Bioactive sucrose esters from Bidens parviflora

• Published in: Phytochemistry (Oxford) 2003-03, Vol.62 (5), p.741-746
• Main Authors: Wang, Naili, Yao, Xinsheng, Ishii, Rie, Kitanaka, Susumu
• Format: Article
• Language: English
• Subjects: Animals; Bidens - chemistry; Bidens parviflora Willd; Biological and medical sciences; Cell Line - drug effects; Cell Line - metabolism; Chemical constitution; Compositae; Cyclobutanes - chemistry; Cyclobutanes - isolation & purification; Cyclobutanes - pharmacology; Dinoprostone - antagonists & inhibitors; Dinoprostone - biosynthesis; Esters - chemistry; Esters - isolation & purification; Esters - pharmacology; Fundamental and applied biological sciences. Psychology; General pharmacology; Histamine Release - drug effects; Histamine release inhibitor; Macrophages - drug effects; Macrophages - metabolism; Male; Mast Cells - drug effects; Mast Cells - metabolism; Medical sciences; Nuclear Magnetic Resonance, Biomolecular; PGE 2 production inhibitor; Pharmacognosy. Homeopathy. Health food; Pharmacology. Drug treatments; Plant physiology and development; Plants, Medicinal - chemistry; Rats; Rats, Wistar; Sucrose - chemistry; Sucrose - isolation & purification; Sucrose - pharmacology; Sucrose ester; Truxillic and truxinic acids
• ISSN: 0031-9422; 1873-3700
• DOI: 10.1016/S0031-9422(02)00454-5

An investigation on Bidens parviflora led to the isolation of three sucrose esters and a substituted truxillate. Their structures were elucidated as (6- O-( E) -p-coumaroyl)-β- d-fructofuranosyl-(2→1)-α- d-glucopyranoside, (6 -O-( E) -p-coumaroyl)-β- d-fructofuranosyl-(2→1)-(6 -O-( E) -p-coumaroyl)-α- d-glucopyranoside II, 6,6′-sucrose ester of (1α,2α,3β,4β)-3,4-bis(4-hydroxyphenyl)-1,2-cyclobutanedicarboxylic acid, dimethyl ester of (1α,2α,3α,4α)-2,4-bis(3,4-dihydroxyphenyl)-1,3-cyclobutanedicarboxylic acid on the basis of spectral and chemical evidence. These compounds were subjected to the following bioassays: the histamine release inhibition of rat mast cells induced by antigen-antibody reaction and the inhibitory activity of PGE 2 production by macrophages. Three sucrose esters and a substituted truxillate were isolated from Bidens parviflora Willd.