Synthesis, Characterization, Hydrolytic Cleavage, and Biological Activity Studies of 2-[(1e)-N-{2-[(2-{(Z)-[1-(2-Hydroxyphenyl)Ethylidene] Amino}Ethyl)Amino]Ethyl}Ethanimidoyl]Phenol
BIOACTIVITIES OF PHENOLIC SCHIFF BASES
Abstract
A Schiff base ligand 2-[(1E)-N-{2-[(2-{(Z)-[1-(2-hydroxyphenyl) ethylidene] amino}ethyl)amino]ethyl} ethanimidoyl]phenol L was hydrolyzed by copper cation which lead to formation of 8,8-dichloro-2H,3H,5H,6H-1,3-diaza-2-cupracyclopenta[1,3-a]1,3-diaza-2-cupracyclopentane hydrate (Complex), characterized by UV, IR, Powder XRD and by elemental analysis. In vitro antioxidant and anticoagulant, activities of L were evaluated. Antioxidant potential of L was assessed by DPPH scavenging, β-carotene bleaching test, hydroxyl radical scavenging method, ABTS radical scavenging test, and by reducing power test. In vitro anticoagulant effect of L at the 84 µg/mL; showed the maximum prolongation of plasma recalcification time which is comparable with that of the anticoagulant drug; heparin. In conclusion, results of the present investigation indicate that the ligand L can be a potential anticoagulant agent.
Keywords: Schiff base; Antioxidant; Free radicals; Anticoagulant.
DOI
https://doi.org/10.22270/jddt.v9i5-s.3621References
Z. Cimerman, S. Miljanić, N. Galić, Croat. Chem. Acta.73 (2000) 81
A. Gölcü, M. Tümer, H. Demirelli, RA.Wheatley, Inorg Chim Acta. 358, (2005) 1785
E.Yousif, E. Rentschler, N. Salih, J. Salimon, A. Hameed, M. Katan, J. Saudi Chem. Soc. 18 (2014) 269
S.A. Matar, W.H. Talib, M. S. Mustafa, M.S., Mubarak, M.A. AlDamen, Arab. J. Chem. 8 (2015) 850
A. Ourari, Y. Ouennoughi, D. Aggoun, M.S. Mubarak, E.M. Pasciak, D.G. Peters, Polyhedron. 67 (2014) 59
A.N. Srivastava, N.P. Singh, C.K. Shriwastaw, J. Serb. Chem. Soc.79 (2014) 421
Z. Aydin, M. Keles . Turk J Chem. 41 (2017) 89
E. Keskioglu, A. B.Gunduzalp, S. Cete, F. Hamurcu, B. Erk, Spectrochim. ActA.70 (2008) 634
I.J. Patel, S.J. Parmar, E-J. Chem. 7 (2010) 617
M. Hranjec, K. Starčević, S.K. Pavelić, P. Lučin, K. Pavelić, G. KarminskiZamola, Eur. J. Med. Chem. 46 (2011) 2274
P. Ronad, S. Dharbamalla, R. Hunshal, V. Maddi, Arch. Pharm. 341 (2008) 696
K.M. Khan, M. Taha, F. Naz, S. Siddiqui, S. Ali, F. Rahim, S. Perveen, I. Choudhary, Med. Chem. 8 (2012) 705
J.W. Schmidley, Stroke, 21 (1990) 1086
M.G. Hertog, E.J. Feskens, P.C. Hollman, M.B. Katan, D. Kromhout, Lancet. 342 (1993) 1007
N., Charef, F. Sebti, L. Arrar, M. Djarmouni, N. Boussoualim, A. Baghiani, S.Khennouf, A. Ourari, M.A. AlDamen, M.S. Mubarak, De.G. Peters, Polyhedron, 85 (2015) 450
N. Charef, L. Arrar, A. Ourari, R.M. Zalloum, M.S.Mubarak, Macromol. Sci. Pure and Appl. Chem. 47 (2010) 177
X.J. Duan, W.W. Zhang, X.M. Li, B.G. Wang, Food Chem. 95 (2006) 37
S. Boumerfeg, A. Baghiani, D. Messaoudi, S. Khennouf, L. Arrar, Phytother Res . 23 (2009) 283
B. Ates, L. Abraham, N. Ercal, Free Rad. Res. 42 (2008) 372
R. Re, N. Pellegrini, A. Proteggente, A. Pannala, M. Yang, C. Rice-Evans, Free Rad. Biol. Med. 26 (1999) 1231
M. Oyaizu, Jap. J. Nutr. 44 (1986)307
I. Gülçin, M. Oktay, E. Kirecci, O.I. Kufrevioglu,. Food Chem. 83 (2003) 371
P. Dey, T. Bhakta, J. Nat. Prod. Plant Resour. 2 (2012) 685
A.A. Emara, A.M. Ali, E.M. Ragab, A. A. El-Asmy, J. Coord. Chem. 61 (2008) 2968
Md. N .Alam, J. Bristi Nusrat, Md. Rafiquzzaman., Saudi Pharm. J. 21 (2013) 143
P. Arulpriya, P. Lalitha, S. Hemalatha, Der Chem. Sin. 1 (2010) 73
M. Leopoldini, N. Russo, M. Toscano, Food Chem. 125 (2011) 288
Zai-Qun Liu. QSAR. Comb. Sci.26 (2007) 488
J. Yang, J. Guo, J. Yuan, LWT – Food Sci. Tech. 41 (2008) 1060
S. Bicha, A. Amrani, O. Benaissa. F. León, D. Zama, I. Brouard, S. Benayache, A. Bentamene, F. Benayache, Der Pharm. Lett. 5 (2013) 24
S. Meir, J. Kanner, B. Akiri, S.P. Hadas, J. Agric. Food Chem. 43 (1995), 1813
J. Hirsh, M. O'Donnell, J.I. Weitz, Blood 105 (2005) 453
l. Sawant Ramesh,Mhaske, S. Mahesh, B. WadekarJyoti, Int. J. Pharm. Pharm. Sci.4 (2012) 320
Published
Abstract Display: 792 
PDF Downloads: 799 How to Cite
Issue
Section
Authors who publish with this journal agree to the following terms:
- Authors retain copyright and grant the journal right of first publication with the work simultaneously licensed under a Creative Commons Attribution-NonCommercial 4.0 International (CC BY-NC 4.0). that allows others to share the work with an acknowledgment of the work's authorship and initial publication in this journal.
- Authors are able to enter into separate, additional contractual arrangements for the non-exclusive distribution of the journal's published version of the work (e.g., post it to an institutional repository or publish it in a book), with an acknowledgment of its initial publication in this journal.
- Authors are permitted and encouraged to post their work online (e.g., in institutional repositories or on their website) prior to and during the submission process, as it can lead to productive exchanges, as well as earlier and greater citation of published work (See The Effect of Open Access).
How to Cite
.