Antiplasmodial activity of lignans and extracts from Pycnanthus angolensis

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 CH (2)Cl (2) extract was the most active showing an IC (50) = 1.6 microg/mL. From this extract, a new dibe...

Full description

Saved in:
Bibliographic Details
Published inPlanta medica Vol. 74; no. 11; pp. 1408 - 1412
Main Authors Abrantes, Marta, Mil-Homens, Tania, Duarte, Noelia, Lopes, Dinora, Cravo, Pedro, Madureira, Maria do Ceu, Ferreira, Maria-Jose U
Format Journal Article
LanguageEnglish
Published Germany 01.09.2008
Subjects
Animals
Antimalarials - isolation & purification
Antimalarials - pharmacology
antiprotozoal activity
chemical structure
lignans
Lignans - chemistry
Lignans - isolation & purification
Lignans - pharmacology
Myristicaceae
Myristicaceae - chemistry
Plant Extracts - chemistry
Plant Extracts - pharmacology
Plasmodium falciparum
Plasmodium falciparum - drug effects
Pycnanthus angolensis
pycnantolol
spectral analysis
Online AccessGet more information

Cover

More Information
Summary: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 CH (2)Cl (2) extract was the most active showing an IC (50) = 1.6 microg/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-6beta-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 CH (2)Cl (2) extract, the isolated compounds showed weaker antiplasmodial activity. The lowest IC (50) value was obtained for talaumidin ( 4) (IC (50) = 20.7 microg/mL against the Dd2-chloroquine resistant P. falciparum strain).
ISSN:0032-0943
1439-0221
DOI:10.1055/s-2008-1081317