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.
-
-
[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
-
[1]
-
-
[1]
Qilu DU , Li ZHAO , Peng NIE , Bo XU . Synthesis and characterization of osmium-germyl complexes stabilized by triphenyl ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1088-1094. doi: 10.11862/CJIC.20240006
-
[2]
Xinting XIONG , Zhiqiang XIONG , Panlei XIAO , Xuliang NIE , Xiuying SONG , Xiuguang YI . Synthesis, crystal structures, Hirshfeld surface analysis, and antifungal activity of two complexes Na(Ⅰ)/Cd(Ⅱ) assembled by 5-bromo-2-hydroxybenzoic acid ligands. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1661-1670. doi: 10.11862/CJIC.20240145
-
[3]
Haitang WANG , Yanni LING , Xiaqing MA , Yuxin CHEN , Rui ZHANG , Keyi WANG , Ying ZHANG , Wenmin WANG . Construction, crystal structures, and biological activities of two LnⅢ3 complexes. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1474-1482. doi: 10.11862/CJIC.20240188
-
[4]
Xin MA , Ya SUN , Na SUN , Qian KANG , Jiajia ZHANG , Ruitao ZHU , Xiaoli GAO . A Tb2 complex based on polydentate Schiff base: Crystal structure, fluorescence properties, and biological activity. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1347-1356. doi: 10.11862/CJIC.20230357
-
[5]
Jingjing QING , Fan HE , Zhihui LIU , Shuaipeng HOU , Ya LIU , Yifan JIANG , Mengting TAN , Lifang HE , Fuxing ZHANG , Xiaoming ZHU . Synthesis, structure, and anticancer activity of two complexes of dimethylglyoxime organotin. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1301-1308. doi: 10.11862/CJIC.20240003
-
[6]
Zhaoyang WANG , Chun YANG , Yaoyao Song , Na HAN , Xiaomeng LIU , Qinglun WANG . Lanthanide(Ⅲ) complexes derived from 4′-(2-pyridyl)-2, 2′∶6′, 2″-terpyridine: Crystal structures, fluorescent and magnetic properties. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1442-1451. doi: 10.11862/CJIC.20240114
-
[7]
Min WANG , Dehua XIN , Yaning SHI , Wenyao ZHU , Yuanqun ZHANG , Wei ZHANG . Construction and full-spectrum catalytic performance of multilevel Ag/Bi/nitrogen vacancy g-C3N4/Ti3C2Tx Schottky junction. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1123-1134. doi: 10.11862/CJIC.20230477
-
[8]
Yingchun ZHANG , Yiwei SHI , Ruijie YANG , Xin WANG , Zhiguo SONG , Min WANG . Dual ligands manganese complexes based on benzene sulfonic acid and 2, 2′-bipyridine: Structure and catalytic properties and mechanism in Mannich reaction. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1501-1510. doi: 10.11862/CJIC.20240078
-
[9]
Yuanpei ZHANG , Jiahong WANG , Jinming HUANG , Zhi HU . Preparation of magnetic mesoporous carbon loaded nano zero-valent iron for removal of Cr(Ⅲ) organic complexes from high-salt wastewater. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1731-1742. doi: 10.11862/CJIC.20240077
-
[10]
Zhuo WANG , Junshan ZHANG , Shaoyan YANG , Lingyan ZHOU , Yedi LI , Yuanpei LAN . Preparation and photocatalytic performance of CeO2-reduced graphene oxide by thermal decomposition. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1708-1718. doi: 10.11862/CJIC.20240067
-
[11]
Limei CHEN , Mengfei ZHAO , Lin CHEN , Ding LI , Wei LI , Weiye HAN , Hongbin WANG . Preparation and performance of paraffin/alkali modified diatomite/expanded graphite composite phase change thermal storage material. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 533-543. doi: 10.11862/CJIC.20230312
-
[12]
Zongfei YANG , Xiaosen ZHAO , Jing LI , Wenchang ZHUANG . Research advances in heteropolyoxoniobates. Chinese Journal of Inorganic Chemistry, 2024, 40(3): 465-480. doi: 10.11862/CJIC.20230306
-
[13]
Xinyu Yin , Haiyang Shi , Yu Wang , Xuefei Wang , Ping Wang , Huogen Yu . Spontaneously Improved Adsorption of H2O and Its Intermediates on Electron-Deficient Mn(3+δ)+ for Efficient Photocatalytic H2O2 Production. Acta Physico-Chimica Sinica, 2024, 40(10): 2312007-. doi: 10.3866/PKU.WHXB202312007
-
[14]
Liang MA , Honghua ZHANG , Weilu ZHENG , Aoqi YOU , Zhiyong OUYANG , Junjiang CAO . Construction of highly ordered ZIF-8/Au nanocomposite structure arrays and application of surface-enhanced Raman spectroscopy. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1743-1754. doi: 10.11862/CJIC.20240075
-
[15]
Chunmei GUO , Weihan YIN , Jingyi SHI , Jianhang ZHAO , Ying CHEN , Quli FAN . Facile construction and peroxidase-like activity of single-atom platinum nanozyme. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1633-1639. doi: 10.11862/CJIC.20240162
-
[16]
Chuanming GUO , Kaiyang ZHANG , Yun WU , Rui YAO , Qiang ZHAO , Jinping LI , Guang LIU . Performance of MnO2-0.39IrOx composite oxides for water oxidation reaction in acidic media. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1135-1142. doi: 10.11862/CJIC.20230459
-
[17]
Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
-
[18]
Endong YANG , Haoze TIAN , Ke ZHANG , Yongbing LOU . Efficient oxygen evolution reaction of CuCo2O4/NiFe-layered bimetallic hydroxide core-shell nanoflower sphere arrays. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 930-940. doi: 10.11862/CJIC.20230369
-
[19]
Qiangqiang SUN , Pengcheng ZHAO , Ruoyu WU , Baoyue CAO . Multistage microporous bifunctional catalyst constructed by P-doped nickel-based sulfide ultra-thin nanosheets for energy-efficient hydrogen production from water electrolysis. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1151-1161. doi: 10.11862/CJIC.20230454
-
[20]
Yan LIU , Jiaxin GUO , Song YANG , Shixian XU , Yanyan YANG , Zhongliang YU , Xiaogang HAO . Exclusionary recovery of phosphate anions with low concentration from wastewater using a CoNi-layered double hydroxide/graphene electronically controlled separation film. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1775-1783. doi: 10.11862/CJIC.20240043
-
[1]
Metrics
- PDF Downloads(0)
- Abstract views(269)
- HTML views(12)