碘化N,N-二甲基二氧杂叶啉鎓A：首个N-季铵化萘基异喹啉鎓盐的合成、立体分析及抗疟活性

N,N-dimethyldioncophyllinium A iodide: synthesis, stereoanalysis, and antimalarial activity of the first N-quaternary naphthylisoquinolinium salt.

作者信息

Bringmann G, Ochse M, Schäffer M, God R, Walter R, François G

机构信息

Institut für Organische Chemie, Universität, Am Hubland, Würzburg, Germany.

出版信息

Planta Med. 1997 Dec;63(6):544-7. doi: 10.1055/s-2006-957760.

DOI:10.1055/s-2006-957760

PMID:9434607

Abstract

The first synthesis of an N-quaternary salt of a naphthylisoquinoline alkaloid, N,N-dimethyldioncophyllinium A iodide, is described. For this potential natural product, a degradative procedure for the unambiguous stereoanalysis of the stereogenic centers has been elaborated. It shows enhanced anti-plasmodial activity in vitro towards Plasmodium falciparum erythrocytic forms, as compared to its less methylated precursors.

摘要

描述了萘基异喹啉生物碱的N-季铵盐N,N-二甲基二氢血根碱碘化物的首次合成。对于这种潜在的天然产物，已经精心设计了一种用于明确立体中心立体分析的降解方法。与甲基化程度较低的前体相比，它在体外对恶性疟原虫红细胞形式显示出增强的抗疟活性。