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Research Articles

Synthesis of Pyrimidinyl Benzazolyl Urea Derivatives as Antimicrobial and Antioxidant Agents

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Pages 7321-7335 | Received 17 Jul 2021, Accepted 20 Oct 2021, Published online: 02 Nov 2021

References

  • D. Seenaiah, T. Rekha, A. Padmaja, and V. Padmavathi, “Synthesis and Antimicrobial Activity of Pyrimidinyl Bis(Benzazoles),” Medicinal Chemistry Research 26, no. 2 (2017): 431–41.
  • K. Narendra Babu, U. Nagarjuna, G. Dinneswara Reddy, A. Padmaja, and V. Padmavathi, “Synthesis and Antimicrobial Activity of Benzazolyl Azolyl Urea Derivatives,” Journal of Molecular Structure 1198 (2019): 126871.
  • İ. Yalçin, İ. Ören, E. Şener, A. Akin, and N. Uçartürk, “The Synthesis and the Structure-Activity Relationships of Some Substituted Benzoxazoles, Oxazolo (4,5-b) Pyridines, Benzothiazoles and Benzimidazoles as Antimicrobial Agents,” European Journal of Medicinal Chemistry 27, no. 4 (1992): 401–6.
  • I. Oren-Yildiz, I. Yalcin, E. Aki-Sener, and N. Ucarturk, “Synthesis and Structure-Activity Relationships of New Antimicrobial Active Multisubstituted Benzazole Derivatives,” European Journal of Medicinal Chemistry 39, no. 3 (2004): 291–8.
  • O. Temiz-Arpaci, A. Ozdemir, I. Yalçin, I. Yildiz, E. Aki-Sener, and N. Altanlar, “Synthesis and Antimicrobial Activity of Some 5-[2-(Morpholin-4-yl)Acetamido] and/or 5-[2-(4-Substituted Piperazin-1-yl)acetamido]-2-(p-Substituted Phenyl)benzoxazoles,” Archiv der Pharmazie 338, no. 2–3 (2005): 105–11.
  • J. Vinsova, V. Horak, V. Buchta, and J. Kaustova, “Highly Lipophilic Benzoxazoles with Potential Antibacterial Activity,” Molecules (Basel, Switzerland) 10, no. 7 (2005): 783–93.
  • D. Avneet Kaur, P. Pathak, V. Sharma, and S. Wakode, “Synthesis, Biological Evaluation and Docking Study of a New Series of di-Substituted Benzoxazole Derivatives as Selective COX-2 Inhibitors and anti-Inflammatory Agents,” Bioorganic & Medicinal Chemistry 26, no. 4 (2018): 891–902.
  • V. V. Aswathy, S. Alper-Hayta, G. Yalcin, Y. Sheena Mary, C. Yohannan Panicker, P. J. Jojo, F. Kaynak-Onurdag, S. Armaković, S. J. Armaković, I. Yildiz, et al. “Modification of Benzoxazole Derivative by Bromine-Spectroscopic, Antibacterial and Reactivity Study Using Experimental and Theoretical Procedures,” Journal of Molecular Structure 1141 (2017): 495–511.
  • M. Ueki, and M. Taniguchi, “K-1, a Novel Cytotoxic Metabolite from Streptomyces sp. 517-02 III. Antibacterial Action of Demethyl UK-1,” The Journal of Antibiotics 50, no. 9 (1997): 788–90. , no.
  • A. Varga, E. Ki-Sener, I. Yalcin, O. Temiz-Arpaci, B. Tekiner-Gulbas, G. Cherepnev, and J. Molnar, “Induction of Apoptosis and Necrosis by Resistance Modifiers Benzazoles and Benzoxazines on Tumor Cell Line Mouse Lymphoma L5718 Mdrþ Cells,” In Vivo 19, no. 16 (2005): 1087–91.
  • A. M. Fahim, and A. M. Farag, “Synthesis, Biological Evaluation and DFT Calculation of Novel Pyrazole and Pyrimidine Derivatives,” Journal of Molecular Structure 1179 (2019): 304–14.
  • A. M. Fahim, A. M. Farag, and G. A. M. Nawwar, “PET Waste Recycling as Chemical Feedstock: synthesis and Antimicrobial Activity of New Compounds with Anticipate Industrial Use,” Journal of Applied Chemistry 2 (2013): 502–10.
  • Z. Ozdemir, H. Burak Kandilci, B. Gümüşel, U. Caliş, and A. Altan Bilgin, “Synthesis and Studies on Antidepressant and Anticonvulsant Activities of Some 3-(2-Furyl)-Pyrazoline Derivatives,” European Journal of Medicinal Chemistry 42, no. 3 (2007): 373–9.
  • N. Kapuriya, K. Kapuriya, X. Zhang, T.-C. Chou, R. Kakadiya, Y.-T. Wu, T.-H. Tsai, Y.-T. Chen, T.-C. Lee, A. Shah, et al. “Synthesis and Biological Activity of Stable and Potent Antitumor Agents, Aniline Nitrogen Mustards Linked to 9-Anilinoacridines Via a Urea Linkage,” Bioorganic & Medicinal Chemistry 16, no. 10 (2008): 5413–23.
  • M. Abdullahi, A. Uzairu, G. A. Shallangwa, P. Mamza, D. E. Arthur, and M. T. Ibrahim, “In-Silico Modelling Studies on Some C14-Urea-Tetrandrine Derivatives as Potent anti-Cancer Agents against Prostate (PC3) Cell Line,” Journal of King Saud University, Science 32, no. 1 (2020): 770–9.
  • I. I. Panchal, D. J. Sen, A. D. Patel, U. Shah, M. Patel, A. Navale, and V. Bhavsar, “Molecular Docking, Synthesis and Biological Evaluation of Sulphonylureas/Guanidine Derivatives as Promising Antidiabetic Agent,” Current Drug Discovery Technologies 15, no. 4 (2018): 315–25.
  • H. M. Faidallah, M. M. Al-Mohammadi, K. A. Alamry, and K. A. Khan, “Synthesis and Biological Evaluation of fluoropyrazolesulfonylurea and Thiourea Derivatives as Possible Antidiabetic Agents,” Journal of Enzyme Inhibition and Medicinal Chemistry 31, no. sup1 (2016): 157–63.
  • S. K. Mohanvel, V. Ravichandran, C. Kamalanathan, A. S. Satish, S. Ramesh, J. Lee, and S. K. Rajasekharan, “Molecular Docking and Biological Evaluation of Novel Urea-Tailed Mannich Base against Pseudomonas aeruginosa,” Microbial Pathogenesis 130 (2019): 104–11.
  • M. Patil, A. N. Poyil, S. D. Joshi, S. A. Patil, S. A. Patil, and A. Bugarin, “Design, Synthesis, and Molecular Docking Study of New Piperazine Derivative as Potential Antimicrobial Agents,” Bioorganic Chemistry 92 (2019): 103217.
  • I. Gallou, “Unsymmetrical Ureas. Synthetic Methodologies and Application in Drug Design,” Organic Preparations and Procedures International 39, no. 4 (2007): 355–83.
  • J. Regan, S. Breitfelder, P. Cirillo, T. Gilmore, A. G. Graham, E. Hickey, B. Klaus, J. Madwed, M. Moriak, N. Moss, et al. “Pyrazole Urea-Based Inhibitors of p38 MAP Kinase: From Lead Compound to Clinical Candidate,” Journal of Medicinal Chemistry 45, no. 14 (2002): 2994–3008.
  • P. Siva Sankar, T. Rekha, A. Padmaja, V. Padmavathi, N. Siva Krishna, and P. Kondaiah, “Synthesis, Cytotoxic and Antioxidant Activities of Azolyl Benzothiazine Carboxamides,” Research on Chemical Intermediates 45 (2019): 3053–75.
  • K. Narendra Babu, D. V. Sowmya, A. Padmaja, and V. Padmavathi, “Synthesis of Benzazolyl Pyrimidines under Ultrasonication and Their Antimicrobial Activity,” Journal of Heterocyclic Chemistry 55, no. 4 (2018): 1024–32.
  • V. Pilyugin, Y. A. Sapozhnikov, C. Davydov, G. Chikisheve, T. Vorobeva, E. Klimakova, G. Kiseleva, S. Kuznetosova, R. Davletov, N. Sapozhnikov, et al. “Synthesis of Bis(Arylcarbonylamino-1H-Benzimidazol-5-yl)Ethers,” Russian Journal of General Chemistry 76, no. 8 (2006): 1327–30.
  • A. Gupta, and S. Rawat, “Synthesis and Cyclization of Benzothiazole: Review,” Journal of Current Pharmaceutical Research 3, no. 1 (2010): 13–23.
  • M. Sustra, and B. S. Kenneth, “Practical Synthesis of N-Alkyl-N-Alkyloxycarbonyl Aminomethyl Prodrug Derivaties of Acetoaminophene, Theophylline, and 6-Mercaptopurine,” Synthetic Communications 36, no. 23 (2006): 3537–48.
  • M. S. Siddiqui, and A. Azam, “Synthesis, Characterization of 4,6-Disubstituted Aminopyrimidines and Their Sulphonamide Derivatives as anti-Amoebic Agents,” Medicinal Chemistry Research 23, no. 6 (2014): 2976–84.
  • K. Divya, G. Sravya, A. Padmaja, and V. Padmavathi, “Synthesis and Antimicrobial Activity of Bis-Heterocyclic Sulfamoyl Acetamides,” Research on Chemical Intermediates 41, no. 7 (2015): 4413–26.
  • K. Divya, D. V. Sowmya, S. Durgamma, V. Tharanath, D. V. Sai Gopal, M. V. Jyothi Kumar, C. Appa Rao, A. Padmaja, and V. Padmavathi, “Synthesis, Antioxidant, and Antiviral Properties of Pyrimidinyl Sulfamoyl Azolyl Acetamides,” Medicinal Chemistry Research 26, no. 10 (2017): 2568–82.
  • L. Mallikarjuna Reddy, T. Bhanu Prakash, A. Padmaja, and V. Padmavathi, “Synthesis and Antimicrobial Activity of Pyrazolyl Benzoxazoles, Benzthiazoles and Benzimidazoles,” Medicinal Chemistry Research 24, no. 3 (2015): 970–9.
  • C. Premakumari, D. Seenaiah, A. Srilakshmi, D. V. Sai Gopal, and V. Padmavathi, “Synthesis and Antimicrobial Activity of Amido Sulfonamido Methane Linked Bisoxazoles, Bisthiazoles, and Bisimidazoles,” Journal of Heterocyclic Chemistry 51, no. 6 (2014): 1875–82.
  • C. Premakumari, A. Muralikrishna, A. Padmaja, V. Padmavathi, S. Jin Park, T. J. Kim, and G. Dinneswara Reddy, “Synthesis, Antimicrobial and Anticancer Activities of Amido Sulfonamido Methane Linked Bis Heterocycles,” Arabian Journal of Chemistry 7, no. 4 (2014): 385–95.
  • T. Bhanu Prakash, G. Lavanya, A. Padmaja, and V. Padmavathi, “Synthesis and Antioxidant Activity of Amidomethane Sulfonyl-Linked Bis Heterocycles,” Medicinal Chemistry Research 23 (2014): 4500–9.
  • B. Kim, H.-G. Lee, S.-B. Kang, G. Sung, J.-J. Kim, J. Park, S.-G. Lee, and Y.-J. Yoon, “tert-Butoxide-Assisted Amidation of Esters under Green Conditions Green Amidation of Esters,” Synthesis 44, no. 1 (2012): 42–50.
  • P. Siva Sankar, K. Divya, A. Padmaja, and V. Padmavathi, “Synthesis and Antimicrobial Activity of Azetidinone and Thiazolidinone Derivatives from Azolylindolyl Schiff’s Bases,” Medicinal Chemistry 7, no. 11 (2017): 340–7.
  • G. L. French, “Bactericidal Agents in the Treatment of MRSA Infections-the Potential Role of Daptomycin,” The Journal of Antimicrobial Chemotherapy 58, no. 6 (2006): 1107–17.
  • M. Burits, and F. Bucar, “Antioxidant Activity of Nigella Sativa Essential Oil,” Phytotherapy Research 14, no. 5 (2000): 323–8.
  • M. Cuendet, K. Hostettmann, O. Potterat, and W. Dyatmiko, “Iridoid Glucosides with Free Radical Scavenging Properties fromFagraea Blumei,” Helvetica Chimica Acta 80, no. 4 (1997): 1144–52.
  • L. C. Green, D. A. Wagner, J. Glogowski, P. L. Skipper, J. S. Wishnok, and S. R. Tannenbaum, “Analysis of Nitrate, Nitrite, and [15N]Nitrate in Biological Fluids,” Analytical Biochemistry 126, no. 1 (1982): 131–8.
  • L. Marcocci, J. J. Maguire, M. T. Droy-Lefaix, and L. Packer, “The Nitric Oxide-Scavenging Properties of Ginkgo Biloba Extract EGb 761,” Biochemical and Biophysical Research Communications 201, no. 2 (1994): 748–55.
  • R. J. Ruch, S. Cheng, and J. E. Klaunig, “Prevention of Cytotoxicity and Inhibition of Intercellular Communication by Antioxidant Catechins Isolated from Chinese Green Tea,” Carcinogenesis 10, no. 6 (1989): 1003–8.
  • C. Azoro, “Antibacterial Activity of Crude Extract of Azudirachita Indica on Salmonella typhi,” World Journal of Biotechnology 3, no. 1 (2002): 347–51.
  • K. T. Chung, W. R. Thomasson, and C. D. Wu-Yuan, “Growth Inhibition of Selected Food-Borne Bacteria, Particularly Listeria monocytogenes, by Plant Extracts,” The Journal of Applied Bacteriology 69, no. 4 (1990): 498–503.
  • J. Bishnu, L. Sunil, and S. Anuja, “Antibacterial Property of Different Medicinal Plants: Ocimum Sanctum, Cinnamomum Zeylanicum, Xanthoxylum Armatum and Origanum Majorana,” Kathmandu Univeversity Journal of Science Engineering and Technology 5, no. 1 (2009): 143–50.
  • Clinical and Laboratory Standards Institute (CLSI), Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically, 7th edition; Approved standard, CLSI Document M7-A7, Wayne, PA (2006).
  • Clinical and Laboratory Standards Institute (CLSI), Reference Method for Broth dilution antifungal susceptibility testing of yeasts, 2nd edition; Approved standard, CLSI Document M27-A2, Wayne, PA (2008).

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