부산대학교 도서관

To link to full-text access for this article, visit this link: http://dx.doi.org/10.1016/j.jep.2006.05.024 Byline: Samir Kumar Sadhu (a), Emi Okuyama (b), Haruhiro Fujimoto (c), Masami Ishibashi (d), Erdem Yesilada (e) Keywords: Cistus laurifolius; Cistaceae; Prostaglandin inhibition; Antioxidant activity; Flavonoids; Lignans Abstract: As Cistus laurifolius has been used traditionally to treat inflammatory and rheumatic disorders, its leaves were tested for prostaglandin (PG) inhibitory and antioxidant activities. The leaf extract showed both activities, i.e., inhibitory effect at 300[mu]g/ml on PGE.sub.1- and E.sub.2-induced contractions in guinea pig ileum and 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical scavenging effect. The separation guided by the activities shown by these dual assays provided sixteen compounds, 1-16. Known compounds 1-12 and 15 were identified as 3-O-methyl quercetin (1), 3,7-O-dimethyl quercetin (2), genkwanin (3), 3,7-O-dimethyl kaempferol (4), 3,4'-O-dimethyl quercetin (5), apigenin (6), 3,4'-O-dimethyl kaempferol (7), ellagic acid (8), [beta]-sitosterol-3-O-[beta]-glucoside (9), quercetin 3-O-[alpha]-rhamnoside (10), 5-O-p-coumaroyl quinic acid methyl ester (11), 1-(4-hydroxy-3-methoxyphenyl)-2-[4-(3-[alpha]-l-rhamnopyranoxypropyl)-2-methoxyphenoxy]-1,3-propanediol (12) and 2,3-dihydro-2-(4'-[alpha]-l-rhamnopyranosyloxy-3'-methoxyphenyl)-3-hydroxymethyl-7-methoxy-5-benzofuranpropanol (15). New lignan glycosides 13 and 14 were determined to be olivil 9-O-[beta]-d-xyloside and berchemol 9-O-rhamnoside, respectively. Compound 16 was isolated as a 2:1 mixture of two diastereomers, the major one of which was determined to be (7S,8R)-dihydrodehydrodiconiferyl alcohol 9'-O-[alpha]-l-rhamnoside. The structures were determined by detailed 2D NMR analysis together with NOEDF and CD. PG inhibitory effect was observed in 1, 5, 10, 12 and 16 at 30[mu]g/ml and antioxidant activity, in 1, 2, 8, 10, 12-14 and 16. Author Affiliation: (a) Pharmacy Discipline, Life Science School, Khulna University, Khulna-9208, Bangladesh (b) Faculty of Pharmaceutical Sciences, Josai International University, 1 Gumyo, Togane, Chiba 283-8555, Japan (c) Faculty of Pharmaceutical Sciences, Teikyo Heisei University, 2289-23 Uruido, Ichihara, Chiba 290-0193, Japan (d) Graduate School of Pharmaceutical Sciences, Chiba University, 1-33 Yayoi-cho, Inage-ku, Chiba 263-8522, Japan (e) Faculty of Pharmacy, Yeditepe University; Kayisdagi 34755, Kadikoy-Istanbul, Turkey Article History: Received 3 March 2006; Revised 15 May 2006; Accepted 20 May 2006