Antiplasmodial halogenated monoterpenes from the marine red alga Plocamium cornutum

被引:40
作者
Afolayan, Anthonia F. [1 ]
Mann, Maryssa G. A. [1 ]
Lategan, Carmen A. [2 ]
Smith, Peter J. [2 ]
Bolton, John J. [3 ]
Beukes, Denzil R. [1 ]
机构
[1] Rhodes Univ, Fac Pharm, Div Pharmaceut Chem, ZA-6140 Grahamstown, South Africa
[2] Univ Cape Town, Div Pharmacol, ZA-7965 Observatory, South Africa
[3] Univ Cape Town, Dept Bot, ZA-7701 Rondebosch, South Africa
基金
新加坡国家研究基金会; 美国安德鲁·梅隆基金会;
关键词
Plocamium cornutum; Plocamiaceae; Antimalarial; Halogenated monoterpene; POLYHALOGENATED MONOTERPENES; NATURAL-PRODUCTS; MALARIA; CARTILAGINEUM; CORALLORHIZA;
D O I
10.1016/j.phytochem.2009.02.010
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
in our continuing search for antimalarial leads from South African marine organisms we have examined the antiplasmodial organic extracts of the endemic marine red alga Plocamium cornutum (Turner) Harvey. Two new and three known halogenated monoterpenes were isolated and their structures determined by standard spectroscopic techniques. The 3,7-dimethyl-3,4-dichloro-octa-1,5,7-triene skeleton is common to all five compounds. Interestingly, compounds bearing the 7-dichloromethyl substituent showed significantly higher antiplasmodial activity toward a chloroquine sensitive strain of Plasmodium falciparum. (C) 2009 Elsevier Ltd. All rights reserved.
引用
收藏
页码:597 / 600
页数:4
相关论文
共 18 条
[1]   Polyhalogenated monoterpenes from Plocamium cartilagineum from the Portuguese coast [J].
Abreu, PM ;
Galindro, JM .
JOURNAL OF NATURAL PRODUCTS, 1996, 59 (12) :1159-1162
[2]  
[Anonymous], 1997, Contributions from the Bolus Herbarium
[3]   The role of vanadium bromoperoxidase in the biosynthesis of halogenated marine natural products [J].
Butler, A ;
Carter-Franklin, JN .
NATURAL PRODUCT REPORTS, 2004, 21 (01) :180-188
[4]   In vitro antiplasmodial activity of medicinal plants native to or naturalised in South Africa [J].
Clarkson, C ;
Maharaj, VJ ;
Crouch, NR ;
Grace, WM ;
Pillay, P ;
Matsabisa, MG ;
Bhagwandin, N ;
Smith, PJ ;
Folb, PI .
JOURNAL OF ETHNOPHARMACOLOGY, 2004, 92 (2-3) :177-191
[5]   MONOTERPENE HALOGENATION BY RED ALGA PLOCAMIUM-OREGONUM [J].
CREWS, P .
JOURNAL OF ORGANIC CHEMISTRY, 1977, 42 (15) :2634-2636
[6]   CARTILAGINEAL - UNUSUAL MONOTERPENE ALDEHYDE FROM MARINE ALGA [J].
CREWS, P ;
KHO, E .
JOURNAL OF ORGANIC CHEMISTRY, 1974, 39 (22) :3303-3304
[7]   Malaria [J].
Greenwood, BM ;
Bojang, K ;
Whitty, CJM ;
Targett, GAT .
LANCET, 2005, 365 (9469) :1487-1498
[8]   Drug-resistant malaria [J].
Hyde, JE .
TRENDS IN PARASITOLOGY, 2005, 21 (11) :494-498
[9]   Volatile halogenated metabolites from marine red algae [J].
Maria Kladi ;
Constantinos Vagias ;
Vassilios Roussis .
Phytochemistry Reviews, 2004, 3 (3) :337-366
[10]   Plocoralides A-C, polyhalogenated monoterpenes from the marine alga Plocamium corallorhiza [J].
Knott, MG ;
Mkwananzi, H ;
Arendse, CE ;
Hendricks, DT ;
Bolton, JJ ;
Beukes, DR .
PHYTOCHEMISTRY, 2005, 66 (10) :1108-1112