A new flavonol C-glycoside and a rare bioactive lignanamide from Piper wallichii Miq. Hand.-Mazz.
10.1016/S1875-5364(14)60047-9
- Author:
Pei-Pei WANG
1
;
Guo-Wei ZHAO
1
;
Wen XIA
2
;
En-Ji HAN
2
;
Lan XIANG
3
Author Information
1. School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China.
2. Qilu Hospital, Shandong University, Jinan 250012, China.
3. School of Pharmaceutical Sciences, Shandong University, Jinan 250012, China. Electronic address: xianglan02@sdu.edu.cn.
- Publication Type:Journal Article
- Keywords:
AChE inhibitory activity;
DPPH scavenging activity;
Flavonol C-glycoside;
Lignanamide;
Piper wallichii
- MeSH:
Drugs, Chinese Herbal;
chemistry;
isolation & purification;
Flavonols;
chemistry;
isolation & purification;
Glycosides;
Molecular Structure;
Monosaccharides;
chemistry;
isolation & purification;
Piper;
chemistry
- From:
Chinese Journal of Natural Medicines (English Ed.)
2014;12(5):377-381
- CountryChina
- Language:English
-
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.