Isolation and antimalarial activity of new morphinan alkaloids on Plasmodium yoelii liver stage

被引：24

作者：

Carraz, Maelle ^{[1
,3
]}

Jossang, Akino ^{[1
]}

Rasoanaivo, Philippe ^{[2
]}

Mazier, Dominique ^{[3
]}

Frappier, Francois ^{[1
]}

机构：

[1] Museum Natl Hist Nat, CNRS, Lab Chim & Biochim Subst Nat, USM 0502,UMR 5154, F-75005 Paris, France

[2] Inst Malgache Rech Appliquees, Lab Pharmacognosie Appl Maladi Infect, Antananarivo 101, Madagascar

[3] Univ Paris 06, Ctr Hosp Univ Pitie Salpetriere, INSERM, UMR S 511, F-75013 Paris, France

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2008年 / 16卷 / 11期

关键词：

Strychnopsis thouarsii; morphinan; tazopsine; Plasmodium yoelii liver stage;

D O I：

10.1016/j.bmc.2008.04.033

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：

Decoction of Strychnopsis thouarsii is used in the Malagasy traditional medicine to combat malaria. We have shown that this traditional remedy prevents malaria infection by targeting Plasmodium at its early liver stage. Bioassay-guided fractionation of S. thouarsii stem barks extracts, using a rodent Plasmodium yoelii liver stage parasites inhibition assay, led to isolate the new morphinan alkaloid tazopsine (1) together with sinococuline (2) and two other new related morphinan analogs, 10-epi-tazopsine (3) and 10-epi-tazoside (4). Structures were characterized by 2D NMR, MS, and CD spectral analysis. Compounds 1-3 were found to fully inhibit the rodent P. yoelii liver stage parasites in vitro. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：6186 / 6192

页数：7

共 22 条

[1] NMR-SPECTROSCOPY IN THE STRUCTURAL ELUCIDATION OF OLIGOSACCHARIDES AND GLYCOSIDES [J].