Identification of ellagic acid derivatives in methanolic extracts from Qualea species.
The methanolic extract from the barks of the medicinal plant Qualea parviflora (Vochysiaceae) was fractionated by column chromatography over silica gel followed by gel permeation over Sephadex LH-20 to give 3,3'-di-O-methylellagic acid-4-O-beta-D-glucopyranoside (1), 3-O-methylellagic acid-4'-O-alpha-L-rhamnopyranoside (2), 3,3',4-tri-O-methylellagic acid-4'-O-beta-D-glucopyranoside (3), and 3,3'-di-O-methylellagic acid (4), together with triterpenes and saponins. We also performed comparative analyses among this species and Q. grandiflora and Q. multiflora using high-pressure liquid chromatography. The biological assays showed that, when compared to the standard ellagic acid, compounds 1-4 are less cytotoxic but have a lower capacity of stimulating murine peritoneal macrophages to release nitric oxide and tumoural-alpha necrose factor.
Nasser
Ana L M
AL
UNESP, São Paulo State University, Instituto de Química de Araraquara, C. Postal 355, 14801-970, Araraquara, SP, Brazil. nasser@iq.unesp.br
Carli
Camila B A
CB
Rodrigues
Clenilson M
CM
Maia
Danielle C G
DC
Carlos
Iracilda Z
IZ
Eberlin
Marcos N
MN
Hiruma-Lima
Clélia A
CA
Vilegas
Wagner
W
D000818:Animals; D002470:Cell Survival / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D004610:Ellagic Acid / Q000302:isolation & purification* / Q000494:pharmacology; D008070:Lipopolysaccharides / Q000494:pharmacology; D008264:Macrophages / Q000166:cytology / Q000187:drug effects / Q000502:physiology; D009682:Magnetic Resonance Spectroscopy; D019684:Magnoliopsida / Q000737:chemistry*; D000432:Methanol; D051379:Mice; D009569:Nitric Oxide / Q000378:metabolism; D010936:Plant Extracts / Q000302:isolation & purification*; D013864:Thioglycolates / Q000302:isolation & purification / Q000494:pharmacology; D014409:Tumor Necrosis Factor-alpha / Q000378:metabolism
D008070:Lipopolysaccharides; D010936:Plant Extracts; D013864:Thioglycolates; D014409:Tumor Necrosis Factor-alpha; D004610:Ellagic Acid; D009569:Nitric Oxide; D000432:Methanol