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Original Articles

In vitro, fluorescence-quenching and computational studies on the interaction between lipoxygenase and 5-hydroxy-3′,4′,7-trimethoxyflavone from Lippia nodiflora L.

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Pages 569-577 | Received 19 Nov 2014, Accepted 03 Mar 2015, Published online: 09 Jul 2015

References

  • Solomon EI, Zhou J, Neese F, Pavel EG. New insights from spectroscopy into the structure/function relationships of lipoxygenases. Chem Biol 1997;4:795–808
  • Orak HH, Baser I, Karkut ZK, et al. Investigations of peroxidase and lipoxygenase enzyme activities and their relationships with color and chemical characteristics in commercial dent corn (Zea mays L.) hybrids. J Agro Sci 2010;1:33–40
  • Steele VE, Holmes CA, Hawk ET, et al. Lipoxygenase inhibitors as potential cancer chemopreventives. Cancer Epidemiol Biomarkers Prev 1999;8:463–67
  • Cathcart MK, Folcik VA. Lipoxygenases and atherosclerosis: protection versus pathogenesis. Free Radic Biol Med 2000;28:1726–34
  • Greene ER, Huang S, Serhan CN, Panigrahy D. Regulation of inflammation in cancer by eicosanoids. Prostaglandins Other Lipid Mediat 2011;96:27–36
  • Knapp MJ, Klinman JP. Kinetic studies of oxygen reactivity in soybean lipoxygenase-1. Biochemistry 2003;42:11466–75
  • Minor W, Steczko J, Stec B, et al. Crystal structure of soybean lipoxygenase L-1 at 1.4 Å resolution. Biochemistry 1996;35:10687–701
  • Komoda T, Kishi M, Abe N, et al. Novel lipoxygenase inhibitors, tertrapetalone B, C and D from Streptomyces sp. Biosci Biotechnol Biochem 2004;68:903–8
  • Jampilek J, Dolezal M, Opletalova V, Hartl J. 5-Lipoxygenase, leukotrienes biosynthesis and potential antileukotrienic agents. Curr Med Chem 2006;13:117–29
  • Khan I, Nisar M, Shah MR, et al. Antiinflammatory activities of Taxusabietane A isolated from Taxus wallichiana Zucc. Fitoterapia 2011;82:1003–7
  • Naveau B. Dual inhibition of cyclo-oxygenases and 5-lipoxygenase: a novel therapeutic approach to inflammation. Joint Bone Spine 2005;72:199–201
  • Czubowicz K, Czapski GA, Cieslik M, Strosznajder RP. Lipoxygenase inhibitors protect brain cortex macromolecules against oxidation evoked by nitrosative stress. Folia Neuropathol 2010;48:283–92
  • Werz O, Steinhilber D. Therapeutic options for 5-lipoxygenase inhibitors. Pharmacol Ther 2006;112:701–18
  • Sudha A, Srinivasan P. Bioassay-guided isolation and antioxidant evaluation of flavonoid compound from aerial parts of Lippia nodiflora L. BioMed Res Int 2014. [Epub ahead of print]. doi.org/10.1155/2014/549836
  • Sadik CD, Sies H, Schewe T. Inhibition of 15-lipoxygenase by flavonoids: structure-activity relations and mode of action. Biochem Pharmacol 2003;65:773–81
  • Zhang YZ, Xiang X, Mei P, et al. Spectroscopic studies on the interaction of Congo red with bovine serum albumin. Spectrochim Acta A Mol Biomol Spectrosc 2009;72:907–14
  • Pinto MC, Duque AL, Macías P. Fluorescence spectroscopic study on the interaction of resveratrol with lipoxygenase. J Mol Struct 2010;980:143–8
  • Sudha A, Srinivasan P. Physicochemical and phytochemical profiles of aerial parts of Lippia nodiflora L. Int J Pharm Sci Res 2013;4:4263–71
  • Riaz N, Malik A, Rehman AU, et al. Lipoxygenase inhibiting and antioxidant oligostilbene and monoterpene galactoside from Paeonia emodi. Phytochemistry 2004;65:1129–35
  • Sircar JC, Schwender CF, Johnson EA. Soybean lipoxygenase inhibition by nonsteroidal antiinflammatory drugs. Prostaglandins 1983;25:393–6
  • Macías P, Zamora R, Pinto MC, Gutiérrez-Merino C. Comparative fluorescence properties of lipoxygenases. Comp Biochem Physiol B 1988;89:531–7
  • Wang YP, Wei YL, Dong C. Study on the interaction of 3,3-bis(4-hydroxy-1-naphthyl)-phthalide with bovine serum albumin by fluorescence spectroscopy. J Photochem Photobiol A 2006;177:6–11
  • Lakowicz JR. Principles of fluorescence spectroscopy. 2nd ed. New York: Kluwer Academic Plenum Publishers; 1999
  • Min J, Meng-Xiang X, Dong Z, et al. Spectroscopic studies on the interaction of cinnamic acid and its hydroxyl derivatives with human serum albumin. J Mol Struct 2004;692:71–80
  • Skrzypczak-Jankun E, Zhou K, Jankun J. Inhibition of lipoxygenase by (-)-epigallocatechin gallate: X-ray analysis at 2.1 Å reveals degradation of EGCG and shows soybean LOX-3 complex with EGC instead. Int J Mol Med 2003;12:415–20
  • Schrodinger Suite 2014-2, Protein Preparation Wizard; Epik version 2.8, New York (NY): Schrodinger, LLC; 2014; Impact version 6.3, Schrodinger, LLC, New York, NY, 2014
  • LigPrep, version 3.0, New York (NY): Schrodinger, LLC; 2014
  • Glide, version 6.3, New York (NY): Schrodinger, LLC; 2014
  • Prime version 3.6, New York (NY): Schrodinger, LLC; 2014
  • Afroz Alam M, Naik PK. Molecular modelling evaluation of the cytotoxic activity of podophyllotoxin analogues. J Comput Aid Mol Des 2011;23:209–25
  • (a) Desmond Molecular Dynamics System, version 3.8, D. E. New York (NY): Shaw Research; 2014. (b) Maestro-Desmond Interoperability Tools, version 3.8, New York (NY): Schrödinger; 2014
  • Maccarrone M, Baroni A, Finazzi-Agro A. Natural polyamines inhibit soybean (Glycine max) lipoxygenase-1, but not the lipoxygenase-2 isozyme. Arch Biochem Biophys 1998;356:35–40
  • Khan AN, Perveen S, Malik A, et al. Conferin, potent antioxidant and anti-inflammatory isoflavone from Caragana conferta Benth. J Enzym Inhib Med Chem 2010;25:440–4
  • Abad MJ, Bermejo P, Villar A. The activity of flavonoids extracted from Tanacetum microphyllum DC. (Compositae) on soybean lipoxygenase and prostaglandin synthetase. Gen Pharmacol 1995;26:815–9
  • Kuhn H, Romisch I, Belkner J. The role of lipoxygenase-isoforms in atherogenesis. Mol Nutr Food Res 2005;49:1014–29
  • Shi JH, Wang J, Zhu YY, Chen J. Characterization of interaction between isoliquiritigenin and bovine serum albumin: Spectroscopic and molecular docking methods. J Lumin 2014;145:643–50
  • Caruso IP, Vilegas W, Fossey MA, Cornélio ML. Exploring the binding mechanism of Guaijaverin to human serum albumin: fluorescence spectroscopy and computational approach. Spectrochim Acta A Mol Biomol Spectrosc 2012;97:449–55
  • Macias P, Pinto MC, Gutierrez C. Long wavelength fluorescence of Tyr and Trp solutions. Biochem Int 1987;15:961–9
  • Radmark O. Arachidonate 5-lipoxygenase. J Lipid Mediat Cell Signal 1995;12:171–84
  • Skrzypczak-Jankun E, Chorostowska-Wynimko J, Selman SH, Jankun J. Lipoxygenases – a challenging problem in enzyme inhibition and drug development. Curr Enz Inhib 2007;3:119–32

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