Synthesis, Characterization and Antibacterial Investigation of Mononuclear Copper (II) Complexes of Amine-phenolate Based Ligands

References

• Angelo Frei, “Metal Complexes, an Untapped Source of Antibiotic Potential?,” Antibiotics 9 (2020): 90. doi:10.3390/antibiotics9020090
   Google Scholar
• Moselio Schaechter, N. Cary Engleberg, Barry Eisenstein, and Gerald Medoff, Microbiologia, 3rd ed. (São Paulo: Guanabara Koogan, 2002), 120–7.
   Google Scholar
• Andrea Masunari and Leobarta Costa Tavares, “"Synthesis and determination of antimicrobial activity of 5-nitro-2-thiophylidene derivatives against MRSA, ” Revista Brasileira de Ciencias Farmacêuticas 42 (2006): 461–71. doi:10.1590/S1516-93322006000300016
   Google Scholar
• Diego Pessoa Rocha, Gabriel Ferreira Pinto, Reinaldo Ruggiero, Carlos Alberto de Oliveira, Wendell Guerra, Ana Paula Soares Fontes, Tatiane Teixeira Tavares, Ivana Marques Marzano, and Elene Cristina Pereira-Maia, “Coordination of metals to antibiotics as a strategy to combat bacterial resistance ,” Quimica Nova 34 (2011): 111–8. doi:10.1590/S0100-40422011000100022
   Web of Science ®Google Scholar
• Wajid Rehman, Amin Badshah, Salimullah Khan, and Le Thi Anh Tuyet, “Synthesis, Characterization, Antimicrobial and Antitumor Screening of Some Diorganotin(IV) Complexes of 2-[(9H-Purin-6-Ylimino)]-Phenol,” European Journal of Medicinal Chemistry 44, no. 10 (2009): 3981–5. doi:10.1016/j.ejmech.2009.04.027
   PubMed Web of Science ®Google Scholar
• Tdor Rosu, Aurelian Gulea, Anca Nicolae, and Rodica Georgescu, “Complexes of 3d(n) Metal Ions with Thiosemicarbazones: Synthesis and Antimicrobial Activity,” Molecules (Basel, Switzerland) 12, no. 4 (2007): 782–96. doi:10.3390/12040782
   PubMed Web of Science ®Google Scholar
• Che-Ming Che and Jie- Sheng Huang, “Metal Complexes of Chiral Binaphthyl Schiff-Base Ligands and Their Application in Stereoselective Organic Transformations,” Coordination Chemistry Reviews 242 (2003): 97–113. doi:10.1016/S0010-8545(03)00065-1
   Web of Science ®Google Scholar
• Mohamed Wehbe, Ada Y. W. Leung, Michael J. Abrams, Chris Orvig, and Marcel Bally, “A Perspective − Can Copper Complexes Be Developed as a Novel Class of Therapeutics?,” Dalton transactions (Cambridge, England : 2003) 46, no. 33 (2017): 10758–73. doi:10.1039/c7dt01955f
   PubMed Web of Science ®Google Scholar
• Tuo Wang and Zijian Guo, “Copper in Medicine: Homeostasis, Chelation Therapy and Antitumor Drug Design,” Current Medicinal Chemistry 13, no. 5 (2006): 525–37. doi:10.2174/092986706776055742
   PubMed Web of Science ®Google Scholar
• Segun D. Oladipo, Bernard Omondi, and Chunderika Mocktar, “Co(III) N,N′- Diarylformamidine Dithiocarbamate Complexes: Synthesis, Characterization, Crystal Structures and Biological Studies,” Applied Organometallic Chemistry 34 (2020): e5610. doi:10.1002/aoc.5610
   Web of Science ®Google Scholar
• Layla J. H. Borges, Erika S. Bull, Christiane Fernandes, Adolfo Horn Jr, Nathalia F. Azeredo, Jackson A. L. C. Resende, William R. Freitas, Eulógio C. Q. Carvalho, Luciana S. Lemos, Hassan Jerdy, Milton M. Kanashiro, “In Vitro and In Vivo Studies of the Antineoplastic Activity of Copper (II) Compounds against Human Leukemia THP-1 and Murine Melanoma B16-F10 Cell Lines,” European Journal of Medicinal Chemistry 123 (2016): 128–40. doi:10.1016/j.ejmech.2016.07.018
   PubMed Web of Science ®Google Scholar
• Ambika Jindal, Pratibha Agarwal, Indresh Verma, Gazala Khanum, Khaled Althubeiti, Nazia Siddiqui, Saleem Javed, Priyanka Tyagi, and Himanshu Arora, “Copper(II) Monomer Bearing Phenolate-based Ligand: Theoretical and Experimental Visions,” Polycyclic Aromatic Compounds 42 (2022): 1–14. doi:10.1080/10406638.2022.2072911
   Google Scholar
• Kusalendiran Visvaganesan, Somasundaram Ramachitra, and Mallayan Palaniandavar, “Functional Models for Enzyme-substrate Adducts of Catechol Dioxygenase Enzymes: Lewis Basicity of Facially Coordinating Tridentate Phenolate Ligands Tune the Rate of Dioxygenation and Product Selectivity,” Inorganica Chimica Acta 378 (2011): 87–94. doi:10.1016/j.ica.2011.08.025
   Web of Science ®Google Scholar
• Pratibha Agarwal, Akhilesh Kumar,   Richa, I. Verma, Rohan D. Erande, Julia Klak, Antonio J. Mota, Himanshu Arora, and Amit Rajput, “The Reversible Inter-conversion of Copper(II) Dimers Bearing Phenolate-based Ligands in Their Monomers: Theoretical and Experimental Viewpoints,” New Journal of Chemistry. 45 (2021): 1203–15. doi:10.1039/D0NJ00484G
   Web of Science ®Google Scholar
• Padikkamannil Abishad, Pollumahanti Niveditha, Varsha Unni, Jess Vergis, Nitin V. Kurkure, Sandeep Chaudhari, Deepak B. Rawool, and Sukhadeo B. Barbuddhe, “In Silico Molecular Docking and In Vitro Antimicrobial Efficacy of Phytochemicals against Multi-drug-resistant Enteroaggregative Escherichia coli and Non-typhoidal Salmonella Spp,” Gut Pathogens 13, no. 1 (2021): 46. doi:10.1186/s13099-021-00443-3
   PubMed Web of Science ®Google Scholar
• Pedro E. Aranha, Mirian P. Do Santo, Sandra Romera, and Edward R. Dockal, “Synthesis, Characterization, and Spectroscopic Studies of Tetradentate Schiff Base Chromium(III) Complexes,” Polyhedron 26 (2007): 1373–82. doi:10.1016/j.poly.2006.11.005
   Web of Science ®Google Scholar
• Ali A. Khandar and Zolfaghar Rezvani, “Preparation and Thermal Properties of the Bis [5-((4-Heptyloxyphenyl) Azo)-N-(4-Alkoxyphenyl)-Salicylaldiminato]Copper(II) Complex Homologues,” Polyhedron 18 (1999): 129–33. doi:10.1016/S0277-5387(98)00275-7
   Web of Science ®Google Scholar
• Zolfaghar Rezvani, Leili Ahar, Kamellia Nejati, and Masood Seyedahmadian, “Synthesis, Characterization and Liquid Crystalline Properties of New Bis[5-((4-Alkoxyphenylazo)-N-(Alkyl)-Salicylaldeminato] Coppe(II) and Nickel(II) Complexes Homologues,” Acta Chimica Slovenica 51 (2004): 675–86.
   Web of Science ®Google Scholar
• Gordon C. Percy, and David A. Thornton, “N-aryl Salicylaldimine Complexes: Infrared and PMR Spectra of the Ligands and Vibrational Frequencies of Their Metal(II) Chelates,” Journal of Inorganic and Nuclear Chemistry 34 (1972): 3357–67. doi:10.1016/0022-1902(72)80230-6
   Web of Science ®Google Scholar
• Paul R. Raithby, Gregory P. Shields, Allen, and Samuel W. D. Motherwell, “Structure Correlation Study of Four-coordinate Copper(I) and (II) Complexes,” Acta Crystallographica B 56 (2000): 444–54. doi:10.1107/S0108768199016870
   PubMedGoogle Scholar
• Itoh Shinobu, Hirano Keisuke, Furuta Akihiro, Komatsu Mitsuo, Ohshiro Yoshiki, Ishida Akito, Takamuku Setsuo, Kohzuma Takamitsu, Nakamura Nobuhumi, and Suzuki Shinnichiro, “Physicochemical Properties of 2-Methylthio-4-Methylphenol, a Model Compound of the Novel Cofactor of Galactose Oxidase,” Chemistry Letters 22 (12) (1993): 2099–104. doi:10.1246/cl.1993.2099
   Web of Science ®Google Scholar
• (a) Mei M. Whittaker, Yao-Y. Chuang, and James W. Whittaker, “Models for the Redox Active Site in Galactose Oxidase,” Journal of the American Chemical Society 115 (1993): 10029–35.
   Web of Science ®Google Scholar
  (b) Mei M. Whittaker, Waltor R. Duncan, and James W. Whittaker, “Synthesis, Structure, and Properties of a Model for Galactose Oxidase,” Inorganic Chemistry. 35 (1996): 382–6. doi:10.1021/ja00075a019
   PubMed Web of Science ®Google Scholar
• Jason A. Halfen, Brian A. Jazdzewski, Samiran Mahapatra, Lisa M. Berreau, Elizabeth C. Wilkinson, Lawrence Que Jr, and William B. Tolman, “Synthetic Models of the Inactive Copper(II)-Tyrosinate and Active Copper(II)-Tyrosyl Radical Forms of Galactose and Glyoxal Oxidases,” Journal of the American Chemical Society 119 (1997): 8217–27. doi:10.1021/ja9700663
   Web of Science ®Google Scholar
• Bheemana Hunasekatte, Gayathri Virupaiah, and Nadur M. N. Gowda, “Synthesis and Spectral Studies on Co (II), Ni(II) and Cu(II) Complexes with 1,2- Bis(N-Methylbenzimidazolyl)Benzene,” IOSR-JAC 7 (2014): 17–22.
   Google Scholar
• Baldev S. Manhas, Balbir C. Verma, and Shashi B. Kalia, “Spectral and Magnetic Studies on Normal Cobalt (II) Planar and Cobalt (III) Octahedral, Spin-crossover Cobalt (III) Octahedral and Planar-tetrahedral Cobalt (II) Carbodithioates,” Polyhedron 14 (1995): 3549–56. doi:10.1016/0277-5387(95)00178-U
   Web of Science ®Google Scholar
• Abdou S. El-Tabl, Mohamad M. E. Shakdofa, and Ahmed M. A. El-Seidy, “Synthesis, Characterization and ESR Studies of New Copper (II) Complexes of Vicinal Oxime Ligands,” Journal of the Korean Chemical Society 55 (2011): 603–11. doi:10.5012/jkcs.2011.55.4.603
   Google Scholar
• Christopher A. Lipinski, Franco Lombardo, Beryl W. Dominy, and Paul J. Feeney, “Experimental and Computational Approaches to Estimate Solubility and Permeability in Drug Discovery and Development Settings,” Advanced Drug Delivery Reviews 64 (2012): 4–17. doi:10.1016/j.addr.2012.09.019
   Web of Science ®Google Scholar
• Riyadi, Romadhon , Sari, Kurniasih, Agustini, Swastawati, Herawati, and Tanod, “SwissADME Predictions of Pharmacokinetics and Drug-likeness Properties of Small Molecules Present in Spirulina Platensis,” IOP Conference Series: Earth and Environmental Science. 890 (2021): 012021. doi:10.1088/1755-1315/890/1/012021
   Google Scholar
• Jürgen Reichling, Christine Koch, Elisabeth Stahl-Biskup, Cornelia Sojka, and P Schnitzler, “Virucidal Activity of a Beta-triketone-rich Essential Oil of Leptospermum Scoparium (Manuka Oil) against HSV-1 and HSV-2 in Cell Culture. Antimicrobial Activity of Caatinga Biome Ethanolic Plant Extracts against Gram Negative and Positive Bacteria,” Planta Medica 71, no. 12 (2005): 1123–27. doi: 10.1055/s-2005-873175
   Web of Science ®Google Scholar
• Chris C. Ogu and Jan L. Maxa, “Drug Interaction Due to Cytochrome P450,” Proceedings (Baylor University. Medical Center) 13, no. 4 (2000): 421–3. doi:10.1080/08998280.2000.11927719
   PubMedGoogle Scholar
• Fidelis T. Ndombera, Geoffrey K. K. Maiyoh, and Tuei Vivian, “Pharmacokinetic, Physicochemical and Medicinal Properties of N-Glycoside Anti-cancer Agent More Potent than 2-deoxy-D-Glucose in Lung Cancer Cells,” Cancer Science & Research 6 (2019): 1–8.
   Google Scholar
• Antoine Daina, Olivier Michielin, and Vincent Zoete, “SwissADME: A Free Web Tool to Evaluate Pharmacokinetics, Drug-likeness and Medicinal Chemistry Friendliness of Small Molecules,” Scientific Reports 7 (2017): 42717–3. doi:10.1038/srep42717
   PubMed Web of Science ®Google Scholar
• Mara R. K. Sartori, Juliana B. Pretto, Alexandre B. Cruz, Louisiane F. Bresciani, Rosendo A. Yunes, Valdir Cechinel-Filho,"Antifungal activity of fractions and two pure compounds of flowers from Wedeliapaludosa (Acmela brasiliensis) (Asteraceae)," Pharmazi 58, no. 8 (2003): 567–69.
   Google Scholar
• Hazem S. Elshafie, Shimaa H. Sakr, Sadeek A. Sadeek, and Ippolito Camele, “Biological Investigations and Spectroscopic Studies of New Moxifloxacin/Glycine-metal Complexes,” Chemistry & Biodiversity 16, no. 3 (2019): e1800633. doi:10.1002/cbdv.201800633
   PubMed Web of Science ®Google Scholar
• Shimaa H. Sakr, Hazem S. Elshafie, Ippolito Camele, and Sadeek A. Sadeek, “Synthesis, Spectroscopic, and Biological Studies of Mixed Ligand Complexes of Gemifloxacin and Glycine with Zn(II), Sn(II), and Ce(III),” Molecules 23 (2018): e1182. doi:10.3390/molecules23051182
   PubMed Web of Science ®Google Scholar
• Talukdar M. Waliullah, Akter M. Yeasmin, Ashraful Alam, Wahedul Islam, Parvez Hassan, Sultana M. A. Rabbi, and T. K. Barai, “In vitro Antimicrobial Study for Biological Evaluation of Clerodendrum infortunatum Linn,"Recent Pat Antiinfect Drug Discov., 10 (2015): 98–104.
   Google Scholar
• Nayan R. Bhalodia and Shukla VJ, “Antibacterial and Antifungal Activities from Leaf Extracts of Cassia Fistula: An Ethnomedicinal Plant,” Journal of Advanced Pharmaceutical Technology & Research 2, no. 2 (2011): 104–9. doi:10.4103/2231-4040.82956
   PubMedGoogle Scholar
• Tarek A. Yousef, Gaber M. Abu El-Reash, Ola A. El-Gammal, and Bedier RA, “Synthesis, Characterization, Optical Band Gap, in Vitro Antimicrobial Activity and DNA Cleavage Studies of Some Metal Complexes of Pyridyl Thiosemicarbazone,” Journal of Molecular Structure 1035 (2013): 307–17. doi:10.1016/j.molstruc.2012.10.058
   Web of Science ®Google Scholar
• Hussein A. Kadhim Kyhoiesh, Mohammed K. Al-Hussainawy, Azal S. Waheeb, and Khalid J. Al-Adilee, “Synthesis, Spectral Characterization, Lethal Dose (LD 50) and Acute Toxicity Studies of 1, 4-Bis (Imidazolylazo) Benzene (BIAB,” Heliyon 7, no. 9 (2021): e07969. doi:10.1016/j.heliyon.2021.e07969
   PubMed Web of Science ®Google Scholar
• Mohammad Azam, Saikh Mohammad Wabaidur, Mahboob Alam, Agata Trzesowska-Kruszynska, Rafal Kruszynski, Saud I. Al-Resayes, Fahad Fahhad Alqahtani, and Mohammad Rizwan Khan Rajendra, “Design, Structural Investigations and Antimicrobial Activity of Pyrazole Nucleating Copper and Zinc Complexes,” Polyhedron 195 (2021): 114991. doi:10.1016/j.poly.2020.114991
   Web of Science ®Google Scholar
• Abd Al-Sadda HK, Mohammad Al-Hussainawy and Hussein Kyhoiesh, “Synthesis, Spectral Characterization and Biological Activity of 2-[2 ̅-(1-Amino-1, 5-Dinitrophenyl) Azo]-Imidazole,” Journal of Global Pharma Technology 11 (2019): 165–74.
   Google Scholar
• SabanUysal and Ahmed N. Kursunlu, “The Synthesis and Characterization of Star Shaped Metal Complexes of Triazine Cored Schiff Bases: Their Thermal Decompositions and Magnetic Moment Values,” Journal of Inorganic and Organometallic Polymers and Materials 21 (2011): 291–6. doi:10.1007/s10904-011-9459-9
   Web of Science ®Google Scholar
• Ahmed N. Kursunlu, “Synthesis and Photophysical Properties of Modifiable Single, Dual, and Triple-boron Dipyrromethene (Bodipy) Complexes,” Tetrahedron Letters 56, no. 14 (2015): 1873–7. doi:10.1016/j.tetlet.2015.02.097
   Web of Science ®Google Scholar
• Ahmed N. Kursunlu and Canan Baslak, “A Bodipy-bearing Pillar [5] Arene for Mimicking Photosynthesis: Multi-fluorophores Light Harvesting System,” Tetrahedron Letters 59, no. 20 (2018): 1958–62.
   Web of Science ®Google Scholar
• Ahmet Kilic, Levent Beyazsakal, Bahar T. Findik, and Hilal Incebay, “Synthesis and Electrochemical Investigation of Chiral Amine Bis(Phenolate)-boron Complexes: In Vitro Antibacterial Activity Screening of Boron Compounds,” Inorganica Chimica Acta 510 (2020): 119777. doi:10.1016/j.ica.2020.119777
   Web of Science ®Google Scholar
• Mohamed M. Abo-Aly, Abdel M. Salem, Mostafa A. Sayed, and Ayma A. Abdel Aziz, “Spectroscopic and Structural Studies of the Schiff Base 3-methoxy-N-Salicylidene-o-Amino Phenol Complexes with Some Transition Metal Ions and Their Antibacterial, Antifungal Activities,” Spectrochimica Acta Part, A: Molecular and Biomolecular Spectroscopy 136B (2015): 993–1000. doi:10.1016/j.saa.2014.09.122
   PubMed Web of Science ®Google Scholar
• Mehmet Tümer, Duygu Ekinci, Ferhan Tümer, and Akif Bulut, “Synthesis, Characterization and Properties of Some Divalent Metal(II) Complexes: Their Electrochemical, Catalytic, Thermal and Antimicrobial Activity Studies,” Spectrochimica Acta Part, A: Molecular and Biomolecular Spectroscopy 67, no. 3-4 (2007): 916–29. doi:10.1016/j.saa.2006.09.009
   PubMed Web of Science ®Google Scholar
• Nimesh R. Kamdar, Dhaval D. Haveliwala, Prashant T. Mistry, and Saurabh K. Patel, “Synthesis and Evaluation of in Vitro Antitubercular Activity and Antimicrobial Activity of Some Novel 4H-Chromeno[2,3-d]Pyrimidine via 2-Amino-4-Phenyl-4H-Chromene-3-Carbonitriles,” Medicinal Chemistry Research 20 (2010): 854–64. doi:10.1007/s00044-010-9399-x
   Web of Science ®Google Scholar