Flavonols from Pterogyne nitens and their evaluation as myeloperoxidase inhibitors

Phytochemistry

Volumn 69, Issue 8, 2008, Pages 1739-1744

  Regasini, Luis Octávio ^a   Vellosa, José Carlos Rebuglio ^a   Silva, Dulce Helena Siqueira ^a   Furlan, Maysa ^a   de Oliveira, Olga Maria Mascarenhas ^a   Khalil, Najeh Maissar ^a   Brunetti, Iguatemy Lourenço ^a   Young, Maria Claudia Marx ^b   Barreiro, Eliezer Jesus ^c   Bolzani, Vanderlan Silva ^a  

^a SÃO PAULO STATE UNIVERSITY UNESP   (Brazil)

^b Instituto de Pesquisas Ambientais do Estado de São Paulo   (Brazil)

^c FEDERAL UNIVERSITY OF RIO DE JANEIRO   (Brazil)

Author keywords

Acylated flavonol; Antioxidant; Fabaceae; Myeloperoxidase; Pterogyne nitens

Indexed keywords

ENZYME INHIBITOR; FLAVONOL DERIVATIVE; PEROXIDASE; PTEROGYNOSIDE;

ARTICLE; CHEMICAL STRUCTURE; CHEMISTRY; DRUG ANTAGONISM; DRUG SCREENING; FRUIT; ISOLATION AND PURIFICATION; LEGUME; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY;

DRUG EVALUATION, PRECLINICAL; ENZYME INHIBITORS; FABACEAE; FLAVONOLS; FRUIT; MAGNETIC RESONANCE SPECTROSCOPY; MOLECULAR STRUCTURE; PEROXIDASE;

FABACEAE; PTEROGYNE NITENS;

EID: 43049162679     PISSN: 00319422     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.phytochem.2008.01.006     Document Type: Article

References (26)

1. Agrawal P.K., Thakur R.S., and Bansal M.C. Flavonoids. In: Agrawal P.K. (Ed). Carbon-13 NMR of Flavonoids vol. 39 (1989), Elsevier Science Publishers B.V., New York 95-182
2. Bolzani V.S., Gunatilaka A.A.L., and Kingston D.G.I. Bioactive guanidine alkaloids from Pterogyne nitens. J. Nat. Prod. 58 (1995) 1683-1688
3. Burkart, A., 1952. Las Leguninosas Argentinas, Aemé Agency, Buenos Aires, p. 156.
4. Capeillère-Blandin C. Oxidation of guaiacol by myeloperoxidase: a two-electron-oxidized guaiacol transient species as a mediator of NADPH oxidation. Biochem. J. 336 (1998) 395-404
5. Cuzzocrea S., Riley D.P., Caputi A.P., and Salvemini D. Antioxidant therapy: a new pharmacological approach in shock, inflammation, and ischemia/reperfusion injury. Pharmacol. Rev. 53 (2001) 135-159
6. Duarte-Almeida J.M., Santos R.J., Genovese M.I., and Lajolo F.M. Evaluation of the antioxidant activity using the β-carotene/linoleic acid system and DPPH scavenging method. Ciência Tecnol. Ali. 26 (2006) 446-452
7. Gebre-Mariam T., Asres K., Getie M., Endale A., Neubert R., and Schmidt P.C. In vitro availability of kaempferol glycosides from cream formulations of methanolic extract of the leaves of Melilotus elegans. Eur. J. Pharm. Biopharm. 60 (2005) 31-38
8. Gurel A., Armutcu F., Sahin S., Sogut S., Ozyurt H., Gulec M., Kutlu N.O., and Akyol O. Protective role of α-tocopherol and caffeic acid phenethyl ester on ischemia-reperfusion injury via nitric oxide and myeloperoxidase in rat kidneys. Clin. Chim. Acta 339 (2004) 33-41
9. Havsteen B.H. The biochemistry and medical significance of the flavonoids. Pharmacol. Therap. 96 (2002) 67-202
10. Heinecke J.W., Li W., Daehnke H.L., and Goldstein J.A. Dityrosine, a specific marker of oxidation, is synthesized by the myeloperoxidase-hydrogen peroxide system of human neutrophils and macrophages. J. Biol. Chem. 268 (1993) 4069-4077
11. Heijnen C.G.M., Haenen G.R.M.M., Oostven R.M., Stalpers E.M., and Bast A. Protection of flavonoids against lipid peroxidation: the structure activity relationship revisited. Free Radical Res. 36 (2002) 575-581
12. Kato Y., Nagao A., Terao J., and Osawa T. Inhibition of myeloperoxidase-catalyzed tyrosylation by phenolic antioxidants in vitro. Biosci. Biotechnol. Biochem. 67 (2003) 1136-1139
13. Lorenzi, H., 1998. Árvores Brasileiras: Manual de Identificação e Cultivo de Plantas Arbóreas do Brasil, Plantarum, Nova Odessa, p. 162.
14. Mabry Y.J., Markham K.R., and Thomas M.B. The Systematic Identification of Flavonoids (1970), Springer-Verlag, New York
15. Markham K.R., Ternai B., Stanley R., Geiger H., and Mabry T.J. 13C NMR studies of flavonoids - III. Naturally occurring flavonoid glycosides and their acylated derivatives. Tetrahedron 34 (1978) 1389-1397
16. Middleton E., Kandaswami C., and Theoharides T.C. The effects of plant flavonoids on mammalian cells: implication for inflammation, heart disease, and cancer. Pharmacol. Rev. 52 (2000) 673-751
17. Mitscher L.A., Gollapudi S.R., Drake S., and Oburn D.S. Amorphastilbol, an antimicrobial agent from Amorpha nana. Phytochemistry 24 (1985) 1481-1483
18. Mollace V., Muscoli C., Masini E., Cuzzocrea A., and Salvemini D. Modulation of prostaglandin biosynthesis by nitric oxide and nitric oxide donors. Pharmacol. Rev. 57 (2005) 217-252
19. Pellegrini N., Re R., Yang M., and Rice-Evans C. Screening of dietary carotenoids and carotenoid-rich fruit extracts for antioxidant activities applying 2,2′-azinobis(3-ethylenebenzothiazoline-6-sulfonic acid) radical cation decolorization assay. Method Enzymol. 299 (1999) 379-389
20. Pizzolatti M.G., Cunha A., Szpoganicz B., Sousa E., Braz-Filho R., and Schripsema J. Flavonóides glicosilados das folhas e flores de Bauhinia forficata (Leguminosae). Quím. Nova 26 (2003) 466-469
21. Salama O., Chaudhuri R.K., and Sticher O. A lignan glucoside from Euphrasia rostkoviana. Phytochemistry 20 (1981) 2603-2604
22. Soares J.R., Dinis T.C., Cunha A.P., and Almeida L.M. Antioxidant activities of some extracts of Thymus zygis. Free Radical Res. 26 (1997) 469-478
23. Teixeira A., Morfim M.P., Cordova C.A.S., Charão C.C.T., Lima V.R., and Creczynski-Pasa T.B. Melatonin protects against pro-oxidant enzymes and reduces lipid peroxidation in distinct membranes induced by the hydroxyl and ascorbyl radicals and by peroxinitrile. J. Pineal Res. 35 (2003) 262-268
24. Van Acker S.A.B.E., Vanden Berg D.-J., Tromp M.N.J.L., Griffioen D.H., Van Bennekom W.P., Van der Vijgh W.J.F., and Bast A. Structural aspects of antioxidant activity of flavonoids. Free Radical Biol. Med. 20 (1996) 331-342
25. Wang H., and Joseph J.A. Structure-activity relationships of quercetin in antagonizing hydrogen peroxide-induced calcium dysregulation in PC12 cells. Free Radical Biol. Med. 27 (1999) 683-694
26. Winterbourn C.C., Vissers M.C., and Kettle A.J. Myeloperoxidase. Curr. Opin. Hematol. 7 (2000) 53-58