Bioactivity fingerprint analysis of cyclooxygenase-2 ligands from radix Aconiti by ultrafiltration–UPLC–MSn

AbstractA novel fingerprinting method, bioactivity fingerprint analysis, based on an ultrafiltration–ultraperformance liquid chromatography–multistage tandem mass spectrometry (UPLC–MSn) method is proposed for the quality control of herbal medicines from the bioactivity viewpoint concerning the efficacy of herbal medicines. The bioactivity fingerprints reflecting the anti-inflammatory activities of radix Aconiti and radix Aconiti preparata were established. With use of ultrafiltration UPLC–MSn, 11 cyclooxygenase-2 ligands from radix Aconiti preparata and 14 cyclooxygenase-2 ligands from radix Aconiti were found after incubation with cyclooxygenase-2. Twelve of the cyclooxygenase-2 ligands were identified by the ultraperformance UPLC–MSn method. The enrichment factor of each peak in the bioactivity fingerprint was calculated and was demonstrated to be characteristic, which makes bioactivity fingerprint analysis for the quality control of herbal medicines possible from the viewpoint of their bioactivities. FigureBioactivity fingerprint analysis is defined as the chromatograms and spectra of the complex system of effective constituents containing information on their pharmacodynamic activities

[1]  Hongbin Zhu,et al.  Fingerprint analysis of Radix Aconiti using ultra-performance liquid chromatography-electrospray ionization/ tandem mass spectrometry (UPLC-ESI/MS n) combined with stoichiometry. , 2013, Talanta.

[2]  F. Song,et al.  Exploring the ester-exchange reactions of diester-diterpenoid alkaloids in the aconite decoction process by electrospray ionization tandem mass spectrometry. , 2003, Rapid communications in mass spectrometry : RCM.

[3]  Hanfa Zou,et al.  Affinity chromatography with immobilized DNA stationary phase for biological fingerprinting analysis of traditional Chinese medicines. , 2007, Journal of chromatography. A.

[4]  S. Apers,et al.  Legal requirements for the quality of herbal substances and herbal preparations for the manufacturing of herbal medicinal products in the European union. , 2009, Planta medica.

[5]  Ming Zhu,et al.  Aconitum in traditional Chinese medicine: a valuable drug or an unpredictable risk? , 2009, Journal of ethnopharmacology.

[6]  Yi-Zeng Liang,et al.  Quality control of herbal medicines. , 2004, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[7]  Shu Liu,et al.  Characterization of compounds and potential neuraminidase inhibitors from the n-butanol extract of Compound Indigowoad Root Granule using ultrafiltration and liquid chromatography-tandem mass spectrometry. , 2012, Journal of pharmaceutical and biomedical analysis.

[8]  Wenkui Li,et al.  Cyclooxygenase-2 inhibitors in ginger (Zingiber officinale). , 2011, Fitoterapia.

[9]  Yu-Ping Zhang,et al.  Combination of preparative HPLC and HSCCC methods to separate phosphodiesterase inhibitors from Eucommia ulmoides bark guided by ultrafiltration-based ligand screening , 2013, Analytical and Bioanalytical Chemistry.

[10]  Jing Jing,et al.  Advances in analytical technologies to evaluate the quality of traditional Chinese medicines , 2013 .

[11]  R. Bauer,et al.  Semisynthesis and pharmacological investigation of lipo-alkaloids prepared from aconitine. , 2011, Fitoterapia.

[12]  P. Coufal,et al.  Offline and online capillary electrophoresis enzyme assays of β-N-acetylhexosaminidase , 2013, Analytical and Bioanalytical Chemistry.

[13]  R. V. van Breemen,et al.  Pulsed ultrafiltration mass spectrometry: a new method for screening combinatorial libraries. , 1997, Analytical chemistry.

[14]  Yolanda Picó,et al.  Liquid chromatography-mass spectrometry in food safety. , 2010, Journal of chromatography. A.

[15]  D. Tang,et al.  Simultaneous chemical fingerprint and quantitative analysis of Ginkgo biloba extract by HPLC–DAD , 2010, Analytical and bioanalytical chemistry.

[16]  J. Pezzuto,et al.  Evaluation of cyclooxygenase-2 inhibitors using pulsed ultrafiltration mass spectrometry. , 2000, Analytical chemistry.

[17]  Ping Zhang,et al.  A strategy for the detection of quality fluctuation of a Chinese herbal injection based on chemical fingerprinting combined with biological fingerprinting. , 2011, Journal of pharmaceutical and biomedical analysis.

[18]  R. V. van Breemen,et al.  Applications of pulsed ultrafiltration-mass spectrometry. , 2002, Mass spectrometry reviews.

[19]  Damià Barceló,et al.  Profiling of compounds and degradation products from the postharvest treatment of pears and apples by ultra-high pressure liquid chromatography quadrupole-time-of-flight mass spectrometry. , 2010, Talanta.

[20]  R. Bauer,et al.  Qualitative and quantitative analysis of aconitine-type and lipo-alkaloids of Aconitum carmichaelii roots. , 2009, Journal of chromatography. A.

[21]  Li Zhang,et al.  Assisted inhibition effect of acetylcholinesterase with n-octylphosphonic acid and application in high sensitive detection of organophosphorous pesticides by matrix-assisted laser desorption/ionization Fourier transform mass spectrometry. , 2011, Analytica chimica acta.

[22]  Yizeng Liang,et al.  Orthogonal projection (OP) technique applied to pattern recognition of fingerprints of the herbal medicine houttuynia cordata Thunb. and its final injection products , 2006, Analytical and bioanalytical chemistry.

[23]  R. V. van Breemen,et al.  Discovery of cyclooxygenase inhibitors from medicinal plants used to treat inflammation. , 2010, Pharmacological research.

[24]  J. Zentek,et al.  Determination of ochratoxin A in grains by immuno-ultrafiltration and HPLC-fluorescence detection after postcolumn derivatisation in an electrochemical cell , 2011, Analytical and bioanalytical chemistry.

[25]  Li Zhang,et al.  Monitoring enzyme reaction and screening of inhibitors of acetylcholinesterase by quantitative matrix-assisted laser desorption/ionization fourier transform mass spectrometry , 2008, Journal of the American Society for Mass Spectrometry.

[26]  G. FitzGerald,et al.  Systemic biosynthesis of prostacyclin by cyclooxygenase (COX)-2: the human pharmacology of a selective inhibitor of COX-2. , 1999, Proceedings of the National Academy of Sciences of the United States of America.

[27]  Jeroen Kool,et al.  Recent developments in protein–ligand affinity mass spectrometry , 2010, Analytical and bioanalytical chemistry.

[28]  A. Ameri The effects of Aconitum alkaloids on the central nervous system , 1998, Progress in Neurobiology.

[29]  C. Hawkey,et al.  COX-2 inhibitors , 1999, The Lancet.

[30]  F. Song,et al.  Studies on the aconitine-type alkaloids in the roots of Aconitum Carmichaeli Debx. by HPLC/ESIMS/MS(n). , 2009, Talanta.