRYSTAL STRUCTURE COMMUNICATIONS, 1991, 47 :1703-1705
[4]  
BRINGMANN G, 1991, SYNTHESIS-STUTTGART, P825
[5]   FEEDING DETERRENCY AND GROWTH RETARDING ACTIVITY OF THE NAPHTHYLISOQUINOLINE ALKALOID DIONCOPHYLLINE-A AGAINST SPODOPTERA-LITTORALIS [J].
BRINGMANN, G ;
GRAMATZKI, S ;
GRIMM, C ;
PROKSCH, P .
PHYTOCHEMISTRY, 1992, 31 (11) :3821-+
[6]   ACETOGENIC ISOQUINOLINE ALKALOIDS .34. ANCISTROBREVINE-B, THE 1ST NAPHTHYLISOQUINOLINE ALKALOID WITH A 5,8'-COUPLING SITE, AND RELATED-COMPOUNDS FROM ANCISTROCLADUS-ABBREVIATUS [J].
BRINGMANN, G ;
ZAGST, R ;
REUSCHER, H ;
ASSI, LA .
PHYTOCHEMISTRY, 1992, 31 (11) :4011-4014
[7]   Jozimine A ('Dimeric' dioncophylline A), a non-natural michellamine analog with high antimalarial activity [J].
Bringmann, G ;
Saeb, W ;
Koppler, D ;
Francois, G .
TETRAHEDRON, 1996, 52 (42) :13409-13418
[8]   ACETOGENIC ISOQUINOLINE ALKALOIDS .16. ON THE STRUCTURE OF THE DIONCOPHYLLACEAE ALKALOIDS DIONCOPHYLLINE-A (TRIPHYOPHYLLINE) AND O-METHYL-TRIPHYOPHYLLINE [J].
BRINGMANN, G ;
RUBENACKER, M ;
JANSEN, JR ;
SCHEUTZOW, D ;
ASSI, LA .
TETRAHEDRON LETTERS, 1990, 31 (05) :639-642
[9]   ACETOGENIC ISOQUINOLINE ALKALOIDS .22. A FACILE DEGRADATION PROCEDURE FOR DETERMINATION OF ABSOLUTE-CONFIGURATION IN 1,3-DIMETHYLTETRAQUINOLINES AND DIHYDROISOQUINOLINES [J].
BRINGMANN, G ;
GEUDER, T ;
RUBENACKER, M ;
ZAGST, R .
PHYTOCHEMISTRY, 1991, 30 (06) :2067-2070
[10]   An improved degradation procedure for determination of the absolute configuration in chiral isoquinoline and beta-carboline derivatives [J].
Bringmann, G ;
God, R ;
Schaffer, M .
PHYTOCHEMISTRY, 1996, 43 (06) :1393-1403