The first total synthesis of heteromine B, and an improved synthesis of heteromine A; natural products with antitumor activities

被引：9

作者：

Roggen, Heidi ^{[1
]}

Charnock, Colin ^{[2
]}

Gundersen, Lise-Lotte ^{[1
]}

机构：

[1] Univ Oslo, Dept Chem, N-0315 Oslo, Norway

[2] Oslo Univ Coll, Fac Hlth Sci, N-0130 Oslo, Norway

来源：

TETRAHEDRON | 2009年 / 65卷 / 27期

关键词：

Heteromine; Purine; Reductive alkylation; N-methylation; Antitumor compounds; HETEROSTEMMA-BROWNII; AGELASIMINE ANALOGS; (+)-AGELASINE-D; DERIVATIVES; PURINES;

D O I：

10.1016/j.tet.2009.04.100

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Efficient total syntheses of heteromines A and B (antitumor compounds previously isolated from the plant Heterostemma brownii Hayata) from commercially available 2-amino-6-chloropurine have been developed. The synthesis of heteromine A is considerably shorter than the previously reported synthesis, only requiring four steps, whereas the iodide salt of heteromine B was prepared in five steps. Heretomines A and B showed no significant antibacterial activity and therefore appear to be selective toward cancer cell lines. (C) 2009 Elsevier Ltd. All rights reserved.

引用

页码：5199 / 5203

页数：5

共 21 条

[1] Synthesis and antimycobacterial activity of agelasine E and analogs [J].