A Cytotoxic Natural Product from Patrinia villosa Juss

Published on Jun 30, 2019in Anti-cancer Agents in Medicinal Chemistry2.049
· DOI :10.2174/1871520619666190416101014
Liu Yangcheng1
Estimated H-index: 1
(Liaoning University),
Wei Liu2
Estimated H-index: 2
(Liaoning University)
+ 2 AuthorsLiu Hongwei1
Estimated H-index: 1
(PRC: China Medical University (PRC))
BACKGROUND AND PURPOSE: Patrinia villosa Juss is an important Chinese herbal medicine widely used for thousands of years, but few reports on the ingredients of the herb have been presented. In this study, we aim to isolate the bioactive compound from the plant. MATERIAL AND METHODS: The air-dried leaves of P. villosa (15kg) were extracted three times with 70% EtOH under reflux. The condensed extract was suspended in H2O and partitioned with light petroleum, dichloromethane and n-BuOH. The dichloromethane portion was then subjected to normal-phase silica gel column chromatography, ODS silica gel column chromatography and semi-preparative HPLC to yield compound 1. Cytotoxicities of 1 were assayed on HepG2, A549 and A2780 cell lines. The mechanism of apoptosis and cell cycle on A549 was confirmed subsequently. RESULTS: A new impecylone (Impecylone A) was isolated from the leaves of Patrinia villosa Juss, and its structures were established using 1D, 2D-NMR spectra and HR-ESI-MS. Impecylone A could selectivity inhibit HepG2 and A549 cell lines. The compound could induce apoptosis of A549 and arrest the cell cycle at G2/M phase in a dose-dependent manner. CONCLUSION: Impecylone A is a novel compound from Patrinia villosa Juss and could be a potential antitumor agent especially in the cell lines of A549.
📖 Papers frequently viewed together
30 Citations
5 Citations
6 Citations
#1Yong-Fen Yang (MOE: Chinese Ministry of Education)H-Index: 1
#2Hong-Mei Ma (XMU: Xinjiang Medical University)H-Index: 1
Last. Yue-Hu Pei (SPU: Shenyang Pharmaceutical University)H-Index: 25
view all 8 authors...
AbstractA new sesquiterpene lactone glycoside (1) and a new quinic acid methyl ester (2) were isolated from Patrinia villosa, together with another two known compounds chlorogenic acid n-butyl ester (3), 3, 4-di-O-caffeoylquinic acid methyl ester (4). Their structures were established using 1D/2D-NMR spectroscopy, mass spectrometry, and comparing with spectroscopic data reported in the literature.
6 CitationsSource
#1Yan Xin-Jia (Harbin University of Commerce)H-Index: 1
#2Liu Wei (Harbin University of Commerce)H-Index: 1
Last. Xiang Zheng (Harbin University of Commerce)H-Index: 2
view all 9 authors...
Results: One new stereoisomer of biphenylneolignan with four known compounds was isolated from the leaves of Patrinia villosa Juss. Methods: The structure of the new compound was elucidated as 2,6,2',6'-tetramethoxy-4,4'-bis (1,2-trans-2,3-epoxy-1-hydroxypropyl) biphenyl (1) on the basis of spectroscopic analysis and comparison with literature data. The four known compounds were identified as 2,6,2',6'-tetramethoxy-4,4'-bis(1,2-cis-2,3-epoxy-1-hydroxypropyl)biphenyl (2), 1H-indole-3-carbaldehyde...
8 CitationsSource
#1Zheng Xiang (Harbin University of Commerce)H-Index: 2
#2Ning Chen (Harbin University of Commerce)H-Index: 3
Last. Wen-Lan Li (Harbin University of Commerce)H-Index: 2
view all 8 authors...
AbstractContext: Patrinia villosa (Thunb.) Juss (Valerianaceae) is an important ancient herbal medicine widely used for inflammation, wound healing, and abdominal pain. But little is known of the phytochemical constituents of this herbal plant.Objective: The objective of this study is to isolate and identify the bioactive components from P. villosa.Materials and methods: A 70% EtOH extract of P. villosa was subjected to normal-phase silica, ODS silica gel column chromatography, and semi-preparat...
9 CitationsSource
#1Xuan Liu (CPU: China Pharmaceutical University)H-Index: 4
#2Bin-Feng Zhang (SHU: Shanghai University)H-Index: 8
Last. Zhengtao Wang (SHU: Shanghai University)H-Index: 58
view all 5 authors...
Four new compounds, impecylone (1), deacetylimpecyloside (2), seguinoside K 4-methylether (3) and impecylenolide (4), were isolated from Imperata cylindrica along with two known compounds, impecyloside (5) and seguinoside K (6). Their structures were elucidated mainly by spectroscopic analyses including 1D- and 2D-NMR techniques, and the absolute configuration of 1 was confirmed by X-ray diffraction analysis. In calcium assay, the result indicated that compounds 1, 2, 4 and 5 cannot obviously in...
13 CitationsSource
#1Deshou Jiang (UMN: University of Minnesota)H-Index: 6
Last. Devin G. PetersonH-Index: 25
view all 5 authors...
The chemistry and fate of hydroxycinnamic acids (ferulic, p-coumeric, caffeic, sinapic, and cinnamic acid) in a glucose/glycine simulated baking model (10% moisture at 200 °C for 15 min) were investigated. Liquid chromatography−mass spectrometry analysis of glucose/glycine and glucose/glycine/hydroxycinnamic acid model systems confirmed the phenolics reacted with Maillard intermediates; two main reaction product adducts were reported. On the basis of isotopomeric analysis, LC-MS, and NMR spectro...
40 CitationsSource
#1Lawrence C.-M. Chiu (CUHK: The Chinese University of Hong Kong)H-Index: 18
#2T.-S. Ho (CUHK: The Chinese University of Hong Kong)H-Index: 1
Last. Vincent E.C. Ooi (CUHK: The Chinese University of Hong Kong)H-Index: 36
view all 4 authors...
Abstract Patrinia scabiosaefolia Fisch. is a Chinese medicinal herb used traditionally for treating intestinal carbuncle. Although Patrinia scabiosaefolia has also been suggested for cancer therapy, there has not been any scientific evidence supporting this application. In this study, a panel of human cancer cells, including breast carcinoma MCF-7; hepatocellular carcinoma HepG2; skin melanoma A375; lung carcinoma A549 and prostate adenocarcinoma PC-3, were treated in vitro with ethyl acetate ex...
47 CitationsSource
#1Mohamed Ben Amar (UdeM: Université de Montréal)H-Index: 4
In order to assess the current knowledge on the therapeutic potential of cannabinoids, a meta-analysis was performed through Medline and PubMed up to July 1, 2005. The key words used were cannabis, marijuana, marihuana, hashish, hashich, haschich, cannabinoids, tetrahydrocannabinol, THC, dronabinol, nabilone, levonantradol, randomised, randomized, double-blind, simple blind, placebo-controlled, and human. The research also included the reports and reviews published in English, French and Spanish...
363 CitationsSource
OBJECTIVE To develop a preparative high-speed counter-current chromatography(HSCCC) for isolating the chemical constituents from Patrinia villosa Juss.METHODS A two-phase solvent system composed of n-hexane: ethyl acetate: methanol: water(1∶(0.6∶0.6)∶1) was used.at a flow rate of 2.0 mL·min~(-1),while the apparatus rotated at 800 r·min~(-1) and the effluent was detected at 254 nm.The obtained fractions were analyzed by HPLC and identified by MS,()~(1)H-NMR and()~(13)C-NMR.RESULTS 26 mg luteolin,...
2 Citations
Cited By4
#1Bing Sun (Nanjing University of Science and Technology)H-Index: 3
#2Huan Jiang (Nanjing University of Science and Technology)H-Index: 3
Last. Ai-Qun Jia (Haida: Hainan University)H-Index: 15
view all 5 authors...
Abstract null null Phytochemical investigation of Onosma bracteatum Wall. revealed three new compounds (1-3) as well as thirty-four known compounds (4-37). Their structures were determined by means of extensive spectroscopic analysis including UV, IR, HRESIMS, 1H NMR, 13C NMR, COSY, HSQC and HMBC. All of these compounds were isolated from this plant for the first time.
#1Liu Yangcheng (Liaoning University)H-Index: 1
#2Nan Sui (LNUTCM: Liaoning University of Traditional Chinese Medicine)
Last. Changlan Chen (Liaoning University)H-Index: 2
view all 7 authors...
Patrinia villosa (Thunb.) Juss (P. villosa), a perennial herb, is widely used as a medicinal plant in Chinese folk. This study aims to isolate and identify the chemical constituents from P. villosa and evaluate their antioxidant activity. Normal silica column chromatography, ODS silica column chromatography, Sephadex LH-20 column chromatography and semi-preparative HPLC methods were used to obtain a new compound named 3-n-pentadecyl-4'-methoxyluteolin (1) and two known compounds including luteol...
#1Linna Gong (Southern Medical University)H-Index: 2
#2Wei ZouH-Index: 1
Last. Menghua Liu (Southern Medical University)H-Index: 17
view all 5 authors...
Abstract Ethnopharmacological relevance Herba Patriniae has been used for thousands of years in China as a traditional Chinese medicine with heat-clearing and detoxicating effects. It is applied widly for the treatment of rheumatoid arthritis, diarrhea, acute hepatitis, pelvic inflammatory disease and ulcerative colitis in clinic. Two species, namely Patrinia scabiosaefolia Fisch. (PS) and Patrinia villosa Juss. (PV) from the Caprifoliaceae family, are considered as Herba Patriniae in the pharma...
2 CitationsSource