Synthesis, Structural Characterization, and Antioxidant Activities of 2,4-dinitrophenyl-hydrazone Derivatives. | [Journal of Chemical Society of Pakistan • 2018]

Author(s):

1. Ghulam Ahad: Department of Chemistry, Abdul Wali Khan University, Mardan - 23200, Pakistan

2. Momin Khan: Department of Chemistry, Abdul Wali Khan University, Mardan - 23200, Pakistan

3. Asif Khan: Department of Chemistry, Abdul Wali Khan University, Mardan - 23200, Pakistan

4. Mohammad Ibrahim: Department of Chemistry, Abdul Wali Khan University, Mardan - 23200, Pakistan

5. Uzma Salar: H. E. J. Research Institute of Chemistry, International Center for Chemical and Biological Sciences, University of Karachi, Karachi-75270, Pakistan

6. Khalid Mohammed Khan: PCSIR Laboratories Complex, Shahrah-e-Dr. Salimuzzaman Siddiqui, Karachi-75280, Pakistan

7. Shahnaz Perveen: Department of Chemistry, Abdul Wali Khan University, Mardan - 23200, Pakistan

Abstract:

Summary: Thirty-two derivatives of 2,4-dinitro phenylhydrazone 1-32 were synthesized by one step reaction and characterized by spectroscopic techniques such as EI-MS and 1H-NMR. Compounds 132 were screened for their in vitro antioxidant activities. DPPH radical scavenging, ferrous ionchelating, ferric ion reducing, total antioxidants, and hydroxyl radical scavenging assays were used to check the antioxidant potential of the synthetic derivatives. Compounds showed good to moderate antioxidant activities as compared to the standard vitamin C (for DPPH radical scavenging (IC50 = 77.83 ± 16.56 µM), ferric ion reducing (IC50 = 92.16 ± 17.74 µM), total antioxidant (IC50 = 97.85 ± 17.21 µM), and hydroxyl radical scavenging (IC50 = 96.128 ± 17.50 µM) activities) and EDTA (for ferrous ion-chelating assay (IC50 = 101.86 ± 17.84 µM)). This study has identified potential leads for future research on antioxidant agents of this class of compounds.

Page(s): 961-973

DOI: DOI not available

Published: Journal: Journal of Chemical Society of Pakistan, Volume: 40, Issue: 5, Year: 2018

Keywords:

Keywords are not available for this article.

References:

[1] M. D. Raju, 2011.Nitrogen, oxygen bonded hetrocyclic organosilicon (IV) derivatives of a new Schiff base; synthesis and spectral aspects,J. Curr. Chem. Pharm. Sci. 1 -

[2] H.Schiff, 1864.Mitteilungen aus dem universitats laboratorium in Pisa: Eineneue reihe organischer basen, 131 -

[3] S.Arulmurugan,P. H.Kavitha,R.P.Venkatraman, 2010.Biological activities of Schiff base and its complexes: a review,Rasayan J. Chem 3 -

[4] P. A.Huczyński,K.Pyta,B.Brzezinski,F.Bartl, 2009.Biological properties of Schiff bases and azo derivatives of phenols,Curr. Org. Chem 13 -

[5] G.Bringmann,M.Dreyer,J. H.Faber,P. W.Dalsgaard,D.Staerk,J. W.Jaroszewski, 2004.Ancistrotanzanine C and related 5,1'- and 7,3'- coupled naphthylisoquinoline alkaloids from Ancistrocladus tanzaniensis,J. Nat. Prod 5 -

[6] J.Salimon,N.Salih,H.Ibraheem,-(substituted, 2010.-thiadiazole as potential antimicrobial agents,Asian. J. Chem 22 -

[7] S.Patil,S. D.Jadhav,U. P.Patil, 2012.Preparation of Schiff's bases from sulfamethoxazol natural acid catalyzed synthesis of Schiff Base under solventfree condition: as a green approach,Arch. App. Sci. Res 4 -

[8] P. M. Rajavel , S.,Senthil , C.,Anitha, 2008.Synthesis, physical characterization and biological activity of some Schiff bases complexes, E-Journal Chem, 5 -

[9] S.Sujarania, 2012.Synthesis, characterization and toxicity studies of Schiff bases [2-(2, 2- diphenylethylimino)methyl)phenols] anchored silver nanoparticles digest,J. Nanomat. Bio., 7 -

[10] A. M. Hamil , M.,Hamil , M.,Abdelkarem , M.,Hemmet. M. M., 2012.El-ajaily, Synthesis of a new Schiff base: 2-[2-(E)-(2-hydroxyphenyl)- ethylidene]aminoethyl) ethanimidoyl]phen, Int,J. Chem. Res. 4 -

[11] M. G. Hertog , E. J.,Feskens , P.C.,Hollman , M. B.,Katan , D.,Kromhout, 1993.Dietary antioxidant flavonoids and risk of coronary heart disease: the zutphen elderly study,Lancet 342 -

[12] A.Moure,J.Cruz,D.Franco,M.Dominguez,J.Sineiro,H.Dominguez,J.Nunez, 2001.Natural antioxidants from residual sources, a review, Food Chem, 72 -

[13] P. C. Hollman , M. G.,Hertog , M. B.,Katan, 1996.Analysis and health effects of flavonoids, Food Chem, 57 -

[14] J. W.Schmidley, 1990., 21 -

[15] M.Heiononen,E. N.Frankel, 1998.Antioxidant interactions of catechin, cyanidin, caffeic acid, quercetin, and ellagic acid on human LDL oxidation, Food Chem, 61 -

[16] E. J.Hunt,C. E.Lester,P. A.Lester,R. L.Tackett, 2001.Effect of St. John's wort on free radical production, Life Sci, 69 -

[17] A. N.Aziz,M.Taha,N. H.Ismail,E. H.Anouar,S.Yousuf,W.Jamil,K.Awang,N.Ahmat,K. M. Khan , S. M.,Kashif, 2014.Synthesis, crystal structure, DFT studies and evaluation of the antioxidant activity of 3,4- dimethoxybenzenamine Schiff bases, 19 -

[18] K. M. Khan , M.,Taha , F.,Naz , S.,Siddiqui , S.,Ali , F.,Rahim , S.,Perveen , M. I. Choudhary, 2012.DPPH radical and superoxide anion scavengers,Med. Chem 8 -

[19] K. M. Khan , Z.,Shah , V. U. Ahmad, M.,Khan , M.,Taha , F.,Rahim , S.,Ali , N.,Ambreen , S.,Perveen , M. I.,Choudhary, 2012.- Trichlorophenylhydrazine Schiff bases as DPPH radical and super oxide anion scavengers,Med. Chem 8 -

[20] S. M.Shanab,S. S.Mostafa,E. A.Shalaby,G. I. Mahmoud,Trop, 2012.Aqueous extracts of microalgae exhibit antioxidant and anticancer activities, Asian Pac, 2 -

[21] R. L. Puntel , C. W.,Nogueira , J. B.,Rocha, 2005.Krebs cycle intermediates modulate thiobarbituric reactive species (TBARS) production in rat brain in vitro,Neurochem. Res. 30 -

[22] R. S.Kumar,B.Rajkapoor,P.Perumal,Trop, 2012.Using various in vitro assay models, Asian Pac, 2 -

[23] M. R. Sahaa , S. M. R.,Hasana , R.,Aktera,M. M. Hossaina , M. S.,Alamb , M. A.,Alam , M. E. H.,Mazumder,J.Vet, 2008.In vitro free radical scavenging activity of methaol extract of the leaves of Mimusops elengi Linn, Bangl, 6 -

[24] L. P.Huo,L.Su,W.Lu,R.Deng,C.Liu,L.Deng,Y.Guo,N.Lu,C.He, 2011.Free radicalscavenging capacity, antioxidant activity and phenolic content of Pouzolzia zeylanica,J. Serb. Chem. Soc. 76 -

Citations

Downloads

Views