Ultrafiltration LC-ESI-MSn screening of 5-lipoxygenase inhibitors from selected Chinese medicinal herbs Saposhnikovia divaricata, Smilax glabra, Pueraria lobata and Carthamus tinctorius

Abstract Ultrafiltration liquid chromatography coupled to electrospray ionization tandem mass spectrometry (ultrafiltration LC-ESI-MSn) was used to screen 5-lipoxygenase (5-LOX) inhibitors from selected Chinese medicinal herbs Saposhnikovia divaricata (Turcz.) Schischk, Smilax glabra Roxb., Pueraria lobata and Carthamus tinctorius L. for the first time. The phytochemical compositions of the four medicinal herbs were analysed and the major components identified. The potency of the 5-LOX inhibitors identified in ultrafiltration LC-ESI-MSn was compared to the IC50's obtained from in vitro enzyme inhibition assay. As a result, sec-O-glucosylhamaudol, resveratrol, daidzin and anhydrosafflor yellow B had the highest binding ability to 5-LOX, and were the main contributors to the 5-LOX inhibitory activities of S. divaricata, S. glabra, P. lobata and C. tinctorius extracts, respectively. These strong 5-LOX inhibitors were not necessarily the major components. The high inhibitory activity of resveratrol and daidzin indicates foods such as grapes and soybean may be beneficial to 5-LOX mediated diseases.

[1]  J. Kim,et al.  Free radical scavenging and antioxidant enzyme fortifying activities of extracts from Smilax china root , 2001, Experimental & Molecular Medicine.

[2]  Chunming Liu,et al.  Preparative separation of isoflavones in plant extract of Pueraria lobata by high performance counter-current chromatography , 2015 .

[3]  Lisha You,et al.  Simultaneous determination of puerarin, daidzein, baicalin, wogonoside and liquiritin of GegenQinlian decoction in rat plasma by ultra-performance liquid chromatography-mass spectrometry. , 2009, Journal of chromatography. B, Analytical technologies in the biomedical and life sciences.

[4]  F. Bucar,et al.  Lipoxygenase inhibitors from natural plant sources. Part 1: Medicinal plants with inhibitory activity on arachidonate 5‐lipoxygenase and 5‐lipoxygenase[sol ]cyclooxygenase , 2005, Phytotherapy research : PTR.

[5]  Rong Tsao,et al.  SCREENING AND STRUCTURAL CHARACTERIZATION OF MMP-2 INHIBITOR FROM CARTHAMUS TINCTORIUS L. USING ULTRAFILTRATION LIQUID CHROMATOGRAPHY–MASS SPECTROMETRY , 2014 .

[6]  S. Leung,et al.  Puerarin, an isoflavonoid derived from Radix puerariae, potentiates endothelium-independent relaxation via the cyclic AMP pathway in porcine coronary artery. , 2006, European journal of pharmacology.

[7]  I. Villegas,et al.  Resveratrol as an anti-inflammatory and anti-aging agent: mechanisms and clinical implications. , 2005, Molecular nutrition & food research.

[8]  J. Choi,et al.  Anti-inflammatory and antioxidant activities of constituents isolated from Pueraria lobata roots , 2012, Archives of Pharmacal Research.

[9]  Li Li,et al.  Preparative separation of flavonoids in plant extract of Smilacis Glabrae Roxb. by high performance counter-current chromatography. , 2013, Journal of separation science.

[10]  Guoxiong Zhou,et al.  Enhancing antitumor effects in pancreatic cancer cells by combined use of COX-2 and 5-LOX inhibitors. , 2011, Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie.

[11]  Jae Heun Lee,et al.  Anti-inflammatory action of methanol extract of Carthamus tinctorius involves in heme oxygenase-1 induction. , 2011, Journal of ethnopharmacology.

[12]  J. Lu,et al.  Anti-inflammatory activity of the aqueous extract from Rhizoma smilacis glabrae. , 1997, Pharmacological research.

[13]  Rong Tsao,et al.  Screening and structural characterization of α-glucosidase inhibitors from hawthorn leaf flavonoids extract by ultrafiltration LC-DAD-MSn and SORI-CID FTICR MS , 2009, Journal of the American Society for Mass Spectrometry.

[14]  R. Tsao Chemistry and Biochemistry of Dietary Polyphenols , 2010, Nutrients.

[15]  Chunming Liu,et al.  PREPARATIVE SEPARATION OF HYDROXYL SAFFLOWER YELLOW A AND ANHYDROSAFFLOR YELLOW B IN PLANT EXTRACT OF CARTHAMUS TINCTORIUS L. BY REVERSE-PHASE MEDIUM-PRESSURE LIQUID CHROMATOGRAPHY , 2012 .

[16]  X. Yang,et al.  Anti-inflammatory and anti-nociceptive activities of Smilax china L. aqueous extract. , 2006, Journal of ethnopharmacology.

[17]  J. Weidner,et al.  Basics of Enzymatic Assays for HTS , 2012 .

[18]  Shengshou Ye,et al.  Hydroxysafflor yellow a protects neuron against hypoxia injury and suppresses inflammatory responses following focal ischemia reperfusion in rats , 2008, Archives of pharmacal research.

[19]  D. Steinhilber 5-Lipoxygenase: enzyme expression and regulation of activity. , 1994, Pharmaceutica acta Helvetiae.

[20]  Rong Tsao,et al.  Preparative separation of chromones in plant extract of Saposhnikovia divaricata by high-performance counter-current chromatography. , 2011, Journal of separation science.

[21]  Haihua Feng,et al.  Prime-O-glucosylcimifugin attenuates lipopolysaccharide-induced acute lung injury in mice , 2013, International Immunopharmacology.