Citation:
Abdalla M Khedr, Mohamed Gaber, Khalil M Saad-allah. Synthesis, Characterization and Antimicrobial Efficiency of Some Zirconyl(Ⅱ) Complexes Involving O, N-Donor Environment of Triazole-Based Azodyes[J]. Chinese Journal of Inorganic Chemistry,
;2014, 30(5): 1201-1211.
doi:
10.11862/CJIC.2014.150
-
Nine zirconyl(Ⅱ) complexes of 3-(2-hydroxynaph-1-ylazo)-1,2,4-triazole (HL1), 3-(2,4-dihydroxyphen-1-ylazo)-1,2,4-triazole (HL2), 3-(2-hydroxy-3-carboxynaph-1-ylazo)-1,2,4-triazole (HL3), 3-(2-hydroxy-5-bromophen-1-ylazo)-1,2,4-triazole (HL4) and 3-(2-hydroxy-5-methylphen-1-ylazo)-1,2,4-triazole (HL5) have been synthesized and characterized by elemental analysis, molar conductance, magnetic moment and spectroscopic data (IR, electronic and 1H-NMR) as well as thermal analyses (TGAand DTA). The results show that HL1-HL5 coordinate to zirconyl(Ⅱ) ions as bidentate monobasic ligands through the azo nitrogen and the oxygen of hydroxyl group yielding mononuclear complexes. The biological activity of the ligands and their complexes were studied on four Gram-negative bacteria Escherichia coli, Serratia marcescens, Enterobacter cloacae and Proteus vulgaris and two Gram-positive bacteria Bacillus subtilis and Staphylococcus aureus as well as two fungi Candida albicans and Aspergillus niger. The minimum inhibitory concentrations (MICs) of the prepared compounds were determined by agar diffusion assay using filter paper disc diffusion method. In most cases, metallization increases the antimicrobial activity compared with the free ligand.
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[1]
[1] Ispir E. Dyes Pigm., 2009, 82:13-19
-
[2]
[2] Nejati K, Rezvani Z, Massoumi B. Dyes Pigm., 2007, 75:653-657
-
[3]
[3] Guleman N N, Rollas S, Erdeniz H, et al. J. Pharm. Sci., 2001, 26:1-12
-
[4]
[4] Awad I M A. Phosphorus, Sulfur Silicon Relat. Elem., 1996, 114:17-28
-
[5]
[5] Khedr A M. Chem. Anal. (Warsaw), 2009, 54:783-793
-
[6]
[6] Khedr A M, Gaber M. Inorg. Chem. (Ind. J.), 2008, 3:175-181
-
[7]
[7] Khedr A M. Chem. Pap.-Chem. Zvesti, 2008, 60:541-546
-
[8]
[8] Gaber M, Hassanien A M, Rehab A F, et al. Egypt. J. Chem., 2006, 3:431-438
-
[9]
[9] Khedr A M, Gaber M. Spectrosc. Lett., 2005, 38:431-445
-
[10]
[10] Khedr A M, Gaber M, Issa R M, et al. Dyes Pigm., 2005, 67: 117-126
-
[11]
[11] Amin A S, Mohammed T Y, Mousa A A. Spectrchim. Acta A, 2003, 59:2577-2584
-
[12]
[12] Vicente S, Manisso N, Queiroz Z F, et al. Talanta, 2002, 57: 475-480
-
[13]
[13] Karpinska J, Kulikowska M. J. Pharm. Biomed. Anal., 2002, 29:153-158
-
[14]
[14] Li Z, Pan J, Tang X. Anal. Biomed. Chem., 2002, 374: 1125-1131
-
[15]
[15] Zaporozhets O, Petruniock N, Bessarabova O, et al. Talanta, 1999, 49:899-906
-
[16]
[16] Visser A E, Swatloski R P, Griffin S T, et al. Spec. Sci. Technol., 2001, 36:785-804
-
[17]
[17] Lee W, Lee S E, Lee C H, et al. Microchem. J., 2001, 70: 195-203
-
[18]
[18] Chen J, Teo K C. Anal. Chem. Acta, 2001, 434:325-330
-
[19]
[19] Karipcin F, Dede B, Percin S, et al. Dyes Pigm., 2009, 84: 14-18
-
[20]
[20] Cheng Y, Zhang M, Yang H, et al. Dyes Pigm., 2008, 76: 775-783
-
[21]
[21] Nashihara H. Coord. Chem. Rev., 2005, 249:1468-1473
-
[22]
[22] Muraoka T, Kinbara K, Kobayashi Y, et al. J. Am. Chem. Soc., 2003, 125:5612-5613
-
[23]
[23] Natansohn A, Rochon P. Chem. Rev., 2002, 102:4139-4175
-
[24]
[24] Khedr A M, Gaber M, Abd El-Zaher E H. Chin. J. Chem., 2011, 29:1124-1132
-
[25]
[25] Al-Soud Y A, Al-Dweri M N, Al-Masoudi N A. Il Farmaco, 2004, 59:775-783
-
[26]
[26] Turan-Zitouni G, Kaplanckh Z A, Yldz M T, et al. Eur. J. Med. Chem., 2005, 40:607-613
-
[27]
[27] Jalilian A R, Sattari S, Bineshmarvasti M, et al. Arch. Pharm., 2000, 333:347-354
-
[28]
[28] Bagihalli G B, Avaji P G, Patil S A, et al. Eur. J. Med. Chem., 2008, 43:2639-2649
-
[29]
[29] Holla B S, Veeredra B, Shivanda M K, et al. Eur. J. Med. Chem., 2003, 38:759-764
-
[30]
[30] Kapalcikli Z A, Zitoungi G T, Ozdemir A, et al. Eur. J. Med. Chem., 2008, 43:155-159
-
[31]
[31] Pomarnacka E, Kedra I K. Il Farmaco, 2003, 58:423-429
-
[32]
[32] Tozkoparan B, Kupeli E, Yeilada E, et al. Bioorg. Med. Chem., 2007, 15:1808-1814
-
[33]
[33] Labanauskas L, Udrenaite E, Gaidelis P, et al. Il Farmaco, 2004, 59:255-259
-
[34]
[34] Zahajska L, Klimesova V, Koci J, et al. Arch. Pharm., 2004, 337:549-555
-
[35]
[35] Foroumadi A, Mansouri S, Kiani Z, et al. Eur. J. Med. Chem., 2003, 38:851-854
-
[36]
[36] Badr S M, Barwa R M. Bioorg. Med. Chem., 2011, 19:4506-4512
-
[37]
[37] Singh K, Barwa M S, Tyagi P. Eur. J. Med. Chem., 2006, 41: 147-153
-
[38]
[38] Bhat K S, Poojary B, Prasad D J, et al. Eur. J. Med. Chem., 2009, 44:5066-5070
-
[39]
[39] Li Z, Gu Z, Yin K, et al. Eur. J. Med. Chem., 2009, 44: 4716-4720
-
[40]
[40] Banerjee P, Pandey O P, Sengupta S K. Transition Met. Chem., 2008, 33:1047-1052
-
[41]
[41] Ghassemzadeh M, Fallahnedjad L, Heravi M M, et al. Polyhedron, 2008, 27:1655-1664
-
[42]
[42] enery S, Era A, entürk O S, et al. J. Coord. Chem., 2008, 61: 740-749
-
[43]
[43] Bekircan O, Byklolu Z, Acar I, et al. J. Organomet. Chem., 2008, 693:3425-3429
-
[44]
[44] Gaber M, El-Baradie K Y, El-SAyed Y S Y. Spectrochim. Acta A, 2008, 69:534-541
-
[45]
[45] Gaber M, Hassanein A M, Lotfalla A A. J. Mol. Struct., 2008, 875:322-334
-
[46]
[46] Gaber M, Mansour I A, El-SAyed Y S Y. Spectrochim. Acta A, 2007, 68:305-311
-
[47]
[47] Gaber M, Fayed T A, El-Daly S, et al. Spectrochim. Acta A, 2007, 68:169-175
-
[48]
[48] Khedr A M. Chem. Pap.-Chem. Zvesti, 2006, 60:138-142
-
[49]
[49] Gaber M, Ayad M M, El-SAyed Y S Y. Spectrochim. Acta A, 2005, 62:694-702
-
[50]
[50] Khedr A M. Egypt. J. Anal. Chem., 2005, 14:100-116
-
[51]
[51] EL-Baradie K Y, Issa R M, Gaber M. Ind. J. Chem., 2004, 43:1126-1130
-
[52]
[52] Patel H S, Oza K K. E-J. Chem., 2009, 6:371-376
-
[53]
[53] Gaber M, Hassanein M, Ahmed H A. Ind. J. Tex. Res., 1986, 11:48-53
-
[54]
[54] Carcelli M, Ianelli S, Pelogatti P, et al. Inorg. Chim. Acta, 2005, 358:903-911
-
[55]
[55] Pridham T G, Lindenfelser L A, Shotwell O L, et al. Phytopathology, 1956, 46:568-575
-
[56]
[56] Collee G J, Duguid J P, Farser A G, et al. Practical Medical Microbiology. New York:Churchill Livingstone, 1989.
-
[57]
[57] Hsueh P R, Chang J C, Teng L J, et al. J. Clin. Microbiol., 1997, 35:1021-1023
-
[58]
[58] Tas E, Aslanoglu M, Kilic A, et al. J. Chem. Res.(s), 2006: 242-245
-
[59]
[59] El-Tabl A S, El-Saied F A, Al-Hakimi A N. Transition Met. Chem., 2007, 32:689-701
-
[60]
[60] El-Tabl A S. Transition Met. Chem., 1997, 22:400-412
-
[61]
[61] Maurya R C, Patel P. Spectrosc. Lett., 1999, 32:213-236
-
[62]
[62] El-Wakeil N, Khedr A M, Mansour R. Chin. J. Chem., 2010, 28:463-470
-
[63]
[63] Yadava H D S, Senguptya S K, Tripathi S C. Inorg. Chem. Acta, 1987, 128:1-6
-
[64]
[64] Cukuravali A, Yilmaz I, Kirbag S. Transition Met. Chem., 2006, 31:207-214
-
[65]
[65] Dash D C, Mahapatra A, Naik P, et al. J. Korean Chem. Soc., 2011, 55:412-423
-
[66]
[66] Khedr A M, Draz D F. J. Coord. Chem., 2010, 63:1418-1429
-
[67]
[67] Chaudhry S C, Verma C, Bhatt S S, et al. Synth. React. Inorg. Met.-Org. Chem., 2004, 34:1031-1042
-
[68]
[68] Badea M, Emandi A, Marinescu D, et al. J. Therm. Anal. Calorim., 2003, 72:525-531
-
[69]
[69] House J E. Thermochim. Acta, 1980, 40:225-336
-
[70]
[70] Azizi N, Saidi M R. Tetrahedron, 2003, 59:5329-5332
-
[71]
[71] Palaska E, Sahin G, Kelicen P, et al. Il Farmaco, 2002, 57: 101-107
-
[72]
[72] Srivastava R S. Inorg. Chim. Acta, 1981, 56:165-168
-
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