Novel alkaloids from the red ascidian Botryllus leachi

被引：42

作者：

Durán, R ^{[1
]}

Zubía, E ^{[1
]}

Ortega, MJ ^{[1
]}

Naranjo, S ^{[1
]}

Salvá, J ^{[1
]}

机构：

[1] Fac Ciencias Mar, Dept Quim Organ, Cadiz 11510, Spain

来源：

TETRAHEDRON | 1999年 / 55卷 / 46期

关键词：

alkaloids; marine metabolites; biologically active compounds;

D O I：

10.1016/S0040-4020(99)00803-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The red ascidian Botryllus leachi contains two novel pyrazine alkaloids, botryllazine A (1) and botryllazine B (2) together with the new imidazole alkaloid 2-(p-hydroxybenzoyl)-4-(p-hydroxyphenyl)imidazole (3). The structures of compounds 1-3 were elucidated by interpretation of spectral data, with special emphasis on the analyses of H-1-C-13 couplings. Botryllazine A (1) represents the first example of a marine alkaloid containing a pyrazine nucleus derived from three tyrosine precursors. It is proposed that the biogenetic pathway leading from two tyrosine precursors to botryllazine B (2) involves amide formation and, subsequently, cyclization via imine formation. The cytotoxicity assay results of the new compounds 1-3 against four tumor cell lines are presented. (C) 1999 Elsevier Science Ltd. All rights reserved.

引用

页码：13225 / 13232

页数：8

共 17 条

[1]

[Anonymous], CARBON 13 NMR SPECTR

[2] TOPSENTINS, NEW TOXIC BIS-INDOLE ALKALOIDS FROM THE MARINE SPONGE TOPSENTIA-GENITRIX [J].