title: A new flavonol C-glycoside and a rare bioactive lignanamide from Piper wallichii Miq. Hand.-Mazz.
abstract: This study was conducted to investigate the chemical constituents of Piper wallichii (Miq.) Hand.-Mazz. and evaluate their biological activity. Compounds were isolated by various column chromatographic methods, and their structures were elucidated on the basis of physical characteristics and spectral data. The 1, 1-diphenyl-2-picrylhydrazyl (DPPH)-scavenging activity and acetylcholinesterase (AChE)-inhibitory activity of the compounds were evaluated. Five compounds were obtained and identified as 8-C-β-D-glucopyranosylkaempferol-3-O-β-D-glucopyranoside (1), 1, 2-dihydro-6,8-dimethoxy-7-hydroxy-1-(3, 5-dimethoxy-4-hydroxyphenyl)-N(1), N(2)-bis-[2-(4-hydroxyphenyl)ethyl]-2, 3-naphthalene dicarboxamide (2), goniothalactam (3), aristololactam A IIIa (4) and piperlonguminine (5). Compound 1 was a new flavonol C-glycoside, 2 was a rare lignanamide, which was isolated from the family Piperaceae for the first time, and compound 3 was isolated from this plant for the first time. Among them, 2 showed potent DPPH-scavenging activity, with IC50 of 31.38 ± 0.97 μmol·L(-1); Compounds 2, 3, and 4 showed AChE inhibitory activity at 100 μmol·L(-1), with inhibition rates of 28.57% ± 1.47%, 18.48% ± 2.41% and 17.4% ± 3.03%, respectively.
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China.
authors.forename: Pei-Pei
authors.initials: PP
authors.lastname: Wang
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China.
authors.forename: Guo-Wei
authors.initials: GW
authors.lastname: Zhao
authors.affiliation: Qilu Hospital, Shandong University, Jinan 250012, China.
authors.forename: Wen
authors.initials: W
authors.lastname: Xia
authors.affiliation: Qilu Hospital, Shandong University, Jinan 250012, China.
authors.forename: En-Ji
authors.initials: EJ
authors.lastname: Han
authors.affiliation: School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China. Electronic address: xianglan02@sdu.edu.cn.
authors.forename: Lan
authors.initials: L
authors.lastname: Xiang
mesh_terms: D004365:Drugs, Chinese Herbal / Q000737:chemistry* / Q000302:isolation & purification; D044948:Flavonols / Q000737:chemistry* / Q000302:isolation & purification; D006027:Glycosides; D015394:Molecular Structure; D009005:Monosaccharides / Q000737:chemistry* / Q000302:isolation & purification; D031701:Piper / Q000737:chemistry*
chemical_list: C438934:C-glycoside; D004365:Drugs, Chinese Herbal; D044948:Flavonols; D006027:Glycosides; D009005:Monosaccharides
keywords: AChE inhibitory activity; DPPH scavenging activity; Flavonol C-glycoside; Lignanamide; Piper wallichii