Metal Complexes as Potential Antimicrobial Agent: A Review
American Journal of Heterocyclic Chemistry
Volume 4, Issue 1, March 2018, Pages: 1-21
Received: Jul. 11, 2017; Accepted: Aug. 8, 2017; Published: Jan. 8, 2018
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Authors
Md. Saddam Hossain, Department of Chemistry, University of Rajshahi, Rajshahi, Bangladesh
C. M. Zakaria, Department of Chemistry, University of Rajshahi, Rajshahi, Bangladesh
Md. Kudrat-E-Zahan, Department of Chemistry, University of Rajshahi, Rajshahi, Bangladesh
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Abstract
Metal ions play many critical functions in humans. Deficiency of some metal ions can lead to disease like pernicious anemia resulting from iron deficiency, growth retardation arising from insufficient dietary zinc, and heart disease in infants owing to copper deficiency. Antibiotic resistance has been growing at an alarming rate and consequently the activity of antibiotics against Gram-negative and Gram-positive bacteria has dropped dramatically day by day. In this sense there is a strong need to synthesis new substances that not only have good spectrum of activity, but having new mechanisms of action. Inorganic compounds particularly metal complexes have played an important role in the development of new metal based drugs. A significantly rising interest in the design of metal complexes as drugs and diagnostic agents is currently observed in the area of scientific inquiry, specifically termed medicinal inorganic chemistry. In this review our main focused on research undertaken over the past few decades which has sought to possess preclinical pharmacological screenings like anti-bacterial, anti-fungal, anti-inflammatory, anti-cancer, DNA- interaction and anti-tumor action of synthetic metal complexes.
Keywords
Metal Based Drugs, Antibacterial, Antifungal, Anti-inflammatory, Anti-Cancer, DNA-Interaction and Anti-tumor Activity
To cite this article
Md. Saddam Hossain, C. M. Zakaria, Md. Kudrat-E-Zahan, Metal Complexes as Potential Antimicrobial Agent: A Review, American Journal of Heterocyclic Chemistry. Vol. 4, No. 1, 2018, pp. 1-21. doi: 10.11648/j.ajhc.20180401.11
Copyright
Copyright © 2018 Authors retain the copyright of this article.
This article is an open access article distributed under the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.
References
[1]
Thompson KH Encyclopedia of Inorganic Chemistry. In: King RB (ed.), John Wiley & Sons Ltd., Chichester, UK. 2011.
[2]
Magner LN A History of Medicine (2nd edn.), Taylor & Francis Group, LLC: Boca Raton, FL, USA. 2005.
[3]
Orvig C, Abrams MJ. (1999) Medicinal inorganic chemistry: introduction. Chem Rev, 99: 2201-2204.
[4]
Thompson KH, Orvig C Concepts and Models in Bioinorganic Chemistry. In: Kraatz HB, Metzler-Nolte N (eds.), Wiley-VCH: Weinheim, Germany, 25: 2006.
[5]
Thompson KH, Orvig C. (2003) Boon and bane of metal ions in medicine. Science, 300: 936-939.
[6]
Natarajan Raman, Sivasangu Sobha, Liviu Mitu. (2012) Synthesis, structure elucidation, DNA interaction, biological evaluation, and molecular docking of an isatin-derived tyramine bidentate Schiff base and its metal complexes. Springer, Monatsh Chem. 143:1019–1030.
[7]
S. Padhye, A. Zahra, S. Ekk et al. (2005) Synthesis and characterization of copper(II) complexes of 4-alkyl/aryl- 1,2-naphthoquinones thiosemicarbazones derivatives as potent DNA cleaving agents. Inorganica Chimica Acta. 358(6): 2023–2030.
[8]
Nubia Boechat, Warner B. Kover, Monica M. Bastos, Nelilma C. Romeiro. (2007) Design, synthesis, and biological evaluation of new 3-hydroxy-2-oxo-3-trifluoromethylindole as potential HIV-1 reverse transcriptase inhibitors. Med Chem Res. 15: 492–510.
[9]
Tudor Rosu, Aurelian Gulea, Anca Nicolae and Rodica Georgescu. (2007)Complexes of 3dn Metal Ions with Thiosemicarbazones: Synthesis and Antimicrobial Activity. Molecules, 12: 782-796.
[10]
Rosu, T.; Pasculescu, S.; Lazar, V.; Chifiriuc, C.; Cernat, R. (2006) Copper(II) Complexes with Ligands Derived from 4-Amino-2,3-dimethyl-1-phenyl-3-pyrazolin-5-one: Synthesis and Biological Activity. Molecules.11: 904-914.
[11]
Agarwal, R. K.; Singh, L.; Sharma, D. K. (2006) Synthesis, Spectral, and Biological Properties of Copper(II) Complexes of Thiosemicarbazones of Schiff Bases Derived from 4-Aminoantipyrine and Aromatic Aldehydes. Bioinorg. Chem. Appl., 1–10.
[12]
West, D. X. Liberta, E. A.; Padhye, S. B. Chikate, R. C. Sonawane, P. B. Kumbhar, A. S. Yerande, R. G. (1993)Thiosemicarbazone complexes of copper(II): structural and biological studies. Coord. Chem. Rev. 123:49-71.
[13]
Nora H. Al-Sha’alan. Antimicrobial Activity and Spectral, (2007)Magnetic and Thermal Studies of Some Transition Metal Complexes of a Schiff Base Hydrazone Containing a Quinoline Moiety. Molecules. 12;: 1080-1091.
[14]
Ferrari, M. B. Capacchi, S. Pelosi, G. Reffo, G. Tarasconi, P. Alberlini, R. Pinelli, S. Lunghi, P. (1999)Synthesis, structural characterization and biological activity of helicon thiosemicarbazone monohydrate and a copper(II) complex of salicyaldehyde thiosemicarbazone. Inorg. Chim. Act. 286: 134-141.
[15]
Elo, H.; Sunila, I.; Lumme, P. (1987) Studies on the acute toxicity of antineoplastic metal chelate. Trans bis(salicyaldoximato) copper(II) in rats. Inorg. Chim. Acta. 136: 61-63.
[16]
Elo, H.; Lumme, P. Trans-bis(salicyaldoximato) copper(II) and its derivatives as antipyroliterative and antineoplastic agents. Inorg. Chim. Acta. 136; 1987: 149-153.
[17]
Zhou, J.; Wang, L.; Wang, J.; Tang, N. (2001)Antioxidative and anti-tumour activities of solid quercetin metal(II) complexes, Trans. Metal Chem. 26: 57-63.
[18]
Regina M. S. Pereira, Norma E. D. Andrades, Niraldo Paulino and et al. (2007) Synthesis and Characterization of a Metal Complex Containing Naringin and Cu, and its Antioxidant, Antimicrobial, Antiinflammatory and Tumor Cell Cytotoxicity. Molecules. 12: 1352-1366.
[19]
Thummaruk Suksrichavalit, Supaluk Prachayasittikul, Theeraphon Piacham, Chartchalerm Isarankura-Na-Ayudhya, Chanin Nantasenamat and Virapong Prachayasittikul. (2008) Copper Complexes of Nicotinic-Aromatic Carboxylic Acids as Superoxide Dismutase Mimetics. Molecules. 13: 3040-3056.
[20]
Branco, R. J. F.; Fernandes, P. A.; Ramos, M. J. (2005) Density-functional calculations of the Cu, Zn superoxide dismutase redox potential: The influence of active site distortion. J. Mol. Struct. (THEOCHEM). 729: 141-146.
[21]
Li, Q. X. Luo, Q. H. Li, Y. Z. Shen, M. C. (2004) A study on the mimics of Cu–Zn superoxide dismutase with high activity and stability: two copper(II) complexes of 1,4,7-triazacyclononane with benzimidazole groups. Dalton Trans. 2329-2335.
[22]
Spasojevic, I. Chen, Y. Noel, T. J. Yu, Y. Cole, M. P. Zhang, L. Zhao, Y. St Clair, D. K. Batinic-Haberle, I. (2007) Mn porphyrin-based superoxide dismutase (SOD) mimic, MnIIITE-2-PyP5, targets mouse heart mitochondria. Free Radic. Biol. Med. 42: 1193-1200.
[23]
Piacham, T.; Isarankura-Na-Ayudhya, C. Nantasenamat, C. Yainoy, S. Ye, L. Bulow, L. Prachayasittikul, V. (2006) Metalloantibiotic Mn(II)-bacitracin complex mimicking manganese superoxide dismutase. Biochem. Biophys. Res. Commun. 341: 925-930.
[24]
Yong Li & Zheng-Yin Yang & Ming-Fang Wang, (2010) Synthesis, Characterization, DNA Binding Properties, Fluorescence Studies and Antioxidant Activity of Transition Metal Complexes with Hesperetin-2-hydroxy Benzoyl Hydrazone, Springer, J Fluoresc. 20: 891–905.
[25]
Mohan N. Patel & Chintan R. Patel & Hardik N. Joshi, (2013) “Metal-Based Biologically Active Compounds: Synthesis, Characterization, DNA Interaction, Antibacterial, Cytotoxic and SOD Mimic Activities, Appl Biochem Biotechnol. 169: 1329–1345.
[26]
Xin Li Cai-Feng Bi Yu-Hua Fan, (2014) "Synthesis, Crystal Structure and DNA Interaction of a Novel Three-Nuclear Cobalt(II) Complex with Schiff Base Derived from 4-Chloroanthranilic Acid and 2,4-Dihydroxybenzaldehyde". Springer, J Inorg Organomet Polym. 24:582–590.
[27]
Yanga XB, Wanga Q, Huangb Y, Fua PH, Zhangc JS, et al. (2012) "Synthesis, DNA interaction and antimicrobial activities of copper (II) complexes with Schiff base ligands derived from kaempferol and polyamines". Inorg Chem Commu. 25: 55-59.
[28]
Songa WJ, Cheng JP, Jiang DH, Guo L, Cai MF, et al. (2014) "Synthesis, interaction with DNA and antiproliferative activities of two novel Cu (II) complexes with Schiff base of benzimidazoles". Spectrochimi Acta Part A. 121: 70-76.
[29]
Zeglis BM, Pierre VC, Barton JK, (2007) Metallo-intercalators and metalloinsertors. Chem Commun (Camb). 4565-4579.
[30]
Williams RJP, Frausto da Silva JJR, The Natural Selection of the Chemical Elements, Clarendon Press, Oxford. 1997.
[31]
Fraústo da Silva JJR, Williams RJP. The Biological Chemistry of the Elements (2nd edn.), Oxford University Press, Oxford. 2001.
[32]
Siegel A, Siegel H, Siegel RKO, Nickel and its Surprising Impact in Nature. Wiley, New York, USA. 2007.
[33]
Kaim W, Rall J Copper-A Modern Bioelement. Angew Chem Int Ed. 35; 1996: 43-60.
[34]
Sharma RN, Ravani R, (2013) Synthesis and screening of 2-(2-(4-substituted piperazine-1-yl)-5-phenylthiazol-4-yl)-3-aryl quinazolinone derivatives as anticancer agents. Med Chem Res. 22: 2788-2794.
[35]
El-Azab AS, Abdel-Hamide SG, Sayed-Ahmed MM, Hassan GS, El-Hadiyah TM, et al. (2013) Novel 4(3H)-quinazolinone analogs: synthesis and anticonvulsant activity. Medicinal Chemistry Research. 22;: 2815-2827.
[36]
Eweas AF, El-Nezhawy AOH, Baiuomy AR, Awad MM, (2013) Design, synthesis, anti-inflammatory, analgesic screening, and molecular docking of some novel 2-pyridyl (3H)-quinazolin-4-one derivatives. Med Chem Res., 22, 1011-1020.
[37]
Asif M, Chemical characteristics, synthetic methods, and biological potential of quinazoline and quinazolinone derivatives. Int J Med Chem. 2014: 395637.
[38]
Holder AA. (2012) Inorganic pharmaceuticals. Annu Rep Prog Chem, Sect A: Inorg Chem. 108: 350-368.
[39]
Ronconi L, Sadler PJ. (2007)Using coordination chemistry to design new medicines. Coord Chem Rev. 251: 1633-1648.
[40]
Schwietert CW, McCue JP. (1999) Coordination compounds in medicinal chemistry. Coord Chem Rev. 184: 67-89.
[41]
Kraatz HB, Metzler-Nolte N, Concepts and Models in Bioinorganic Chemistry. Wiley-VCH: Weinheim, Germany. 2006.
[42]
Joule JA, Mills K, Heterocyclic Chemistry at a Glance. Blackwell Publishing, Oxford, UK. 2007.
[43]
Nagarajan G, Kavimani S, (2010) Synthesis and in vitro antibacterial studies of some novel 3-(5-amino-6(2, 3 dichlorophenyl)-1, 2, 4-triazin-3-yl)-2-aryl quinazoline-4(3H)-one. Der Pharmacia Sinica. 1: 109-116.
[44]
Katritzky AR Handbook of Heterocyclic Chemistry, Pergamon Press, New York. 1985.
[45]
Gomtsyan A, (2012) Heterocycles in drugs and drug discovery. Chem Heterocycl Compd, , 48: 7–10.
[46]
Joule JA, Mills K, Heterocyclic Chemistry (4th edn) Blackwell, Oxford, UK. 2000.
[47]
Dua RS, Shrivastava SK, Sonwane SK, Shrivastava S. (2011) Pharmacological significance of synthetic heterocycles scaffold: a review. Adv Biol Res. 5: 120-144.
[48]
Rajput R, Mishra AP. (2012)A Review on Biological Activity of Quinazolinones. Int J Pharm Pharm Sci. 4: 66-70.
[49]
Gupta D, Kumar R, Roy RK, Sharma A, Ali I, Shamsuzzaman M, et al. (2013) "Synthesis and biological evaluation of some new quinazolin-4(3H)ones derivatives as anticonvulsants". Med Chem Res. 22: 3282-3288.
[50]
Zheng Y, Bian M, Deng XQ, Wang SB, Quan ZS, (2013) Synthesis and anticonvulsant activity evaluation of 5-phenyl-[1,2,4] triazolo [4,3-c] quinazolin-3- amines. Arch Pharm (Weinheim). 346: 119-126.
[51]
Malik S, Khan SA, (2014) Design and evaluation of new hybrid pharmacophore quinazolino-tetrazoles as anticonvulsant strategy. Med Chem Res, 23: 207-223.
[52]
Zayed MF, Hassan MH, (2014) Synthesis and biological evaluation studies of novel quinazolinone derivatives as antibacterial and anti-inflammatory agents. Saudi Pharm J. 22: 157-162.
[53]
Hussein MA, (2013) Synthesis, anti-inflammatory, and structure antioxidant activity relationship of novel 4-quinazoline. Med Chem Re, 22: 4641–4653.
[54]
Uivarosi, V.; Badea, M.; Olar, R.; Marinescu, D.; Nicolescu, T. O.; Nitulescu, G. M. (2011) Thermal degradation behavior of some ruthenium complexes with fluoroquinolone derivatives as potential antitumor agents. J. Therm. Anal. Calorim. 105: 645–650.
[55]
Patel, M. N.; Gandhi, D. S.; Parmar, P. A. (2012) DNA interaction and in-vitro antibacterial studies of fluoroquinolone based platinum(II) complexes. Inorg. Chem. Commun. 15: 248–251.
[56]
Gouvea, L. R.; Garcia, L. S.; Lachter, D. R.; Nunes, P. R.; de Castro Pereira, F.; Silveira-Lacerda, E. P.; Louro, S. R. W. Barbeira, P. J. S.; Teixeira, L. R. (2012) Atypical fluoroquinolone gold(III) chelates as potential anticancer agents: Relevance of DNA and protein interactions for their mechanism of action. Eur. J. Med. Chem. 55: 67–73.
[57]
Sadeek, S. A.; El-Shwiniy, W. H.; Zordok, W. A.; El-Didamony, A. M. (2009) Synthesis, spectroscopic, thermal and biological activity investigation of new Y(ΙΙΙ) and Pd(ΙΙ) norfloxacin complexes. J. Argent. Chem. Soc. 97: 128–148.
[58]
Refat, M. S. El-Hawary, W. F. Mohamed, M. A. (2012) Study of the chemical chelates and anti-microbial effect of some metal ions in nanostructural form on the efficiency of antibiotic therapy norfloxacin drug. J. Mol. Struct. 1013: 45–54.
[59]
Jones CJ, Thornback JR Medicinal Applications of Coordination Chemistry. Royal Society of Chemistry: Cambridge, UK. 2007.
[60]
Alessio E, Bioinorganic Medicinal Chemistry (1st edn.), Wiley-VCH: Weinheim, Germany. 2011.
[61]
Dabrowiak JC, Metals in Medicine. John Wiley & Sons Ltd., Chichester, UK. 2009.
[62]
Farrell NP, Uses of Inorganic Chemistry in Medicine (1st edn.), Royal Society of Chemistry, Cambridge, UK. 1999.
[63]
Gielen M, Tiekink ERT Metallotherapeutic Drugs and Metal-Based Diagnostic Agents: The Use of Metals in Medicine (1st edn.), John Wiley & Sons Ltd.: Chichester. UK. 2005.
[64]
Z, Sadler PJ. (1999) Metals in Medicine. Angew Chem Int Ed. 38;: 1512-1531.
[65]
Sun RWY, Che CM. (2009) The anti-cancer properties of gold (III) compounds with dianionic porphyrin and tetradentate ligands. Coord Chem Rev. 253: 1682.
[66]
Zou, T. Liu, J. Lum, C. T. Ma, C. Chan, R. C. T. Lok, C. N. Kwok, W. M.; Che, C. M. (2014) Luminescent cyclometalated Platinum(II) complex forms emissive intercalating adducts with double-stranded DNA and RNA: Differential emissions and anticancer activities. Angew. Chem. Int. Ed. 53: 10119–10123.
[67]
Lu, J.; Sun, Q.; Li, J. L.; Jiang, L.; Gu, W.; Liu, X.; Tian, J. L.; Yan, S. P. (2014)Two water-soluble Copper(II) complexes:Synthesis, characterization, DNA cleavage, protein binding activities and in vitro anticancer activity studies. J. Inorg. Biochem. 137: 46–56.
[68]
Ma, Z. Zhang, B. Guedes da Silva, M. F. C.; Silva, J.; Mendo, A. S.; Baptista, P. V.; Fernandes, A. R.; Pombeiro, A. J. L. (2016) Synthesis, Characterization, thermal properties and antiproliferative potential of Copper(II) 40-phenyl-terpyridine compounds. Dalton Trans. 45: 5339–5355.
[69]
Howerton, B. S. Heidary, D. K. Glazer, E. C. (2012) Strained ruthenium complexes are potent light-activated anticancer agents. J. Am. Chem. Soc. 134: 8324–8327.
[70]
Hartinger, C. G. Jakupec, M. A.; Zorbas-Seifried, S. Groessl, M. Egger, A. Berger, W. Zorbas, H. Dyson, P. J.;Keppler, B. K. KP1019, (2008) a new redox-active anticancer agent—Preclinical development and results of a clinical phase I study in tumor patients. Chem. Biodivers. 5: 2140–2155.
[71]
Fong, J. Kasimova, K. Arenas, Y. Kaspler, P. Lazic, S. Mandel, A. Lilge, L. (2015) A novel class of ruthenium-basedphotosensitizers effectively kills in vitro cancer cells and in vivo tumors. Photochem. Photobiol. Sci. 14: 2014–2023.
[72]
Colina-Vegas, L. Villarreal, W. Navarro, M. de Oliveira, C. R.; Graminha, A. E. Maia, P. I. D. S. Deflon, V. M. Ferreira, A. G. Cominetti, M. R. Batista, A. A. (2015) Cytotoxicity of Ru(II) piano–stool complexes with chloroquine and chelating ligands against breast and lung tumor cells: Interactions with DNA and BSA. J. Inorg. Biochem. 153: 150–161.
[73]
Hakan Arslan, Nizami Duran, Gulay Borekci, Cemal Koray Ozer and Cevdet Akbay, (2009) Antimicrobial Activity of Some Thiourea Derivatives and Their Nickel and Copper Complexes. Molecules. 14: 519-527.
[74]
Sohail Saeed, Naghmana Rashid, Muhammad Ali and Rizwan Hussain, (2010) Synthesis, characterization and antibacterial activity of nickel (II) and copper (II) complexes of N‐(alkyl(aryl)carbamothioyl)‐4‐nitrobenzamide. European Journal of Chemistry. 1(3): 200‐205.
[75]
Yu-Ye Yu, Hui-Duo Xian, Jian-Feng Liu and Guo-Liang Zhao, (2009) Synthesis, Characterization, Crystal Structure and Antibacterial Activities of Transition Metal(II) Complexes of the Schiff Base 2-[(4-Methylphenylimino)methyl]-6-methoxyphenol. Molecules. 14: 1747-1754.
[76]
Yu, Y. Y. Zhao, G. L. Wen, Y. H. (2007) Syntheses, Characterizations, Crystal Structures and Antibacterial Activities of Two Zinc(II) Complexes with a Schiff Base Derived from o-Vanillin and p-Toluidine. Chinese J. Struct. Chem. 26: 1395-1402.
[77]
Joshua A. Obaleye, Johnson F. Adediji, and Matthew A. Adebayo, (2011) Synthesis and Biological Activities on Metal Complexes of 2,5-Diamino-1,3,4-thiadiazole Derived from Semicarbazide Hydrochloride, Molecules. 16: 5861-5874.
[78]
Obaleye, J. A.; Adediji, J. F.; Olayinka, E. T.; Adebayo, M. A. (2009) Synthesis, Antimicrobial Potential and Toxicological Activities of Ni(II) Complex of Mefloquine Hydrochloride. Res. Pharm. Biotech. 1;: 9–15.
[79]
Abdullah M. Asiri and Salman A. Khan, (2010) Palladium(II) Complexes of NS Donor Ligands derived from Steroidal Thiosemicarbazones as Antibacterial Agents. Molecules. 15: 4784-4791.
[80]
Budakoti, A.; Abid, A.; Azam, A. (2007) Syntheses, characterization and in vitro antiamoebic activity of new Pd(II) complexes with 1-N-substituted thiocarbamoyl-3,5-diphenyl-2-pyrazoline derivatives. Eur. J. Med. Chem. 42: 544-551.
[81]
Abdul Amir H. Kadhum, Abu Bakar Mohamad, Ahmed A. Al-Amiery and Mohd S. Takriff, (2011)Antimicrobial and Antioxidant Activities of New Metal Complexes Derived from 3-Aminocoumarin. Molecules. 16: 6969-6984.
[82]
Nora H. Al-Shaalan, (2011) Synthesis, Characterization and Biological Activities of Cu(II), Co(II), Mn(II), Fe(II), and UO2(VI) Complexes with a New Schiff Base Hydrazone: O-Hydroxyacetophenone-7-chloro-4-quinoline Hydrazone, Molecules. 16: 8629-8645.
[83]
Nura Suleiman Gwaram, Hapipah Mohd Ali, Hamid Khaledi, Mahmood Ameen Abdulla, A. Hamid A. Hadi, Thong Kwai Lin, Chai Lay Ching and Cher Lin Ooi, (2012) Antibacterial Evaluation of Some Schiff Bases Derived from 2-Acetylpyridine and Their Metal Complexes. Molecules. 17: 5952-5971.
[84]
Raziyeh Arab Ahmadi and Saeid Amani, (2012) Synthesis, Spectroscopy, Thermal Analysis, Magnetic Properties and Biological Activity Studies of Cu(II) and Co(II) Complexes with Schiff Base Dye Ligands. Molecules 17: 6434-6448.
[85]
Arshad Islam, Jeferson Gomes Da Silva, Filipe Moan Berbet, Sydnei Magno da Silva, Bernardo Lages Rodrigues, Heloisa Beraldo, Maria Norma Melo, Frédéric Frézard and Cynthia Demicheli, (2014) Novel Triphenylantimony (V) and Triphenylbismuth (V) Complexes with Benzoic Acid Derivatives: Structural Characterization, in Vitro Antileishmanial and Antibacterial Activities and Cytotoxicity against Macrophages. Molecules. 19: 6009-6030.
[86]
Nevin Turan, Hanifi Körkoca, Ragıp Adigüzel, Naki Çolak and Kenan Buldurun, (2015) Synthesis, Structural Characterization and Biological Activity of Novel Cyclohexane-1,3-dione Ligands and Their Metal Complexes. Molecules. 20: 9309-9325.
[87]
Ikechukwu P. Ejidike and Peter A. Ajibade, (2015) Synthesis, Characterization and Biological Studies of Metal(II) Complexes of (3E)-3-[(2-{(E)-[1-(2,4-Dihydroxyphenyl) ethylidene]amino}ethyl)imino]-1-phenylbutan-1-one Schiff Base. Molecules. 20: 9788-9802.
[88]
Urszula Kalinowska-Lis, Aleksandra Felczak, Lilianna Ch˛eci nska, Ilona Szabłowska-Gadomska, Emila Patyna, Maciej Małecki, Katarzyna Lisowska and Justyn Ochocki, (2016) Antibacterial Activity and Cytotoxicity of Silver(I) Complexes of Pyridine and (Benz)Imidazole Derivatives. X-ray Crystal Structure of [Ag(2,6-di(CH2OH)py)2]NO3. Molecules, 21: 87.
[89]
Elena Pahont, Codrut, a Paraschivescu, Diana-Carolina Ilies, Donald Poirier, Camelia Oprean, Virgil Paunescu, Aurelian Gulea, Tudor Ros, u and Ovidiu Bratu, (2016) Synthesis and Characterization of Novel Cu(II), Pd(II) and Pt(II) Complexes with 8-Ethyl-2-hydroxytricyclo(7.3.1.02,7)tridecan-13-onethiosemicarbazone: Antimicrobial and in Vitro Antiproliferative Activity. Molecules. 21: 674.
[90]
Ladislav Habala, Samuel Varényi, Andrea Bilková, Peter Herich, Jindra Valentová, Jozef Kožíšek and Ferdinand Devínsky, (2016) Antimicrobial Activity and Urease Inhibition of Schiff Bases Derived from Isoniazid and FluorinatedBenzaldehydes and of Their Copper(II) Complexes. Molecules. 21: 1742.
[91]
Omoruyi G. Idemudia, Alexander P. Sadimenko and Eric C. Hosten, (2016) Metal Complexes of New Bioactive Pyrazolone Phenylhydrazones; Crystal Structure of 4-Acetyl-3-methyl-1-phenyl-2-pyrazoline-5-one phenylhydrazone Ampp-Ph. Int. J. Mol. Sci. 17: 687.
[92]
Peter A. Ajibade and Nonkululeko H. Zulu, (2011) Metal Complexes of Diisopropylthiourea: Synthesis, Characterization and Antibacterial Studies. Int. J. Mol. Sci. 12: 7186-7198.
[93]
Barbara A. Wilson, Ramaiyer Venkatraman, Cedrick Whitaker and Quintell Tillison, (2005) Synthesis and Structure-Activity Correlation Studies of Metal Complexes of α-N-heterocyclic Carboxaldehyde Thiosemicarbazones in Shewanella oneidensis. Int. J. Environ. Res. Public Health. 2(1): 170–174.
[94]
Kalagouda B. Gudasi, Vidyadhar C. Havanur, Siddappa A. Patil, and Basavaraj R. Patil, (2007) Antimicrobial Study of Newly Synthesized Lanthanide(III) Complexes of 2-[2-hydroxy-3-methoxyphenyl]-3-[2-hydroxy-3- methoxybenzylamino]-1,2-dihydroquinazolin-4(3H)-one. Hindawi Publishing Corporation, Metal-Based Drugs. 7: 37348.
[95]
Zahid H. Chohan, Abdul Rauf and Claudiu T. Supuran, antibacterial Co(II) and Ni(II) complexes of N-(2-furanylmethylene)-2- aminothaiadiazole and role of SO42-, NO3-, C2O42- and CH3COO- anions on biological properties. Metal Based Drugs. 8 (5); 2002.
[96]
A. P. Mishra and Monika Soni, (2008) Synthesis, Structural, and Biological Studies of Some Schiff Bases and Their Metal Complexes. Hindawi Publishing Corporation, Metal-Based Drugs. 7: 875410.
[97]
Ashu Chaudharyl, D. P. Jaroli2 and R. V. (2002) Singh, Antimicrobial, antifertility and antiinflamatory approach to tetradentate macrocyclic complexes fo Fe(II)and Mn(II). Metal Based Drugs, 8: 6.
[98]
Elena Pahontu, Valeriu Fala, Aurelian Gulea, Donald Poirier, Victor Tapcov and Tudor Rosu, (2013) Synthesis and Characterization of Some New Cu(II), Ni(II) and Zn(II) Complexes with Salicylidene Thiosemicarbazones: Antibacterial, Antifungal and in Vitro Antileukemia Activity. Molecules. 18: 8812-8836.
[99]
Sulekh Chandra, Deepali Jain, Amit Kumar Sharma and Pratibha Sharma, (2009) Coordination Modes of a Schiff Base Pentadentate Derivative of 4-Aminoantipyrine with Cobalt(II), Nickel(II) and Copper(II) Metal Ions: Synthesis, Spectroscopic and Antimicrobial Studies. Molecules. 14: 174-190.
[100]
Ashu Chaudhary, Anita Phor, Sanjay Sharmaa, Anita Gajraj and R. V. Singh, Synthetic, Biochemical, Antifertility and Antiinflammatory Aspects of Manganese and Iron Complexes. Metal based drugs, 9 (1); 2002.
[101]
Josiah J. Bonire, G. Adefikayo Ayoko, Philip F. Olurinola, Joseph O. Ehinmidu 3, Neelam. S. N. Jalil and Andrew A. Omachi, Synthesis and antifungal activity of organotin(iv) carboxylates. Metal based drugs, 1998: 5 (4).
[102]
Cornelia Guran Mihai Barboiu2 Paula Diaconescu Vlad Iluc Mihaela Bojin Andrea Scozzafava3 and Claudiu T. Supuran, Synthesis and antifungal activity of metal complexes containing dichloro tetramorpholinocyclophosphazatriene. Metal based drugs. 5 (5);1998.
[103]
Lenka Kucková, Klaudia Jomová, Andrea Švorcová, Marián Valko, Peter Segľa, Ján Moncol and Jozef Kožíšek, (2015) Synthesis, Crystal Structure, Spectroscopic Properties and Potential Biological Activities of Salicylate‒Neocuproine Ternary Copper(II) Complexes. Molecules. 20: 2115-2137.
[104]
Sigman, D. S.; Graham, D. R.; D’Aurora, V.; Stern, A. M. (1979) Oxygen-dependent cleavage of DNA by the 1,10-phenanthroline cuprous complex. Inhibition of Escherichia coli DNA polymerase I. J. Biol. Chem., 254: 12269–12272.
[105]
Veal, J. M.; Rill, R. L. (1991) Noncovalent DNA binding of bis(1,10-phenanthroline)Cu(I) and related compounds. Biochemistry. 30: 1132–1140.
[106]
Veal, J. M.; Merchant, K.; Rill, R. L. (1991) The influence of reducing agent and 1,10-phenanthroline concentration on DNA cleavage by phenanthroline + copper. Nucleic Acids Res. 19;: 3383–3388.
[107]
Ambundo, E. A.; Deydier, M.-V.; Grall, A. J.; Aguera-Vega, N.; Dresel, L. T.; Cooper, T. H.; Heeg, M. J.; Ochrymowycz, L. A.; Rorabacher, D. B. (1999) Influence of coordination geometry upon Cu(II/I) redox potentials. Physical parameters for twelve Cu tripodal ligand complexes. Inorg. Chem. 38: 4233–4242.
[108]
Enis Nadia Md Yusof, Thahira Begum S. A. Ravoof, Edward R. T. Tiekink, Abhimanyu Veerakumarasivam, Karen Anne Crouse 1,4, Mohamed Ibrahim Mohamed Tahir and Haslina Ahmad, (2015) Synthesis, Characterization and Biological Evaluation of Transition Metal Complexes Derived from N, S Bidentate Ligands. Int. J. Mol. Sci. 16: 11034-11054.
[109]
Ali Arslantas, A. Kadir Devrim 2 and Hacali Necefoglu, (2007) DNA-Binding Study of Tetraaqua-bis (p nitrobenzoato) cobalt(II) Dihydrate Complex: [Co(H2O)4(p-NO2C6H4COO) 2]•2H2O. Int. J. Mol. Sci. 8: 564-571.
[110]
Penumaka Nagababu, D. Aravind Kumar, Kotha Laxma Reddy, K. Ashwini Kumar, Md. B. Mustafa, Mynam Shilpa, and S. Satyanarayana, (2008) DNA Binding and Photocleavage Studies of Cobalt(III) Ethylenediamine Pyridine Complexes: [Co(en) 2 (py)2] 3+ and [Co(en) 2 (mepy)2] 3+. Hindawi Publishing Corporation Metal-Based Drugs. 8: 275084.
[111]
Xin Li, Cai-Feng Bi, Yu-Hua Fan, Xia Zhang, Nan Zhang, Xing-Chen Yan, (2014) Synthesis, Crystal Structure and DNA Interaction of a Novel Three-Nuclear Cobalt(II) Complex with Schiff Base Derived from 4-Chloroanthranilic Acid and 2,4-Dihydroxybenzaldehyde. J Inorg Organomet Polym. 24: 582–590.
[112]
Yong Li & Zheng-Yin Yang & Ming-Fang Wang, (2010) Synthesis, Characterization, DNA Binding Properties, Fluorescence Studies and Antioxidant Activity of Transition Metal Complexes with Hesperetin-2-hydroxy Benzoyl Hydrazone. Springer, J Fluoresc, 20: 891–905.
[113]
Abijit Pal, Bhaskar Biswas, Merry Mitra, Subramaniyam Rajalakshmi, Chandra Shekhar, (2013) DNA binding and cleavage activity by a mononuclear iron(II)Schiff base complex: Synthesis and structural characterization. J. Chem. Sci. 125 (5): 1161–1168.
[114]
Qian Wang E Zheng-Yin Yang E Gao-Fei Qi Æ Dong-Dong Qin, (2009) Crystal structures, DNA-binding studies and antioxidant activities of the Ln(III) complexes with 7-methoxychromone- 3-carbaldehyde-isonicotinoyl hydrazone. Springer, Biometals. 22: 927–940.
[115]
N. Ramana, R. Jeyamurugana, B. Rajkapoorb and L. Mitu, Novel, Biologically Imperative, Highly Versatile and Planar Systems: Synthesis, Characterization, Electrochemical Behavior, (2010) DNA Binding and Cleavage Properties ofSubstituted β-Diketimine Copper(II) and Zinc(II) Complexes with Dipyrido(3,2-a:2 ,3, c)phenazine Ligand. J. Iran. Chem. Soc. 7(4): 917-933.
[116]
Mohan N. Patel & Chintan R. Patel & Hardik N. Joshi, Metal-Based Biologically Active Compounds: Synthesis, Characterization, (2013) DNA Interaction, Antibacterial, Cytotoxic and SOD Mimic Activities. Springer, Appl Biochem Biotechnol, 169:1329–1345.
[117]
Natarajan Raman, Muthusamy Selvaganapathy, Jeyaraman Thamba, (2014) Anomalous chemosensitivity of SOD mimetic sulfurated amino acid–phen complexes: synthesis, characterization, and DNA cleavage efficacy. Springer, Monatsh Chem, 145: 1417–1430.
[118]
Ahmed M. Abu‑Dief • Lobna A. E. Nassr, (2015) Tailoring, physicochemical characterization, antibacterialand DNA binding mode studies of Cu(II) Schiff bases amino acid bioactive agents incorporating 5-bromo-2hydroxybenzaldehyde. Springer, J IRAN CHEM SOC, 12: 943–955.
[119]
D. Shiva leela & B. Ushaiah & G. Anupama & M. Sunitha &C. Gyana Kumari, (2015) Synthesis, Characterization, Antimicrobial, DNA Binding and Cleavage Studies of Mixed Ligand Cu(II), Co(II) Complexes. Springer, J Fluoresc, 25: 185–197.
[120]
Mostafa K. Rabia, Ahmad Desoky M. Mohamad, Nabawia M. Ismail, Ali Abdo Mahmoud, (2014) Synthesis, characterization, DNA interaction, thermal and in vitro biological activity investigation of some Ni(II)-Isatin bishydrazone complexes. J Iran Chem Soc, 11: 1147–1163.
[121]
Mark J. McKeage, Peter Papathanasiou,2a Geoffrey Salem, Allan Sjaarda, Gerhard F. Swiegers, Paul Waring and S. Bruce Wild, Antitumor activity of Gold(I), Silver(I) and Copper(I) Complexes containing chiral tertiary Phosphates. Metal based drugs, 5 (4); 1998.
[122]
M. P. Sathisha, V. K. Revankar, and K. S. R. Pai, (2008) Synthesis, Structure, Electrochemistry, and Spectral Characterization of Bis-Isatin Thiocarbohydrazone Metal Complexes and Their Antitumor Activity Against Ehrlich Ascites Carcinoma in Swiss AlbinoMice. Hindawi Publishing Corporation Metal-Based Drugs 11: 362105. doi:10.1155/2008/362105
[123]
Miller, M. C., Sood, A. Spielvogel, B. F. and Hall H, The synthesis and antitumor activity of the sodium salt and copper(II) complex of N-[Trimethyl amineboryl)-carbonyl]-L-Phenylalanine methyl ester. Metal based drugs, 5(1); 1998.
[124]
Sherika Mahepal, Richard Bowen, Messai Adenew Mamo, Marcus Layh, and Constance Elizabeth Jansen van Rensburg, (2008) The In Vitro Antitumour Activity of Novel, Mitochondrial-Interactive, Gold-Based Lipophilic Cations. Hindawi Publishing Corporation Metal-Based Drugs, 5: 864653.
[125]
Udai P, Singh, Sudha Singh and Sukh Mahendra Singh, Synthesis, characterization and antitumor activity of metal complexes with 5-carboxy-2-thiouracil, Metal based drugs, 5 (1); 1998.
[126]
Wheate, N. J.; Walker, S.; Craig, G. E.; Oun, R. (2010) The status of platinum anticancer drugs in the clinic and in clinical trials. Dalton Trans. 39: 8113–8127.
[127]
Trondl, R.; Heffeter, P.; Kowol, C. R.; Jakupec, M. A.; Berger, W.; Keppler, B. K. NKP-1339, the first ruthenium-based anticancer drug on the edge to clinical application. Chem. Sci. 2014, doi:10.1039/c3sc53243g.
[128]
Mjos, K. D. Orvig, C. (2014) Metallodrugs in Medicinal Inorganic Chemistry. Chem. Rev. 114: 4540–4563.
[129]
Nobili, S. Mini, E.; Landini, I.; Gabbiani, C.; Casini, A.; Messori, L. (2010) Gold Compounds as Anticancer Agents: Chemistry, Cellular Pharmacology, and Preclinical Studies. Med. Res. Rev. 30: 550–580.
[130]
Gasser, G.; Ott, I.; Metzler-Nolte, N. (2011) Organometallic Anticancer Compounds. J. Med. Chem. 54: 3-25
[131]
Fregona, D.; Ronconi, L. Aldinucci, D. (2009) Groundbreaking gold(III) anticancer agents. Drug Discov. Today 14: 1075–1076.
[132]
Ott, I. (2009) On the medicinal chemistry of gold complexes as anticancer drugs. Coord. Chem. Rev. 253: 1670–1681.
[133]
Bergamo, A. Sava, G. (2007) Ruthenium complexes can target determinants of tumour malignancy. Dalton Trans. 13: 1267–1272.
[134]
Walaa H. Mahmoud, Reem G. Deghadi, Gehad G. Mohamed, (2016) Spectroscopic and thermal characterization of biologically and anticancer active novel Schiff base metal complexes. Springer, Res Chem Intermed. 42: 7869–7907.
[135]
Pavel Starha, Zdenek Trávnícek, Bohuslav Drahos and Zdenek Dvorák, (2016) In Vitro Antitumor Active Gold(I) Triphenylphosphane Complexes Containing 7-Azaindoles. Int. J. Mol. Sci. 17: 2084.
[136]
Sandra Angelica De Pascali, Federica Lugoli, Antonella De Donno, and Francesco Paolo Fanizzi, (2011) Mutagenic Tests ConfirmThat New Acetylacetonate Pt(II) Complexes Induce Apoptosis in Cancer Cells Interacting with Nongenomic Biological Targets. Hindawi Publishing Corporation Metal-Based Drugs 10: 763436.
[137]
Sahar I. Mostafa1 and Farid A. Badria, (2008) Synthesis, Spectroscopic, and Anticancerous Properties Of Mixed Ligand Palladium(II) and Silver(I) Complexes with 4,6-Diamino-5-hydroxy-2-mercaptopyrimidine and 2,2-Bipyridyl. Hindawi Publishing Corporation, Metal-Based Drugs, 7; 723634.
[138]
Maryam Hajrezaie, Mohammadjavad Paydar, Soheil Zorofchian Moghadamtousi, Pouya Hassandarvish, Nura Suleiman Gwaram, Maryam Zahedifard, Elham Rouhollahi, Hamed Karimian, Chung Yeng Looi, Hapipah Mohd Ali, Nazia AbdulMajid, andMahmood Ameen Abdulla1, (2014) A Schiff Base-Derived Copper (II) Complex Is a Potent Inducer of Apoptosis in Colon Cancer Cells by Activating the Intrinsic Pathway. Hindawi Publishing Corporation, The Scientific World Journal. 12: 540463.
[139]
Dilip Kumar Saha, Shreelekha Padhye, and Subhash Padhye, Tergenting estrogen receptor sites in human breast cancer cell line T47D with copper conjugates of nonsteriodal antiinflamatory drugs derivatives: antiproliferative activity of toprofen derivative and its copper complex. Metal based drugs, 8 (2); 2001.
[140]
Keiichi Sakamoto, Eiko Ohno-Okumura, Taku Kato, Masaki Watanabe, and Michael J. Cook, (2008) vInvestigation of Zinc bis(1,4-didecylbenzo)-bis(2,3-pyrido) Porphyrazine for Application as Photosensitizer in Photodynamic Therapy of Cancer. Hindawi Publishing Corporation Metal-Based Drugs. 7: 392090. doi:10.1155/2008/392090
[141]
Cleare MJ, Hydes PC. Metal Ions in Biological Systems, Sigel H (eds.), Dekker, New York, 11, 1980.
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