title: Triterpenoids from the fruits and leaves of the blackberry (Rubus allegheniensis) and their inhibitory activities on foam cell formation in human monocyte-derived macrophage.
abstract: From the methanol extract of the fruits of the blackberry (Rubus allegheniensis Port.), four triterpenoids - pomolic acid (1), tormentic acid (2), euscaphic acid (3) and 1β-hydroxyeuscaphic acid (4) - were isolated, while six triterpenoids - 2, 3, myrianthic acid (5), ziyu glycoside II (6), sericic acid (7) and 19-hydroxy-2,3-secours-12-ene-2,3,28-trioic acid 3-methyl ester (8) - were obtained from the methanol extract of the leaves of this plant. Their structures were determined on the basis of spectral data. Compounds 1-8 were examined for their inhibitory activities on foam cell formation in human monocyte-derived macrophages induced by acetylated low-density lipoproteins at a 50 μM concentration. Among the tested compounds, 1 showed the strongest activity, with the inhibitory effect being 90%. The inhibitory activities of 2-8 were evaluated to be 30%, 32%, 33%, 4%, 48%, 4% and 24%, respectively. Further, the structure-activity relationship of these compounds was investigated.
authors.affiliation: a Department of Bioscience , School of Agriculture, Tokai University , 5435 Minamiaso, Aso, Kumamoto 869-1404 , Japan.
authors.forename: Masateru
authors.initials: M
authors.lastname: Ono
authors.forename: Shin
authors.initials: S
authors.lastname: Yasuda
authors.forename: Haruki
authors.initials: H
authors.lastname: Komatsu
authors.forename: Yukio
authors.initials: Y
authors.lastname: Fujiwara
authors.forename: Motohiro
authors.initials: M
authors.lastname: Takeya
authors.forename: Toshihiro
authors.initials: T
authors.lastname: Nohara
mesh_terms: D001161:Arteriosclerosis / Q000517:prevention & control; D005487:Foam Cells / Q000187:drug effects*; D005638:Fruit / Q000187:drug effects; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D008077:Lipoproteins, LDL / Q000737:chemistry; D008264:Macrophages / Q000187:drug effects*; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D018515:Plant Leaves / Q000737:chemistry; D065856:Rubus / Q000737:chemistry*; D013329:Structure-Activity Relationship; D014315:Triterpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology
chemical_list: D006027:Glycosides; D008077:Lipoproteins, LDL; D014315:Triterpenes; C032629:acetyl-LDL; C007695:euscaphic acid; C097138:sericic acid; C115535:pomolic acid; D009828:Oleanolic Acid
keywords: Rubus allegheniensis; blackberry; foam cell; macrophage; triterpenoid