Bioactive sucrose esters from Bidens parviflora.
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)-beta-D-fructofuranosyl-(2-->1)-alpha-D-glucopyranoside, (6-O-(E)-p-coumaroyl)-beta-D-fructofuranosyl-(2-->1)-(6-O-(E)-p-coumaroyl)-alpha-D-glucopyranoside II, 6,6'-sucrose ester of (1alpha,2alpha,3beta,4beta)-3,4-bis(4-hydroxyphenyl)-1,2-cyclobutanedicarboxylic acid, dimethyl ester of (1alpha,2alpha,3alpha,4alpha)-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.
Wang
Naili
N
Department of Natural Products Chemistry, Shenyang Pharmaceutical University, 103, Wenhua Road Shenhe District Shenyang, Shenyang 110015, China. wangl888@sina.com
Yao
Xinsheng
X
Ishii
Rie
R
Kitanaka
Susumu
S
D000818:Animals; D031176:Bidens / Q000737:chemistry*; D002460:Cell Line / Q000187:drug effects / Q000378:metabolism; D003503:Cyclobutanes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D015232:Dinoprostone / Q000037:antagonists & inhibitors / Q000096:biosynthesis; D004952:Esters / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D006636:Histamine Release / Q000187:drug effects; D008264:Macrophages / Q000187:drug effects / Q000378:metabolism; D008297:Male; D008407:Mast Cells / Q000187:drug effects / Q000378:metabolism; D019906:Nuclear Magnetic Resonance, Biomolecular; D010946:Plants, Medicinal / Q000737:chemistry; D051381:Rats; D017208:Rats, Wistar; D013395:Sucrose / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*
D003503:Cyclobutanes; D004952:Esters; C003731:truxillic acid; D013395:Sucrose; D015232:Dinoprostone