Browse > Article
http://dx.doi.org/10.5012/jkcs.2011.55.3.444

Synthesis, Characterization and Antimicrobial Activities of Hydrazone Ligands Derived from 2-(phenylamino)acetohydrazide and Their Metal Complexes  

EL-Saied, F.A. (Department of Chemistry, Faculty of Science, El-Menoufia University)
Shakdofa, M.M.E. (Inorganic Chemistry Department, National Research Centre)
Al-Hakimi, A.N. (Department of Chemistry, Faculty of Science, Ibb University)
Publication Information
Journal of the Korean Chemical Society / v.55, no.3, 2011 , pp. 444-453 More about this Journal
Abstract
VO(II), ZrO(II), Hf(IV), $UO_2$(II), Sn(II), V(V)$O_3$, Ru(III), Cd(II), Ho(III) and Yb(III) complexes of N'-(2-hydroxybenzyl)-2-(phenylamino)acetohydrazide ($H_2L^1$, 1) and N'-((3-hydroxy-naphthalen-2-yl)methylene)-2-(phenylamino)-acetohydrazide ($H_2L^2$, 13) have been synthesized and characterized by elemental analyses, $^1H$ NMR, IR, UV-Vis, conductance, thermal analyses (DTA and TG). The spectral data showed that the ligands behave as neutral bidentate, monobasic bidentate, monobasic tridentate or bibasic tridentate ligand bonded to the metal ions through the azomethine nitrogen atoms, phenolic hydroxyl group in protonated or deprotonated form and enolic or ketonic carbonyl group. The ligands and their metal complexes exhibit higher antifungal and antibacterial inhibitory effects than parent ligands and the solution of metal ions. Most of metal complexes exhibit higher antifungal activity than standard antifungal drug (amphotricene B). It is also clear that the ligands and their metal complexes have higher antifungal activity than antibacterial activity.
Keywords
Aacetohydrazide; Hydrazone; Metal complexes; Biological activity;
Citations & Related Records
Times Cited By KSCI : 1  (Citation Analysis)
Times Cited By SCOPUS : 0
연도 인용수 순위
1 Guzar, S. H.; Qin-hang, J. Chem. Res. Chinese Universities 2008, 24(2), 143.   DOI
2 Jadeja, R. N.; Shah, J. R. Polyhedron 2007, 26, 1677.   DOI
3 Bastos, A. M. B.; Da Silva, J. G.; Da Maia, P. I. S.; Deflon, V. M.; Batista, A. A.; Ferreira, A. V.; Botion, L. M.; Niquet, E.; Beraldo, H. Polyhedron 2008, 27, 1787.   DOI
4 Al-Hakimi, A. N.; El-Tabl, A. S.; Shakdofa, M. M. E. J. Chem. Research, 2009, 770.
5 Gandhi, J. B.; Kulkarni, N. D. Trans. Met. Chem. 2001, 26, 96.   DOI
6 Singh, H. L. Spectrochim. Acta Part A 2010, 76, 253.   DOI
7 El-Asmy, A. A.; El-Gammal, O. A.; Radwan, H. A. Spectrochim. Acta A 2010, 76, 496.   DOI
8 Li Zhang, X., Z. Y.; Song, H. B. J. Mole. Struct. 2005, 751, 33.   DOI
9 Paschalidisa, D. G.; Tossidis, I. A.; Gdanie, M.; Kumar, D. S.; Alexander, V. Inorg. Chim. Acta 1995, 238, 63.   DOI
10 Pandey, O. P.; Sengupta, S. K.; Tripathi, C. M. Molecules, 2005, 10(6), 653.   DOI
11 El-Wahab, Z. H.; Mashaly, M. M.; Salman, A. A.; El-Shetary, B. A.; Fahei, A. A. Spectrochim. Acta Part A 2004, 60, 2861.   DOI
12 Sengupta, S. K.; Pandey, O. P.; Srivastava, B. K.; Sharma, V. K. Trans. Met. Chem., 1998, 23, 349.   DOI
13 Glu, M. K.; Ispir, E.; Glu, N. K.; Glu, S. T.; Serin, S. Trans. Met. Chem., 2005, 30, 765.   DOI
14 Glu, M. K.; Gdelen, M. M. D.; Glu, S. T. Trans. Met. Chem., 2006, 31, 382.   DOI
15 Nakamto, K. “Infrared and Raman spectra of inorganic and coordination compounds” 3rd Ed. John Wiley sons, New York 1977 p. 244-247.
16 Gupta, L. K.; Bansal, U.; Chandra, S. Spectrochim. Acta A 2007, 66, 972.   DOI
17 Paschalidis, D. G.; Tossidis, I. A.; Gdanie, M. Polyhedron 2000, 19, 2629.   DOI
18 Remya, P. N.; Suresh, C. H.; Reddy, M. L. P. Polyhedron, 2007, 26, 5016.   DOI
19 Wang, B.-D.; Yang, Z.-Y.; Qin, D.-D.; Chen, Z. N. J. Photochem. Photobiology A, 2008, 194, 49.   DOI
20 Tamboura, F. B.; Diop, M.; Gaye, M.; Sall, A. S.; Barry, A. H.; Jouini, T. Inorg. Chem. Comm. 2003, 6, 1004.   DOI
21 El-Tabl, A. S.; El-Saied, F. A.; Al-Hakimi, A. N. Trans. Met. Chem. 2007, 32, 689.   DOI
22 Abd El-Wahab, Z. H.; Mashaly, M. M.; Salman, A. A.; El-Shetary, B. A.; Faheim, A. A. Spectrochim. Acta A 2004, 60, 2861.   DOI
23 Kurto_glu, M.; Da_gdelen, M. M.; Toro_glu, S. Trans. Met. Chem. 2006, 31, 382.   DOI
24 P-Costa, B. S.; Piro, O. E.; Diez, R. P.; Castellano, E. E.; G-Baro, A. C. Polyhedron 2006, 25, 2920.   DOI
25 Maurya, R. C. Rajput, S., J. Mol. Struct. 2007, 833, 133.   DOI
26 Geaey, W. J. Coord. Chem. Rev. 1971, 7, 81.   DOI
27 Greenwood, N. N.; Straughan, B. P.; Wilson, A. E. J. Chem. Soc. A, 1968, 2209.   DOI
28 Fouda, M. F. R.; Abd-Elzaher, M. M.; Shakdofa, M. M. E.; El Saied, F. A.; Ayad, M. I.; El Tabl, A. S. J. Coord. Chem. 2008, 61, 1983.   DOI
29 Lever, A. B. P. “Inorganic Electronic Spectroscopy” El-Sevier Amsterdam, 1968.
30 Jang, Y. J.; Lee, U.; Koo, B. K. Bull. Korean Chem. Soc. 2005, 26, 925.   과학기술학회마을   DOI   ScienceOn
31 Cheng, P.; Liao, D.; Yan, S.; Jiang, Z.; Wang, G. Polyhedron 1995, 14, 2355.   DOI
32 AbouEl-Enein, S. A.; El-Saied, F. A.; Kasher, T. I.; El-Wardany, A. H. Spectrochim. Acta Part A 2007, 67, 737.   DOI
33 Shit, S.; Chakraborty, J.; Samanta, B.; Slawin, A. M. Z.; Gramlich, V.; Mitra, S. Struct. Chem. 2010, 20, 633.
34 Recio Despaigne, A. A., Da Silva, J. G.; do Carmo, A. C. M.; Piro, O. E.; Castellano, E. E.; Beraldo, H. Inorg. Chim. Acta; 2009, 362, 2117.   DOI
35 El-Tabl, A. S.; El-Bahnasawy, R. M.; Hamdy, A. E. J. Chem. Research, 2009, 659.
36 Offiong, E. O.; Martelli, S. Il Farmaco, 1994, 49, 513.
37 Collee, J. G.; Duguid, J. P.; Farser, A. G.; Marmion, B. D. (eds) “Practical Medical Microbiology” New York, Churchill Livingstone 1989.
38 Pouralimardan, O.; Chamayou, A. C.; Janiak, C.; Monfared, H. H. Inorg. Chim. Acta; 2006, 360, 1599.
39 Gup, R.; Kirkan, B. Spectrochim. Acta, Part A 2005, 62, 1188.   DOI
40 Maurya, M. R.; Khurana, S.; Schulzke, C.; Rehder, D. Eur. J. Inorg. Chem. 2001, 779.
41 Kumar, K. N.; Ramesh, R. Polyhedron, 2005, 24, 1885.   DOI
42 Ismail, K. Z. Trans. Met. Chem. 2000, 25, 522.   DOI
43 Ghosh, T.; Roy, A.; Bhattacharya, S.; Banerjee, S. Trans. Met. Chem. 2005, 30, 419.   DOI
44 Tossidis, A.; Bolos, C. A. Inorg. Chim. Acta. 1986, 112, 93.   DOI
45 Abd El-Wahab, Z. H.; Mashaly, M. M.; Salman, A. A.; El-Shetary, B. A.; Faheim, A. A. Spectrochim. Acta Part A 2004, 60, 2861.   DOI
46 Ibrahim, K. M.; Gabr, I. M.; Abu El-Reash, G. M.; Zaky, R. R. Monatsh Chem. 2009, 140, 625.   DOI
47 Singh, V. P.; Katiyar, A.; Singh, S. Biometals, 2008, 21, 491.   DOI
48 Singh, V. P.; Katiyar, A.; Singh, S. J. Coord. Chem. 2009, 62(8), 1336.   DOI
49 Sharma, K. V.; Sharma, V.; Dubey, R. K.; Tripathi, U.N. J. Coord. Chem. 2009, 62(3), 493.   DOI
50 Kucukguzel . G.; Mazi, A.; Sahin, F.; Ozturk, S.; Stables, J. Eur. J. Med. Chem. 2003, 38, 1005.   DOI
51 Melnyk, P.; Leroux, V.; Sergheraert, C.; Grellier, P.; Bioorg. Med. Chem. Lett. 2006, 16, 31.   DOI
52 Lima, P. C.; Lima, L. M.; da Silva, K. C. M.; Leda, P. H.; de Miranda, O. A. L. P., Fraga, C. A. M.; Barreiro, E. J. Eur. J. Med. Chem. 2000, 35, 187.   DOI
53 Cunha, A. C.; Figueiredo, J. M.; Tributino, J. L. M.; Miranda, A. L. P.; Castro, H. C.; Zingali, R. B.; Fraga, C. A. M.; de Souza, M. C.; Ferreira, V. F.; Barreiro, E. J. Bioorg. Med. Chem. 2003, 11, 2051.   DOI
54 Bedia, K. K.; Elcin, O.; Seda, U.; Fatma, K.; Nathaly, S.; Sevim, R.; Dimoglo, A. Eur. J. Med. Chem. 2006, 41, 1253.   DOI
55 Terzioglu, N.; Gürsoy, A. Eur. J. Med. Chem. 2003, 38, 781.   DOI
56 Loncle, C.; Brunel, J. M.; Vidal, N.; Dherbomez, M.; Letourneux, Y. Eur. J. Med. Chem. 2004, 39, 1067.   DOI