Dioncophylline D and 8-O-methyldioncophylline D, 7,8′-coupled naphthylisoquinoline alkaloids from Triphyophyllum peltatum

被引：7

作者：

Bringmann, G

Wenzel, M

Rübenacker, M

Schäffer, M

Rückert, M

Assi, LA

机构：

[1] Inst Organ Chem, D-97074 Wurzburg, Germany

[2] Univ Abidjan, Ctr Natl Florist, Abidjan 08, Cote Ivoire

来源：

PHYTOCHEMISTRY | 1998年 / 49卷 / 04期

关键词：

Triphyophyllum peltatum; Dioncophyllaceae; dioncophylline D; 8-O-methyl-dioncophylline D; naphthylisoquinoline alkaloids; biaryls; atropisomerism; structural elucidation;

D O I：

10.1016/S0031-9422(98)00070-3

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 isolation and structural elucidation of two novel naphthylisoquinoline alkaloids, dioncophylline D and its 8-O-methyl analogue, from the West African liana Triphyophyllum peltatum are described. Their structures are based on the rare 7,8'-coupling between the two molecular moieties. The absolute configuration at the stereocentres of the isoquinoline half was established by oxidative degradation to give R-3-aminobutyric acid and D-alanine. Both alkaloids are characterized by a rapid rotation around the biaryl axis. The two new alkaloids are apparently found in young (carnivorous) plants, exclusively. (C) 1998 Elsevier Science Ltd. All rights reserved.

引用

页码：1151 / 1155

页数：5

共 14 条

[1] ACETOGENIC ISOQUINOLINE ALKALOIDS .35. (+/-)-DIONCOPHYLLACINE-A, A NAPHTHYLISOQUINOLINE ALKALOID WITH A 4-METHOXY SUBSTITUENT FROM THE LEAVES OF TRIPHYOPHYLLUM-PELTATUM [J].