Myeloperoxidase Inhibition and In Silico Evaluation of Phenolics from Vellozia dasypus

Aldib I, Soubhye J, Zouaoui Boudjeltia K, Vanhaeverbeek M, Rousseau A, Furtmuller PG, Obinger C, Dufrasne F, Neve J, Van Antwerpen P, Prevost M (2012) Evaluation of new scaffolds of myeloperoxidase inhibitors by rational design combined with high-throughput virtual screening. J Med Chem 55:7208–7218. https://doi.org/10.1021/jm3007245

Article  CAS  PubMed  Google Scholar 

Almeida VM, Dias ER, Souza BC, Cruz JN, Santos CBR, Leite FHA, Queiroz RF, Branco A (2021) Methoxylated flavonols from Vellozia dasypus Seub ethyl acetate active myeloperoxidase extract: in vitro and in silico assays. J Biomol Struct Dyn 40:7574–7583. https://doi.org/10.1080/07391102.2021.1900916

Article  CAS  PubMed  Google Scholar 

Alves RJV, Kolbek J (1994) Plant species endemism in savanna vegetation on table mountains (Campo Rupestre) in Brazil. Vegetatio 113:125–139. https://doi.org/10.1007/BF00044230

Article  Google Scholar 

Ambriz-Pérez DL, Leyva-López N, Gutierrez-Grijalva EP, Heredia JB, Yildiz F (2016) Phenolic compounds: natural alternative in inflammation treatment. A Review Cogent Food Agriculture 2:1. https://doi.org/10.1080/23311932.2015.1131412

Article  CAS  Google Scholar 

Aratani Y (2018) Myeloperoxidase: its role for host defense, inflammation, and neutrophil function. Arch Biochem Biophys 640:47–52. https://doi.org/10.1016/j.abb.2018.01.004

Article  CAS  PubMed  Google Scholar 

Boufadi Y, Soubhye J, Riazi A, Rousseau A, Vanhaeverbeek M, Nève J, Boudjeltia K, Van Antwerpen P (2014) Characterization and antioxidant properties of six Algerian propolis extracts: ethyl acetate extracts inhibit myeloperoxidase activity. Int J Mol Sci 15:2327–2345. https://doi.org/10.3390/ijms15022327

Article  CAS  PubMed  PubMed Central  Google Scholar 

Branco A, Pereira AS, Cardoso JN, de Aquino Neto FR, Pinto AC, Braz-Filho R (2001) Further lipophilic flavonols in Vellozia graminifolia (Velloziaceae) by high temperature gas chromatography: quick detection of new compounds. Phytochem Anal 12:266–270. https://doi.org/10.1002/pca.590

Article  CAS  PubMed  Google Scholar 

Branco A, Pinto AC, Ifa DR, Braz Filho R (2002) Two 8C-methylated flavonols from the leaves of Vellozia candida Mikan (Velloziaceae). J Brazil Chem Soc 13:318–323. https://doi.org/10.1590/S0103-50532002000300005

Article  CAS  Google Scholar 

Branco A, Pinto AC, Braz Filho R (2004) Chemical constituents from Vellozia graminifolia (Velloziaceae). An Acad Bras Cien 76:505–518. https://doi.org/10.1590/S0001-37652004000300005

Article  CAS  Google Scholar 

da Silva CG, Carvalho CD, Hamerski L, Castro FA, Alves RJ, Kaiser CR, Eleutherio EC, de Rezende CM (2012) Protective effects of flavonoids and extract from Vellozia kolbekii Alves against oxidative stress induced by hydrogen peroxide in yeast. J Nat Med 66:367–372. https://doi.org/10.1007/s11418-011-0585-z

Article  CAS  PubMed  Google Scholar 

Davey CA, Fenna RE (1996) 2.3 Å Resolution X-ray crystal structure of the bisubstrate analogue inhibitor salicylhydroxamic acid bound to human myeloperoxidase: a model for a prereaction complex with hydrogen peroxide†,‡. Biochemistry 35:10967–10973. https://doi.org/10.1021/bi960577m

Article  CAS  PubMed  Google Scholar 

Dias AR, Dias TLMF, Alexandre-Moreira MS (2020) Flavonoid-rich fraction from Pleoma pereirae Melastomataceae effects on calcium oxalate crystallization antioxidant and antinociceptive activies Eur J. Integr Med 35:101095. https://doi.org/10.1016/j.eujim.2020.101095

Article  Google Scholar 

Figueiredo-Rinhel ASG, de Melo LL, Bortot LO, Santos EOL, Andrade MF, Azzolini A, Kabeya LM, Caliri A, Bastos JK, Lucisano-Valim YM (2017) Baccharis dracunculifolia DC (Asteraceae) selectively modulates the effector functions of human neutrophils. J Pharm Pharmacol 69:1829–1845. https://doi.org/10.1111/jphp.12822

Article  CAS  PubMed  Google Scholar 

Forbes LV, Sjogren T, Auchere F, Jenkins DW, Thong B, Laughton D, Hemsley P, Pairaudeau G, Turner R, Eriksson H, Unitt JF, Kettle AJ (2013) Potent reversible inhibition of myeloperoxidase by aromatic hydroxamates. J Biol Chem 288:36636–36647. https://doi.org/10.1074/jbc.M113.507756

Article  CAS  PubMed  PubMed Central  Google Scholar 

Franck T, Kohnen S, Grulke S, Neven P, Goutman Y, Peters F, Pirotte B, Deby-Dupont G, Serteyn D (2008) Inhibitory effect of curcuminoids and tetrahydrocurcuminoids on equine activated neutrophils and myeloperoxidase activity. Physiol Res 57:577–587

Article  CAS  PubMed  Google Scholar 

Gusman GS, Campana PR, Castro LC, Castilho RO, Teixeira MM, Braga FC 2015 Evaluation of the effects of some Brazilian medicinal plants on the production of TNF-alpha and CCL2 by THP-1 cells Evid Based Complement Alternat Med 2015 497123 https://doi.org/10.1155/2015/497123

Harborne JB, Greenham J, Williams CA, Eagles J, Markham KR (1993) Ten isoprenylated and C-methylated flavonoids from the leaves of three Vellozia species. Phytochemistry 34:219–226. https://doi.org/10.1016/S0031-9422(00)90808-2

Article  CAS  Google Scholar 

Hawkins CL, Pattison DI, Davies MJ (2003) Hypochlorite-induced oxidation of amino acids, peptides and proteins. Amino Acids 25:259–274. https://doi.org/10.1007/s00726-003-0016-x

Article  CAS  PubMed  Google Scholar 

Jeong CH, Jeong HR, Choi GN, Kim DO, Lee U, Heo HJ (2011) Neuroprotective and anti-oxidant effects of caffeic acid isolated from Erigeron annuus leaf. Chin Med 6:25. https://doi.org/10.1186/1749-8546-6-25

Article  PubMed  PubMed Central  Google Scholar 

Kato Y, Nagao A, Terao J, Osawa T (2003) Inhibition of myeloperoxidase-catalyzed tyrosylation by phenolic antioxidants in vitro. Biosci Biotechnol Biochem 67:1136–1139. https://doi.org/10.1271/bbb.67.1136

Article  CAS  PubMed  Google Scholar 

Klebanoff SJ (2005) Myeloperoxidase: friend and foe. J Leukoc Biol 77:598–625. https://doi.org/10.1189/jlb.1204697

Article  CAS  PubMed  Google Scholar 

Leite TC, de Sena AR, Dos Santos Silva TR, Dos Santos AK, Uetanabaro AP, Branco A (2012) Antimicrobial activity of Marcetia DC species (Melastomataceae) and analysis of its flavonoids by reverse phase-high performance liquid chromatography coupled-diode array detector. Pharmacogn Mag 8:209–214. https://doi.org/10.4103/0973-1296.99286

Article  CAS  PubMed  PubMed Central  Google Scholar 

Mehrotra A, Shanbhag R, Chamallamudi MR, Singh VP, Mudgal J (2011) Ameliorative effect of caffeic acid against inflammatory pain in rodents. Eur J Pharmacol 666:80–86. https://doi.org/10.1016/j.ejphar.2011.05.039

Article  CAS  PubMed  Google Scholar 

Mykhailenko O, Gudzinskas Z, Kovalyov V, Desenko V, Ivanauskas L, Bezruk I, Georgiyants V (2020) Effect of ecological factors on the accumulation of phenolic compounds in Iris species from Latvia, Lithuania and Ukraine. Phytochem Anal 31:545–563. https://doi.org/10.1002/pca.2918

Article  CAS  PubMed  Google Scholar 

Queiroz RF, Vaz SM, Augusto O (2011) Inhibition of the chlorinating activity of myeloperoxidase by tempol: revisiting the kinetics and mechanisms. Biochem J 439:423–431. https://doi.org/10.1042/BJ20110555

Article  CAS  PubMed  Google Scholar 

Quintão FJO, Tavares RSN, Vieira-Filho SA, Souza GHB, Santos ODH (2013) Hydroalcoholic extracts of Vellozia squamata: study of its nanoemulsions for pharmaceutical or cosmetic applications. Rev Bras Farmacogn 23:101–107. https://doi.org/10.1590/S0102-695X2013005000001

Article  Google Scholar 

Ribeiro B, Valentao P, Baptista P, Seabra RM, Andrade PB (2007) Phenolic compounds, organic acids profiles and antioxidative properties of beefsteak fungus (Fistulina hepatica). Food Chem Toxicol 45:1805–1813. https://doi.org/10.1016/j.fct.2007.03.015

Article  CAS  PubMed  Google Scholar 

Ruiz-Ojeda FJ, Olza J, Gil A, Aguilera CM. 2018 Oxidative stress and inflammation in obesity and metabolic syndrome In María AMMC García A (Eds.) Obesity Oxidative Stress and Dietary Antioxidants. Cambridge MA Academic Press pp

Sajjadi SE, Shokoohinia Y, Moayedi NS (2012) Isolation and identification of ferulic acid from aerial parts of Kelussia odoratissima Mozaff. Jundishapur J Nat Pharm Prod 7:159–162

Article  PubMed  PubMed Central  Google Scholar 

Schrodinger L 2010 The PyMOL molecular graphics system (Version 1.3rl)

Septama AW, Jantan I, Panichayupakaranant P (2018) Flavonoids of Artocarpus heterophyllus Lam. heartwood inhibit the innate immune responses of human phagocytes. J Pharm Pharmacol 70:1242–1252. https://doi.org/10.1111/jphp.12952

Article  CAS  PubMed  Google Scholar 

Shiba Y, Kinoshita T, Chuman H, Taketani Y, Takeda E, Kato Y, Naito M, Kawabata K, Ishisaka A, Terao J, Kawai Y (2008) Flavonoids as substrates and inhibitors of myeloperoxidase: molecular actions of aglycone and metabolites. Chem Res Toxicol 21:1600–1609. https://doi.org/10.1021/tx8000835

Article  CAS  PubMed  Google Scholar 

Souza CD, Felfili JM (2006) The utilization of medicinal plants in the region of Alto Paraíso of Goiás, GO, Brazil. Acta Bot Bras 20:135–142. https://doi.org/10.1590/S0102-33062006000100013

Article  Google Scholar 

Stierand K, Rarey M (2010) Drawing the PDB: protein−ligand complexes in two dimensions. ACS Med Chem Lett 1:540–545. https://doi.org/10.1021/ml100164p

Article  CAS  PubMed  PubMed Central  Google Scholar 

Tian R, Ding Y, Peng YY, Lu N (2017) Inhibition of myeloperoxidase- and neutrophil-mediated hypochlorous acid formation in vitro and endothelial cell injury by (-)-epigallocatechin gallate. J Agric Food Chem 65:3198–3203. https://doi.org/10.1021/acs.jafc.7b00631

Article  CAS  PubMed  Google Scholar 

Trott O, Olson AJ (2010) AutoDock Vina: improving the speed and accuracy of docking with a new scoring function, efficient optimization, and multithreading. J Comput Chem 31:455–461. https://doi.org/10.1002/jcc.21334

Article  CAS  PubMed  PubMed Central  Google Scholar 

Tsumbu CN, Deby-Dupont G, Tits M, Angenot L, Frederich M, Kohnen S, Mouithys-Mickalad A, Serteyn D, Franck T (2012) Polyphenol content and modulatory activities of some tropical dietary plant extracts on the oxidant activities of neutrophils and myeloperoxidase. Int J Mol Sci 13:628–650. https://doi.org/10.3390/ijms13010628

Article  CAS  PubMed  PubMed Central 

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