Antiplasmodial Activity of Lignans and Extracts from Pycnanthus angolensis

被引:37
作者
Abrantes, Marta [1 ]
Mill-Homens, Tania [1 ]
Duarte, Noelia [1 ]
Lopes, Dinora [2 ]
Cravo, Pedro [2 ]
Madureira, Maria do Ceu [3 ]
Ferreira, Maria-Jose U. [1 ]
机构
[1] Univ Lisbon, Fac Farm, iMed UL, P-1600083 Lisbon, Portugal
[2] Univ Nova Lisboa, Inst Higiene & Med Trop, CMDT, P-1200 Lisbon, Portugal
[3] Inst Super Ciencias Saude Egas Moniz, Monte De Caparica, Portugal
关键词
Pycnanthus angolensis; Myristicaceae; Lignans; antimalarial activity; Plasmodium falciparum;
D O I
10.1055/s-2008-1081317
中图分类号
Q94 [植物学];
学科分类号
071001 ;
摘要
The dichloromethane, methanol and aqueous ethanol extracts of the stem bark of Pycnanthus angolensis were evaluated for their in vitro activity against the 3D7 Plasmodium falciparum strain. The CH2Cl2 extract was the most active showing an IC50 = 1.6 mu g/mL. From this extract, a new dibenzylbutane lignan, threo-4,4'-dihydroxy-3-methoxylignan (1) named pycnantolol, together with the known lignans (-)-dihydroguaiaretic acid (2), heliobuphthalmin (3), talaumidin (4), hinokinin (5), the labdane-type diterpene ozic acid (6), and the steroids stigmast-4-en-6 beta-ol-3-one (7), beta-sitosterol (8) and stigmasterol (9) were isolated. Their structures were established on the basis of physical and spectroscopic methods, including 2 D NMR experiments (COSY, HMQC, HMBC and NOESY). The antimalarial activity of compounds 1 - 7 was evaluated against 3D7 and Dd2 P. falciparum strains. Despite the significant activity displayed by the crude CH2Cl2 extract, the isolated compounds showed weaker antiplasmodial activity. The lowest IC50 value was obtained for talaumidin (4) (IC50 = 20.7 mu g/mL against the Dd2-chloroquine resistant P. falciparum strain).
引用
收藏
页码:1408 / 1412
页数:5
相关论文
共 19 条
[11]  
JAKUPOVIC J, 1986, PLANTA MED, P18, DOI 10.1055/s-2007-969055
[12]   Neuroprotective lignans from the bark of Machilus thunbergii [J].
Ma, CJ ;
Sung, SH ;
Kim, YC .
PLANTA MEDICA, 2004, 70 (01) :79-80
[13]   Dihydroguaiaretic acid: A bioactive component of the stem bark of Pycnanthus angolensis [J].
Njoku, CJ ;
Hopp, DC ;
Alali, F ;
Asuzu, IU ;
McLaughlin, JL .
PLANTA MEDICA, 1997, 63 (06) :580-581
[14]  
OMOBUWAJO OR, 1992, PHYTOCHEMISTRY, V31, P1013, DOI 10.1016/0031-9422(92)80059-N
[15]   New neolignans from Talauma ovata [J].
Stefanello, MÉA ;
Alvarenga, MA ;
Toma, IN .
FITOTERAPIA, 2002, 73 (02) :135-139
[16]  
TRAGER W, 1976, SCIENCE, V193, P673, DOI 10.1126/science.781840
[17]   Pycnanthuquinone C:: A new terpenoid-quinone from Pycnanthus angolensis [J].
Wabo, Hippolyte K. ;
Tatsimo, Simplice N. ;
Tane, Pierre ;
Connolly, Joseph D. .
PLANTA MEDICA, 2007, 73 (02) :187-189
[18]   IDENTIFICATION OF C-24 ALKYL EPIMERS OF MARINE STEROLS BY C-13 NUCLEAR MAGNETIC-RESONANCE SPECTROSCOPY [J].
WRIGHT, JLC ;
MCINNES, AG ;
SHIMIZU, S ;
SMITH, DG ;
WALTER, JA ;
IDLER, D ;
KHALIL, W .
CANADIAN JOURNAL OF CHEMISTRY-REVUE CANADIENNE DE CHIMIE, 1978, 56 (14) :1898-1903
[19]   In vitro antiplasmodial activity and cytotoxicity of 33 West African plants used for treatment of malaria [J].
Zirihi, GN ;
Mambu, L ;
Guédé-Guina, F ;
Bodo, B ;
Grellier, P .
JOURNAL OF ETHNOPHARMACOLOGY, 2005, 98 (03) :281-285