Research ArticleOpen AccessGoogle Scholar indexed

Antioxidant Activity Evaluation in a Series of Heterocyclic Compounds Derived from 1,8-Diaminonaphthalene

¹ Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université NanguiAbrogoua, Abidjan, Côte d’Ivoire
² Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université NanguiAbrogoua, Abidjan, Côte d’Ivoire
³ Laboratoire de Chimie Organique Heterocyclique URAC 21, Pôle de Compétence Pharmacochimie, Faculté des Sciences, Université’ Mohammed V, Rabat, Moroc
⁴ Laboratoire de Constitution et Réaction de la Matière (LCRM), UFR Sciences des Structures de la Matière et Technologie, Université Félix Houphouët-Boigny, Abidjan, Côte d’Ivoire
⁵ UFR Des Sciences Biologiques, Université Péléforo Gon Coulibaly de Korhogo, Korhogo, Côte d’Ivoire
⁶ Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université NanguiAbrogoua, Abidjan, Côte d’Ivoire
⁷ Laboratoire Centrale de l’Environnement (LCE), Centre Ivoirien Antipollution (CIAPOL), Abidjan, Côte d’Ivoire
⁸ Laboratoire des Sciences de l’Environnement (LSE), UFR SGE, Université Nangui Abrogoua, Abidjan, Côte d’Ivoire
⁹ Laboratoire de Thermodynamique et de Physico-Chimie du Milieu, UFR SFA, Université NanguiAbrogoua, Abidjan, Côte d’Ivoire

Journal of Biophysical Chemistry·Volume 12 (2021)·Pages 1–9·Published 8 February 2021·DOI10.4236/jbpc.2021.121001

Abstract

From (2,3-dihydro-1 H -perimidin-2-yl)-phenyl, the substitution of OH group in ortho or para position on the phenyl ring, allows us to synthesize the studied compounds. These three compounds have been characterized by conventional spectroscopic methods (NMR and MS). The interest of this work is to review the antioxidant activity of our compounds. The antioxidant activity screening carried out according to FRAP and DPPH methods revealed significant anti-free radical properties for compounds 1 and 2 even at low concentrations. In contrast to the compound 2, compound 3 for which the OH group is substituted in para position has the lowest activity in both cases. Therefore the para position seems to be the least sensitive position to increase the antioxidant activity of this pharmacophore.

KeywordsPerimidineSpectrometryAntioxidant Activity22-Diphenyl-1-Picrylhydrazyl Method and Ferric Reducing Antioxidant Power Method

Sies, H. (1985) Oxidative Stress: Introductory Remarks. In: Sies, H., Ed., Oxidative Stress, Academic Press, London, 1-8. https://doi.org/10.1016/B978-0-12-642760-8.50005-3
Bartosz, G. (2003) Generation of Reactive Oxygen Species in Biological Systems. Comments on Toxicology, 9, 5-21. https://doi.org/10.1080/08865140302420
Montagnier, L., Olivier, R. and Pasquier, C. (1997) Oxidative Stress in Cancer, AIDS and Neurodegenerative Diseases. CRC Press, Boca Raton, 546. https://doi.org/10.1201/9781482292213
Smietana, M., Clayette, P., Mialocq, P., Vasseur, J.-J. and Oiry, J. (2008) Synthesis of new N-isobutyryl-L-cysteine/MEA Conjugates: Evaluation of Their Free Radical- Scavenging, Activities and Anti-HIV Properties in Human Macrophages. Bioorganic Chemistry, 36, 133-140. https://doi.org/10.1016/j.bioorg.2008.02.001
Velázquez, I., Plaud, M., Wojna, V., Skolasky, R., Laspiur, J.P. and Meléndez, L.M. (2009) Antioxidant Enzyme Dysfunction in Monocytes and CSF of Hispanic Women with HIV Associated Cognitive Impairment. Journal of Neuroimmunology, 206, 106- 111. https://doi.org/10.1016/j.jneuroim.2008.10.013
Hebert-Schuster, M., Borderie, D., Grange, P.A., Lemarechal, H., Kavian, N., Batteux, F. and Dupin, N. (2011) Syphilis, Stress Oxydant et Statut Antioxydant. Annales de Dermatologie et de Vénéréologie, 138, A251-A252. https://doi.org/10.1016/j.annder.2011.10.304
Rodrigo, R. and Bosco, C. (2006) Oxidative Stress and Protective Effects of Polyphenols: Comparative Studies in Human and Rodent Kidney. A Review. Comparative Biochemistry and Physiology Part C: Toxicology & Pharmacology, 142, 317-327. https://doi.org/10.1016/j.cbpc.2005.11.002
Montazerifar, F., Hashemi, M., Karajibani, M. and Dikshit, M. (2010) Natural Antioxidants and Oxidative Stress Markers in Hemodialysis Patients. Hong Kong Journal of Nephrology, 12, 57-61. https://doi.org/10.1016/S1561-5413(10)60013-0
Nanda, N.K. and Das, B.S. (2000) Presence of Pro-Oxidants in Plasma of Patients Suffering from Falciparum Malaria. Transactions of the Royal Society of Tropical Medicine and Hygiene, 94, 684-688. https://doi.org/10.1016/S0035-9203(00)90233-5
Gülçin, I.V., Mshvildadze, A. and Gepdiremen, R. (2006) Screening of Antiradical and Antioxidant Activity of Monodesmosides and Crude Extract from Leontice smirnowii Tuber. Phytomedicine, 13, 343-351. https://doi.org/10.1016/j.phymed.2005.03.009
Dzieduszycka, M., Martelli, S., Arciemiuk, M., Bontemps-Gracz, M.M., Kupiec, A. and Borowski, E. (2002) Effect of Modification of 6-[(Aminoalkyl)amino]-7H- benzo[e]-perimidin-7-ones on Their Cytotoxic Activity Toward Sensitive and Multidrug Resistant Tumor Cell Lines. Synthesis and Biological Evaluation. Bioorganic & Medicinal Chemistry, 10, 1025-1035. https://doi.org/10.1016/S0968-0896(01)00358-3

Menu

Antioxidant Activity Evaluation in a Series of Heterocyclic Compounds Derived from 1,8-Diaminonaphthalene

Abstract

References (24)