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Redox Report
Communications in Free Radical Research
Volume 22, 2017 - Issue 6
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Original Articles

Biologically important hydrazide-containing fused azaisocytosines as antioxidant agents

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References

  • Kehrer JP, Klotz L-O. Free radicals and related reactive species as mediators of tissue injury and disease: implications for health. Toxicology. 2015;45(9):765–798.
  • Shirinzadeh H, Ince E, Westwell AD, et al. Novel indole-based melatonin analogues substituted with triazole, thiadiazole and carbothioamides: studies on their antioxidant, chemopreventive and cytotoxic activities. J Enzyme Inhib Med Chem. 2016;31(6):1312–1321. doi: 10.3109/14756366.2015.1132209
  • Kareem HS, Nordin N, Heidelberg T, et al. Conjugated oligo-aromatic compounds bearing a 3,4,5-trimethoxy moiety: investigation of their antioxidant activity correlated with a DFT study. Molecules. 2016;21:224–242. doi: 10.3390/molecules21020224
  • Nagamallu R, Srinivasan B, Ningappa MB, et al. Synthesis of novel coumarin appended bis(formylpyrazole) derivatives: studies on their antimicrobial and antioxidant activities. Bioorg Med Chem Lett. 2016;26:690–694. doi: 10.1016/j.bmcl.2015.11.038
  • Bonacorso HG, Cavinatto S, Moraes MC, et al. Synthesis, structure elucidation, antioxidant and antimicrobial activity of novel 2-(5-trifluoromethyl-1H-pyrazol-1-yl)-5-(5-trihalomethyl-1H-pyrazol-1-yl-1-carbonyl)pyridines. J Braz Chem Soc. 2015;26(11):2346–2361.
  • Tana W, Lia Q, Lia W, et al. Synthesis and antioxidant property of novel 1,2,3-triazole-linked starch derivatives via ‘click chemistry’. Int J Biol Macromol. 2016;82:404–410. doi: 10.1016/j.ijbiomac.2015.10.007
  • Amos RIJ, Gourlay BS, Yates BF, et al. Mechanistic investigation of the oxidation of hydrazides: implications for the activation of the TB drug isoniazid. Org Biomol Chem. 2013;11:170–176. doi: 10.1039/C2OB26419F
  • Amos RIJ, Gourlay BS, Schiesser CH, et al. A mechanistic study on the oxidation of hydrazides: application to the tuberculosis drug isoniazid. Chem Commun. 2008;14:1695–1697. doi: 10.1039/b719570b
  • Aleksandrova K, Belenichev I, Shkoda A, et al. Research of antioxidant properties of theophyllinyl-7-acetic acid derivatives. Oxid Antioxid Med Sci. 2014;3(3):187–194. doi: 10.5455/oams.191214.or.078
  • Menteşe E, Ülker S, Kahveci B. Synthesis and study of α-glucosidase inhibitory, antimicrobial and antioxidant activities of some benzimidazole derivatives containing triazole, thiadiazole, oxadiazole, and morpholine rings. Chem Heterocycl Comp. 2015;50(12):1671–1682. doi: 10.1007/s10593-015-1637-1
  • Menteşe E, Yılmaz F, Baltaş N, et al. Synthesis and antioxidant activities of some new triheterocyclic compounds containing benzimidazole, thiophene, and 1,2,4-triazole rings. J Enzyme Inhib Med Chem. 2015;30(3):435–441. doi: 10.3109/14756366.2014.943203
  • Khan KM, Rani M, Ambreen N, et al. Acyl hydrazides: potent antioxidants. Lett Drug Design Discov. 2012;9(2):135–139. doi: 10.2174/157018012799079798
  • Hadjipavlou-Litina D, Samadi A, Unzeta M. Analysis of the antioxidant properties of differently substituted 2- and 3-indolyl carbohydrazides and related derivatives. Eur J Med Chem. 2013;63:670–674. doi: 10.1016/j.ejmech.2013.03.014
  • Szuster-Ciesielska A, Sztanke K, Kandefer-Szerszeń M. A novel fused 1,2,4-triazine aryl derivative as antioxidant and nonselective antagonist of adenosine A2A receptors in ethanol-activated liver stellate cells. Chem Biol Interact. 2012;195:18–24. doi: 10.1016/j.cbi.2011.10.004
  • Kandefer-Szerszeń M, Szuster-Ciesielska A, Sztanke K, et al. 8-(4-Methoxyphenyl)-4-oxo-4,6,7,8-tetrahydroimidazo[2,1-c][1,2,4]triazin-3-formic acid hydrazide used as a drug for liver diseases. Polish patent PL 2014;216264.
  • Sztanke K, Pasternak K, Rzymowska J, et al. Synthesis, structure elucidation and identification of antitumoural properties of novel fused 1,2,4-triazine aryl derivatives. Eur J Med Chem. 2008;43:1085–1094. doi: 10.1016/j.ejmech.2007.07.009
  • Sztanke M, Tuzimski T, Janicka M, et al. Structure-retention behaviour of biologically active fused 1,2,4-triazinones – correlation with in silico molecular properties. Eur J Pharm Sci. 2015;68:114–126. doi: 10.1016/j.ejps.2014.12.011
  • Sztanke K, Tkaczyński T. Synthesis of new derivatives of 8-phenyl-7,8-dihydro-4-oxoimidazo[2,1-c][1,2,4]triazine-3-acetic acid hydrazide. Acta Pol Pharm-Drug Res. 1998;55:251–252.
  • Janicka M, Sztanke M, Sztanke K. Reversed-phase liquid chromatography with octadecylsilyl, immobilized artificial membrane and cholesterol columns in correlation studies with in silico biological descriptors of newly synthesized antiproliferative and analgesic active compounds. J Chromatogr A. 2013;1318:92–101. doi: 10.1016/j.chroma.2013.09.060
  • Bartyzel A, Sztanke M, Sztanke K. An insight into the thermal behaviour of biologically active 8-aryl-4-oxo-4,6,7,8-tetrahydroimidazo[2,1-c][1,2,4]triazine-3-carbohydrazides. J Anal Appl Pyrolysis. 2016;121:138–145. doi: 10.1016/j.jaap.2016.07.014
  • Sztanke K. New hydrazides of 8-aryl-6,7-dihydro-4H-imidazo[2,1-c][1,2,4]triazine-4-oxo-3-formic acids and methods for their manufacture. Polish patent PL 2009;201092.
  • Brand-Williams W, Cuvelier ME, Berset C. Use of a free radical method to evaluate antioxidant activity. Lebensm-Wiss Technol. 1995;28:25–30. doi: 10.1016/S0023-6438(95)80008-5
  • Pick E, Keisari Y. A simple colorimetric method for the measurement of hydrogen peroxide produced by cells in culture. J Immunol Methods. 1980;38:161–170. doi: 10.1016/0022-1759(80)90340-3
  • Oyaizu M. Studies on products of browning reaction. Antioxidative activities of products of browning reaction prepared from glucosamine. Jpn J Nutr. 1986;44:307–315. doi: 10.5264/eiyogakuzashi.44.307
  • Barbuceanu SF, Ilies DC, Saramet G, et al. Synthesis and antioxidant activity evaluation of new compounds from hydrazinecarbothioamide and 1,2,4-triazole class containing diarylsulfone and 2,4-difluorophenyl moieties. Int J Mol Sci. 2014;15:10908–10925. doi: 10.3390/ijms150610908
  • Mirkov SM, Djordjevic AN, Andric NL, et al. Nitric oxide-scavenging activity of polyhydroxylated fullerenol, C60(OH)24. Nitric Oxide. 2004;11:201–207. doi: 10.1016/j.niox.2004.08.003
  • Borgohain M, Lakshmi SS, Duriarajan P. A comparative study of in-vitro anti-oxidant potential of phosphodiesterase-5 inhibitors. Int J Curr Pharm Clin Res. 2014;4:76–79.
  • Merino-Montiel P, Maza S, Martos S, et al. Synthesis and antioxidant activity of O-alkyl selenocarbamates, selenoureas and selenohydantoins. Eur J Pharm Sci. 2013;48:582–592. doi: 10.1016/j.ejps.2012.12.016
  • Hamada NMM, Abdo NYM. Synthesis, characterization, antimicrobial screening and free-radical scavenging activity of some novel substituted pyrazoles. Molecules. 2015;20:10468–10486. doi: 10.3390/molecules200610468
  • Sankaran M, Kumarasamy C, Chokkalingam U, et al. Synthesis, antioxidant and toxicological study of novel pyrimido quinolone derivatives from 4-hydroxy-3-acyl quinolin-2-one. Bioorg Med Chem Lett. 2010;20:7147–7151. doi: 10.1016/j.bmcl.2010.09.018
  • Kohen R, Nyska A. Oxidation of biological systems: oxidative stress phenomena, antioxidants, redox reactions, and methods for their quantification. Toxicol Pathol. 2002;30:620–650. doi: 10.1080/01926230290166724
  • Kiliç I, Yeşiloğlu Y. Spectroscopic studies on the antioxidant activity of p-coumaric acid. Spectrochim Acta A Mol Biomol Spectrosc. 2013;115:719–724. doi: 10.1016/j.saa.2013.06.110
  • Chidan Kumar CS, Loh WS, Chandraju S, et al. Synthesis, structural and antioxidant studies of some novel N-ethyl phthalimide esters. PLoS One. 2015;10(3):e0119440. doi: 10.1371/journal.pone.0119440
  • Apetrei CL, Tuchilus C, Aprotosoaie AC, et al. Chemical, antioxidant and antimicrobial investigations of Pinus cembra L. bark and needles. Molecules. 2011;16:7773–7788. doi: 10.3390/molecules16097773

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