Rapid characterization of chemical constituents in Radix Tetrastigma, a functional herbal mixture, before and after metabolism and their antioxidant/antiproliferative activities

Abstract Radix Tetrastigma (RT), the roots of Tetrastigma hemsleyanum Diels et Gilg, is consumed as both functional food and traditional medicinal herb in China, but there is rare report on its bioactive components. In the present study, the total flavonoid contents (TFC) and antioxidant/antiproliferative activities of RT were evaluated, and the chemical constituents of RT and their metabolites of rat after oral administration were identified and quantified by UPLC-ESI-QTOF-MS/MS and UPLC-ESI-QqQ-MS/MS. The extract of RT exhibited high TFC and antioxidant/antiproliferative activities in which there were 58 compounds characterized or tentatively identified. Nine original compounds and 12 metabolites were detected in plasma, while 11 original compounds and 13 metabolites were observed in urine. Nine flavonoids were quantified and 5 of them (catechin, kaempferol-3-rutinoside, rutin, isoquercitrin and astragalin) were up to 71.46% of TFC; their metabolites were also found in the plasma and urine, which was suggested to be the major antioxidant/antiproliferative compounds.

[1]  M. Bronze,et al.  Analysis of phenolic compounds in Muscatel wines produced in Portugal , 2006 .

[2]  Mingzhu Yan,et al.  Identification of in vivo components in rats after oral administration of lotus leaf flavonoids using ultra fast liquid chromatography with tandem mass spectrometry , 2014 .

[3]  Q. Guo,et al.  Induction of S phase arrest and apoptosis by ethyl acetate extract from Tetrastigma hemsleyanum in human hepatoma HepG2 cells , 2015, Tumor Biology.

[4]  Ming-cang Chen,et al.  Analysis and detection of the chemical constituents of Radix Polygalae and their metabolites in rats after oral administration by ultra high-performance liquid chromatography coupled with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. , 2013, Journal of pharmaceutical and biomedical analysis.

[5]  Xiao-Bin Jia,et al.  [Advance in studies on anti-cancer activity and mechanism of flavonoids]. , 2015, Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica.

[6]  Chun-Lin Ye,et al.  Extraction of Flavonoids from Tetrastigma hemsleyanum Diels et Gilg and Their Antioxidant Activity , 2015 .

[7]  A. Choudhary,et al.  Isolation and characterization of phenolic compounds from Rhodiola imbricata, a Trans-Himalayan food crop having antioxidant and anticancer potential , 2015 .

[8]  X. Di,et al.  Sensitive and selective liquid chromatography-tandem mass spectrometry method for the determination of five ganoderic acids in Ganoderma lucidum and its related species. , 2011, Journal of pharmaceutical and biomedical analysis.

[9]  Qiang Liu,et al.  Phenolic profiles of 20 Canadian lentil cultivars and their contribution to antioxidant activity and inhibitory effects on α-glucosidase and pancreatic lipase. , 2015, Food chemistry.

[10]  Wei Jia-ping.  Evaluation of anti-inflammatory,analgesic and antipyretic actions for the extracts from Radix Tetrastigmae , 2005 .

[11]  A. Segura‐Carretero,et al.  Comprehensive characterization by UHPLC-ESI-Q-TOF-MS from an Eryngium bourgatii extract and their antioxidant and anti-inflammatory activities , 2013 .

[12]  Shi-Biao Wu,et al.  Antiproliferative and Apoptotic Activities of Linear Furocoumarins from Notopterygium incisum on Cancer Cell Lines , 2009, Planta medica.

[13]  Jing Li,et al.  Qualitative and quantitative analysis of phenolics in Tetrastigma hemsleyanum and their antioxidant and antiproliferative activities. , 2013, Journal of agricultural and food chemistry.

[14]  I. Iswaldi,et al.  Profiling of phenolic and other polar compounds in zucchini (Cucurbita pepo L.) by reverse-phase high-performance liquid chromatography coupled to quadrupole time-of-flight mass spectrometry , 2013 .

[15]  Haidy A. Gad,et al.  Metabolomics driven analysis of six Nigella species seeds via UPLC-qTOF-MS and GC-MS coupled to chemometrics. , 2014, Food chemistry.

[16]  V. R. Josyula,et al.  A study on the role of (+)-catechin in suppression of HepG2 proliferation via caspase dependent pathway and enhancement of its in vitro and in vivo cytotoxic potential through liposomal formulation. , 2013, European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences.

[17]  Min Zhang,et al.  Kaempferol Promotes Apoptosis in Human Bladder Cancer Cells by Inducing the Tumor Suppressor, PTEN , 2013, International journal of molecular sciences.

[18]  Hongyan Li,et al.  Characterization of phytochemicals and antioxidant activities of a purple tomato (Solanum lycopersicum L.). , 2011, Journal of agricultural and food chemistry.

[19]  M. Bonesi,et al.  Antiproliferative and antioxidant properties of Alhagi maurorum Boiss (Leguminosae) aerial parts , 2014 .

[20]  J. Fu,et al.  Immunoregulatory effects of ethyl-acetate fraction of extracts from Tetrastigma hemsleyanum Diels et. Gilg on immune functions of ICR mice. , 2008, Biomedical and environmental sciences : BES.

[21]  L. Kong,et al.  Determination of anti-hyperglycaemic activity in steroidal glycoside rich fraction of lily bulbs and characterization of the chemical profiles by LC-Q-TOF-MS/MS , 2014 .

[22]  C. Santos-Buelga,et al.  Anti-proliferative effects of quercetin and catechin metabolites. , 2014, Food & function.

[23]  M. Farag,et al.  Phytochemical, phylogenetic, and anti-inflammatory evaluation of 43 Urtica accessions (stinging nettle) based on UPLC-Q-TOF-MS metabolomic profiles. , 2013, Phytochemistry.

[24]  L. Dong,et al.  New C-glycosylflavones from Tetrastigma hemsleyanum (Vitaceae) , 2002 .

[25]  C. Long,et al.  Metabolite profiling of jaboticaba (Myrciaria cauliflora) and other dark-colored fruit juices. , 2012, Journal of agricultural and food chemistry.

[26]  J. Simon,et al.  Determination of flavonoids by LC/MS and anti-inflammatory activity in Moringa oleifera , 2013 .

[27]  Wei Zhang,et al.  Structural identification of compounds from Toona sinensis leaves with antioxidant and anticancer activities , 2014 .

[28]  G. Floch,et al.  Antimicrobial, antioxidant and phytochemical investigations of sea buckthorn (Hippophaë rhamnoides L.) leaf, stem, root and seed , 2012 .

[29]  Daping Fan,et al.  Antitumor activity of total flavonoids from Tetrastigma hemsleyanum Diels et Gilg is associated with the inhibition of regulatory T cells in mice , 2014, OncoTargets and therapy.

[30]  A. Wojdyło,et al.  Identification and quantification of major derivatives of ellagic acid and antioxidant properties of thinning and ripe Spanish pomegranates , 2015 .

[31]  Dušanka Milojković-Opsenica,et al.  The determination of phenolic profiles of Serbian unifloral honeys using ultra-high-performance liquid chromatography/high resolution accurate mass spectrometry. , 2013, Food chemistry.

[32]  Jianbo Xiao,et al.  WITHDRAWN: Flavonoid glycosylation and biological benefits. , 2014, Biotechnology advances.

[33]  M. Farag,et al.  Metabolomic fingerprints of 21 date palm fruit varieties from Egypt using UPLC/PDA/ESI-qTOF-MS and GC-MS analyzed by chemometrics. , 2014, Food research international.

[34]  H. Jia,et al.  Qualitative and quantitative characterization of chemical constituents in Xin-Ke-Shu preparations by liquid chromatography coupled with a LTQ Orbitrap mass spectrometer. , 2011, Journal of pharmaceutical and biomedical analysis.

[35]  Ni Ke-feng,et al.  Experimental study on effect of Tetrastigma hemsleyanum Diels et Gilg flavone on inducing apoptosis of SGC-7901 cell line iv vitro , 2006 .

[36]  A. Segura‐Carretero,et al.  A metabolite-profiling approach allows the identification of new compounds from Pistacia lentiscus leaves. , 2013, Journal of pharmaceutical and biomedical analysis.

[37]  D. Arráez-Román,et al.  Profiling of phenolic and other polar constituents from hydro-methanolic extract of watermelon (Citrullus lanatus) by means of accurate-mass spectrometry (HPLC–ESI–QTOF–MS) , 2013 .

[38]  D. Guajardo-Flores,et al.  Evaluation of the antioxidant and antiproliferative activities of extracted saponins and flavonols from germinated black beans (Phaseolus vulgaris L.). , 2013, Food chemistry.

[39]  S. Cai,et al.  The profiling and identification of the absorbed constituents and metabolites of Paeoniae Radix Rubra decoction in rat plasma and urine by the HPLC-DAD-ESI-IT-TOF-MS(n) technique: a novel strategy for the systematic screening and identification of absorbed constituents and metabolites from tradition , 2013, Journal of pharmaceutical and biomedical analysis.

[40]  A. Segura‐Carretero,et al.  Comparative characterization of phenolic and other polar compounds in Spanish melon cultivars by using high-performance liquid chromatography coupled to electrospray ionization quadrupole-time of flight mass spectrometry , 2013 .

[41]  F. Abas,et al.  LC–DAD–ESIMS/MS characterization of antioxidant and anticholinesterase constituents present in the active fraction from Persicaria hydropiper , 2012 .

[42]  G. Williamson,et al.  Antioxidant properties of flavonol glycosides from green beans. , 1999, Redox report : communications in free radical research.