Metabolic profile of Fructus Gardeniae in human plasma and urine using ultra high-performance liquid chromatography coupled with high-resolution LTQ-orbitrap mass spectrometry

References

• Bergonzi MC, Righeschi C, Isacchi B, Bilia AR. (2012). Identification and quantification of constituents of Gardenia jasminoides Ellis (Zhizi) by HPLC-DAD-ESI-MS. Food Chem 134:1199–204
   PubMed Web of Science ®Google Scholar
• Cai DJ, Shu Q, Xu BQ, et al (2011). Orthogonal test design for optimization of the extraction of flavonid from the Fructus Gardeniae. Biomed Environ Sci 24:688–93
   PubMed Web of Science ®Google Scholar
• Cai X, Zhang R, Guo Y, et al (2015). Optimization of ultrasound-assisted extraction of gardenia fruit oil with bioactive components and their identification and quantification by HPLC-DAD/ESI-MS2. Food Funct 6:2194–204
   PubMed Web of Science ®Google Scholar
• Chang CH, Chen YS, Chiou MT, et al (2013). Application of Scutellariae Radix, Gardeniae Fructus, and probiotics to prevent salmonella enterica serovar choleraesuis infection in swine. Evid Based Complement Alternat Med 2013:568528
   PubMedGoogle Scholar
• Chen QC, Zhang WY, Kim H, et al (2010). Effects of Gardeniae Fructus extract and geniposide on promoting ligament cell proliferation and collagen synthesis. Phytother Res 24:S1–5
   PubMed Web of Science ®Google Scholar
• Chen SD, Li J, Zhou HH, et al (2012). Study on effects of zhi zi (Fructus Gardeniae) on non-alcoholic fatty liver disease in the rat. J Tradit Chin Med 32:82–6
   PubMed Web of Science ®Google Scholar
• Chu W, Zhou S, Jiang Y, et al (2013). Effect of traditional Chinese herbal medicine with antiquorum sensing activity on pseudomonas aeruginosa. Evid Based Complement Alternat Med 2013:648257
   PubMedGoogle Scholar
• Clifford MN, Wu WG, Kirkpatrick J, et al (2010). Profiling and characterisation by liquid chromatography/multi-stage mass spectrometry of the chlorogenic acids in Gardeniae Fructus. Rapid Commun Mass Spectrom 24:3109–20
   PubMed Web of Science ®Google Scholar
• Coran SA, Mulas S, Vasconi A. (2014). Profiling of components and validated determination of iridoids in Gardenia Jasminoides Ellis fruit by ahigh-performance-thin-layer-chromatography/mass spectrometry approach. J Chromatogr A 1325:221–6
   PubMed Web of Science ®Google Scholar
• Cui XL, Guo SS, Shi YJ, et al (2013). The inhibitory effect of iridoid glycoside extracted from Fructus Gardeniae on ion channel activity of influenza A virus M2 protein. Acta Pharmacol Sin 34:22–3
   Web of Science ®Google Scholar
• Ding Y, Hou JW, Zhang Y, et al (2013a). Metabolism of genipin in rat and identification of metabolites by using ultraperformance liquid chromatography/quadrupole time-of-flight tandem mass spectrometry. Evid Based Complement Alternat Med 2013:957030
   PubMed Web of Science ®Google Scholar
• Ding Y, Zhang T, Tao JS, et al (2013b). Potential hepatotoxicity of geniposide, the major iridoid glycoside in dried ripe fruits of Gardenia jasminoides (Zhi-zi). Nat Prod Res 27:929–33
   PubMed Web of Science ®Google Scholar
• Du W, Cai H, Wang M, et al (2008). Simultaneous determination of six active components in crude and processed Fructus Corni by high performance liquid chromatography. J Pharm Biomed Anal 48:194–7
   PubMed Web of Science ®Google Scholar
• Dunn WB, Erban A, Weber RJ, et al (2013). Mass appeal: metabolite identification in mass spectrometry-focused untargeted metabolomics. Metabolomics 9:44–66
   Web of Science ®Google Scholar
• Fu ZW, Ling Y, Li ZX, et al (2014a). HPLC-Q-TOF-MS/MS for analysis of major chemical constituents of Yinchen-Zhizi herb pair extract. Biomed Chromatogr 28:475–85
   PubMed Web of Science ®Google Scholar
• Fu ZW, Xue R, Li ZX, et al (2014b). Fragmentation patterns study of iridoid glycosides in Fructus Gardeniae by HPLC-Q/TOF-MS/MS. Biomed Chromatogr 28:1795–807
   PubMed Web of Science ®Google Scholar
• Guo SS, Gao YJ, Jin YH, et al (2014). The inhibitory effect of iridoid glycoside extracted from Fructus Gardeniae on intracellular acidification and extracellular Ca2+ influx induced by influenza A virus. Exp Biol Med 239:986–97
   Web of Science ®Google Scholar
• Han H, Yang L, Xu Y, et al (2011). Identification of metabolites of geniposide in rat urine using ultra-performance liquid chromatography combined with electrospray ionization quadrupole time-of-flight tandem mass spectrometry. Rapid Commun Mass Spectrom 25:3339–50
   PubMed Web of Science ®Google Scholar
• Han Y, Wen J, Zhou T, Fan G. (2015). Chemical fingerprinting of Gardenia jasminoides Ellis by HPLC-DAD-ESI-MS combined with chemometrics methods. Food Chem 188:648–57
   PubMed Web of Science ®Google Scholar
• He ML, Cheng XW, Chen JK, Zhou TS. (2006). Simultaneous determination of five major biologically active ingredients in different parts of Gardenia jasminoides Fruits by HPLC with diode-array detection. Chromatographia 64:713–17
   Web of Science ®Google Scholar
• Hou YC, Tsai SY, Lai PY, et al (2008). Metabolism and pharmacokinetics of genipin and geniposide in rats. Food Chem Toxicol 46:2764–9
   PubMed Web of Science ®Google Scholar
• Isacchi B, Bergonzi MC, Righeschi C, et al (2009). Problematics for the validation of analyses of TCM herbal drugs and herbal drug preparations: the case Fructus Gardeniae (Zhizi) and its preparata. Planta Med 75:1004
   Web of Science ®Google Scholar
• Jung WS, Chae YS, Kim DY, et al (2008). Gardenia jasminoides protects against cerulein-induced acute pancreatitis. World J Gastroenterol 14:6188–94
   PubMed Web of Science ®Google Scholar
• Kim HJ, Kim EJ, Seo SH, et al (2006). Vanillic acid glycoside and quinic acid derivatives from Gardeniae Fructus. J Nat Prod 69:600–3
   PubMed Web of Science ®Google Scholar
• Lee EJ, Hong JK, Whang WK. (2014). Simultaneous determination of bioactive marker compounds from Gardeniae Fructus by high performance liquid chromatography. Arch Pharm Res 37:992–1000
   PubMed Web of Science ®Google Scholar
• Lee IA, Min SW, Kim DH. (2006). Lactic acid bacteria increases hypolipidemic effect of crocin isolated from fructus of Gardenia jasminoides. J Microbiol Biotechnol 16:1084–9
   Web of Science ®Google Scholar
• Lee JH, Lee DU, Jeong CS. (2009). Gardenia jasminoides Ellis ethanol extract and its constituents reduce the risks of gastritis and reverse gastric lesions in rats. Food Chem Toxicol 47:1127–31
   PubMed Web of Science ®Google Scholar
• Li B, Fu Z, Hu R, et al (2013). Semen Ziziphi Spinosae and Fructus Gardeniae extracts synergistically improve learning and memory of a mouse model. Biomed Rep 1:247–50
   PubMedGoogle Scholar
• Liu H, Chen YF, Li F, Zhang HY. (2013). Fructus Gardenia (Gardenia jasminoides J. Ellis) phytochemistry, pharmacology of cardiovascular, and safety with the perspective of new drugs development. J Asian Nat Prod Res 15:94–110
   PubMed Web of Science ®Google Scholar
• Nam Y, Lee D. (2013). Ameliorating effect of zhizi (Fructus gardeniae) extract and its glycosides on scopolamine-induced memory impairment. J Tradit Chin Med 33:223–7
   PubMed Web of Science ®Google Scholar
• Ouyang E, Zhang C, Li X. (2011). Simultaneous determination of geniposide, chlorogenic acid, crocin1, and rutin in crude and processed Fructus Gardeniae extracts by high performance liquid chromatography. Pharmacogn Mag 7:267–70
   PubMed Web of Science ®Google Scholar
• Park KH, Kim TY, Park JY, et al (2013). Photochemical properties of dye-sensitized solar cell using mixed natural dyes extracted from Gardenia Jasminoide Ellis. J Electro Chem 689:21–5
   Web of Science ®Google Scholar
• Peng K, Yang L, Zhao S, et al (2013). Chemical constituents from the fruit of Gardenia jasminoides and their inhibitory effects on nitric oxide production. Bioorg Med Chem Lett 23:1127–31
   PubMed Web of Science ®Google Scholar
• Ren W, Li Y, Zuo R, et al (2014). Species-related difference between limonin and obacunone among five liver microsomes and zebrafish using ultra-high-performance liquid chromatography coupled with a LTQ-Orbitrap mass spectrometer. Rapid Commun Mass Spectrom 28:2292–300
   PubMed Web of Science ®Google Scholar
• Toriizuka K, Kamiki H, Ohmura NY, et al (2005). Anxiolytic effect of Gardeniae Fructus-extract containing active ingredient from Kamishoyosan (KSS), a Japanese traditional Kampo medicine. Life Sci 77:3010–20
   PubMed Web of Science ®Google Scholar
• Wang K, Jin RM, Chen CX. (2013a). Comparative study on hepatic toxicity of Gardeniae Fructus and Huanglian Jiedu decoction. Chin J Chin Mater Med 38:2365–9
   Google Scholar
• Wang P, Wang QX, Luo CH, et al (2013b). Iridoid glycosides extracted from Zhizi (Fructus Gardeniae) decrease collagen-induced platelet aggregation and reduce carotid artery thrombosis in an in vivo rat model. J Tradit Chin Med 33:531–4
   PubMed Web of Science ®Google Scholar
• Wang X, Sun W, Sun H, et al (2008). Analysis of the constituents in the rat plasma after oral administration of Yin Chen Hao Tang by UPLC/Q-TOF-MS/MS. J Pharm Biomed Anal 46:477–90
   PubMed Web of Science ®Google Scholar
• Wang XJ, Li ZX, Wu B, et al (2013c). Characterization of the constituents absorbed in rats after oral administration of Fructus Gardeniae effective fraction. Asian J Chem 25:7899–903
   Google Scholar
• Wang XS, Wu YF, Dai SL, et al (2012). Ultrasound-assisted extraction of geniposide from Gardenia jasminoides. Ultrason Sonochem 19:1155–9
   PubMed Web of Science ®Google Scholar
• Wrolstad RE, Culver CA. (2012). Alternatives to those artificial FD&C food colorants. Annu Rev Food Sci Technol 3:59–77
   PubMed Web of Science ®Google Scholar
• Wu Q, Yuan Q, Liu EH, et al (2010). Fragmentation study of iridoid glycosides and phenylpropanoid glycosides in Radix Scrophulariae by rapid resolution liquid chromatography with diode-array detection and electrospray ionization time-of-flight mass spectrometry. Biomed Chromatogr 24:808–19
   PubMed Web of Science ®Google Scholar
• Wu XY, Zhou Y, Yin FZ, et al (2014). Quality control and producing areas differentiation of Gardeniae Fructus for eight bioactive constituents by HPLC-DAD-ESI/MS. Phytomedicine 21:551–9
   PubMed Web of Science ®Google Scholar
• Yang HJ, Fu MH, Wu ZL, et al (2006). Experimental studies on hepatotoxicity of rats induced by Fructus Gardeniae. Chin J Chin Mater Med 31:1091–3
   Google Scholar
• Yang JG, Shen YH, Hong Y, et al (2008). Stir-baked Fructus gardeniae (L.) extracts inhibit matrix metalloproteinases and alter cell morphology. J Ethnopharmacol 117:285–9
   PubMed Web of Science ®Google Scholar
• Yang QJ, Fan MS, Wu B, et al (2011). Quality assessment for Fructus gardeniae by multi-component quantification, chromatographic fingerprint and related chemometric analysis. J Med Plants Res 5:4126–37
   Google Scholar
• Yang QJ, Wu B, Shi YJ, et al (2012). Bioactivity-guided fractionation and analysis of compounds with anti-influenza virus activity from Gardenia jasminoides Ellis. Arch Pharm Res 35:9–17
   PubMed Web of Science ®Google Scholar
• Yao DD, Shu L, Yang L, Jia XB. (2014). Advance in studies on anti-diabetic mechanism of Gardeniae Fructus and its active ingredient geniposide. Chin J Chin Mater Med 39:1368–73
   Google Scholar
• Yin F, Wu X, Li L, et al (2015). Quality control of Gardeniae Fructus by HPLC-PDA fingerprint coupled with chemometric methods. J Chromatogr Sci 53:1685–94
   PubMed Web of Science ®Google Scholar
• Zhang HY, Liu H, Yang M, Wei SF. (2013). Antithrombotic activities of aqueous extract from Gardenia jasminoides and its main constituent. Pharm Biol 51:221–5
   PubMed Web of Science ®Google Scholar
• Zhang YG, Tang SH, Jia Q, Meng FY. (2014). Analysis on formula raw materials application of health food containing Gardeniae fructus. Chin J Chin Mater Med 39:4470–4
   Google Scholar
• Zheng X, Huang XT, Li N, et al (2012). Determination of geniposidic acid in rat plasma by LC-MS/MS and its application to in vivo pharmacokinetic studies. J Chromatogr B 8878:138–42
   Web of Science ®Google Scholar
• Zhou T, Fan G, Hong Z, et al (2005). Large-scale isolation and purification of geniposide from the fruit of Gardenia jasminoides Ellis by high-speed counter-current chromatography. J Chromatogr A 1100:76–80
   PubMed Web of Science ®Google Scholar
• Zhou T, Liu H, Wen J, et al (2010). Fragmentation study of iridoid glycosides including epimers by liquid chromatography-diode array detection/electrospray ionization mass spectrometry and its application in metabolic fingerprint analysis of Gardenia jasminoides Ellis. Rapid Commun Mass Spectrom 24:2520–8
   PubMed Web of Science ®Google Scholar
• Zhou T, Zhao W, Fan G, et al (2007). Isolation and purification of iridoid glycosides from Gardenia jasminoides Ellis by isocratic reversed-phase two-dimensional preparative high-performance liquid chromatography with column switch technology. J Chromatogr B 858:296–301
   PubMed Web of Science ®Google Scholar
• Zuo R, Ren W, Bian BL, et al (2015). Metabolic fate analysis of Huang–Lian–Jie–Du Decoction in rat urine and feces by LC-IT-MS combining with LC-FT-ICR-MS: a feasible strategy for the metabolism study of Chinese medical formula. Xenobiotica 18:1–17
   Web of Science ®Google Scholar
• Zuo R, Wang HJ, Si N, et al (2014). LC-FT-ICR-MS analysis of the prototypes and metabolites in rat plasma after administration of Huang–Lian–Jie–Du decoction. Acta Pharm Sin 49:237–43
   Google Scholar