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Articles

Novel benzimidazolium salts and their silver(I)-N-heterocyclic carbene complexes: synthesis, characterization and their biological properties

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Pages 120-133 | Received 16 Sep 2022, Accepted 17 Dec 2022, Published online: 06 Jan 2023

References

  • H.V. Huynh. Chem. Rev., 118, 9457 (2018).
  • K.-A. Green, P.T. Maragh, K. Abdur-Rashid, A.J. Lough, T.P. Dasgupta. Inorg. Chim. Acta, 449, 38 (2016).
  • A.J. Arduengo, R.L. Harlow, M. Kline. J. Am. Chem. Soc., 113, 361 (1991).
  • E. Jiménez-Núñez, M. Alcarazo. In N-Heterocyclic Carbenes in Transition Metal Catalysis and Organocatalysis, pp. 157–189, Springer, Dordrecht, Germany (2011).
  • S.B. Aher, P.N. Muskawar, K. Thenmozhi, P.R. Bhagat. Eur. J. Med. Chem., 81, 408 (2014).
  • G.W. Rewcastle. J. Org. Chem., 7, 214 (2020).
  • I. Slimani, L. Mansour, N. Abutaha, A.H. Harrath, J. Al-Tamimi, N. Gürbüz, I. Özdemir, N. Hamdi. J. King Saud Univ. Sci., 32, 1544 (2020).
  • M. Uchida, M. Chihiro, S. Morita, H. Yamashita, K. Yamasaki, T. Kanbe, Y. Yabuuchi, K. Nakagawa. Chem. Pharm. Bull. (Tokyo), 38, 1575 (1990).
  • R. Bai, Z. Wei, J. Liu, W. Xie, H. Yao, X. Wu, J. Jiang, Q. Wang, J. Xu. Bioorg. Med. Chem., 20, 4661 (2012).
  • K.C.S. Achar, K.M. Hosamani, H.R. Seetharamareddy. Eur. J. Med. Chem., 45, 2048 (2010).
  • M. Gaba, P. Gaba, D. Uppal, N. Dhingra, M.S. Bahia, O. Silakari, C. Mohan. Acta Pharm. Sin. B, 5, 337 (2015).
  • L. Liu, Y.-F. Shen, Y. Hu, J.-F. Lu. Fish Shellfish Immunol., 83, 386 (2018).
  • M. Tonelli, F. Novelli, B. Tasso, I. Vazzana, A. Sparatore, V. Boido, F. Sparatore, P.L. Colla, G. Sanna, G. Giliberti, B. Busonera, P. Farci, C. Ibba, R. Loddo. Bioorg. Med. Chem., 22, 4893 (2014).
  • S.M. Ahmed, F.H. Hussain, M. Leusciatti, B. Mannucci, M. Mella, P. Quadrelli. Arkivoc, v, 2022, 174 (2022).
  • N.T. Chandrika, S.K. Shrestha, H.X. Ngo, S. Garneau-Tsodikova. Bioorg. Med. Chem., 24, 3680 (2016).
  • N. Şahin, S. Şahin-Bölükbaşı, M.N. Tahir, C. Arıcı, E. Çevik, N. Gürbüz, İ. Özdemir, B.S. Cummings. J. Mol. Struct., 1179, 92 (2019).
  • S. Şahin-Bölükbaşı, N. Şahin, M.N. Tahir, C. Arıcı, E. Çevik, N. Gürbüz, İ. Özdemir, B.S. Cummings. Inorg. Chim. Acta, 486, 711 (2019).
  • S. Günal, N. Kaloğlu, İ. Özdemir, S. Demir, İ. Özdemir. Inorg. Chem. Commun., 21, 142 (2012).
  • İ. Özdemir, S. Demir, S. Günal, İ. Özdemir, C. Arıcı, D. Ülkü. Inorg. Chim. Acta, 363, 3803 (2010).
  • A. Márquez-Navarro, B. Nogueda-Torres, A. Hernández-Campos, O. Soria-Arteche, R. Castillo, S. Rodríguez-Morales, L. Yépez-Mulia, F. Hernández-Luis. Acta Trop., 109, 232 (2009).
  • K. Anichina, M. Argirova, R. Tzoneva, V. Uzunova, A. Mavrova, D. Vuchev, G. Popova-Daskalova, F. Fratev, M. Guncheva, D. Yancheva. Chem. Biol. Interact., 345, 109540 (2021).
  • K.M. Hindi, M.J. Panzner, C.A. Tessier, C.L. Cannon, W.J. Youngs. Chem. Rev., 109, 3859 (2009).
  • S.Y. Hussaini, R.A. Haque, M.R. Razali. J. Organomet. Chem., 882, 96 (2019).
  • A. Habib, M.A. Iqbal, H.N. Bhatti, A. Kamal, S. Kamal. Inorg. Chem. Commun., 111, 107670 (2020).
  • İ. Özdemir, O. Çiftçi, E. Evren, N. Gürbüz, N. Kaloğlu, N. Başak Türkmen, Ş. Yaşar, E. Üstün, N. Hamdi, L. Mansour, İ. Özdemir. Inorg. Chim. Acta, 506, 119530 (2020).
  • E. Meggers. Chem. Commun., 1001 (2009).
  • T.J. Siciliano, M.C. Deblock, K.M. Hindi, S. Durmus, M.J. Panzner, C.A. Tessier, W.J. Youngs. J. Organomet. Chem., 696, 1066 (2011).
  • A.R. Knapp, M.J. Panzner, D.A. Medvetz, B.D. Wright, C.A. Tessier, W.J. Youngs. Inorganica Chim. Acta, 364, 125 (2010).
  • G. Gasser, N. Metzler-Nolte. Curr. Opin. Chem. Biol., 16, 84 (2012).
  • J. O'Loughlin, S. Napolitano, F. Alkhathami, C. O'Beirne, D. Marhöfer, M. O'Shaughnessy, O. Howe, M. Tacke, M. Rubini. ChemBioChem., 22, 1093 (2021).
  • M. Kaloğlu, N. Kaloğlu, S. Günal, İ. Özdemir. J. Coord. Chem., 74, 3031 (2021).
  • M. Arendrup, J. Meletiadis, J. Mouton, K. Lagrou, P. Hamal, J. Guinea. EUCAST Definitive Document EDef, 9, 1 (2014).
  • CLSI. In Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria That Grow Aerobically. 11th ed. CLSI standard M07. Clinical and Laboratory Standards Institute, Wayne, PA (2012).
  • F. Ausubel, R. Brent, R. Kingston, D. Moore, J. Seidman, J. Smith, K. Struhl. In Current protocols in molecular biology. Greene Publishing Associates & Wiley Interscience, New York (1991).
  • J. Sambrook, D. Russell. In The Condensed Protocols from Molecular Cloning: A Laboratory Manual, Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY (2006).
  • D.J. Nielsen, K.J. Cavell, B.W. Skelton, A.H. White. Inorg. Chim. Acta, 352, 143 (2003).
  • H.M. Lee, P.L. Chiu, C.-H. Hu, C.-L. Lai, Y.-C. Chou. J. Organomet. Chem., 690, 403 (2005).
  • M. Kaloğlu, N. Kaloğlu, İ. Özdemir, S. Günal, İ. Özdemir. Bioorg. Med. Chem., 24, 3649 (2016).
  • S. Lasmari, S. Ikhlef, R. Boulcina, E.H. Mokrani, C. Bensouici, N. Gürbüz, M. Dündar, H. Karcı, İ. Özdemir, A. Koç, I. Özdemir, A. Debache. J. Mol. Struct., 1238, 130399 (2021).
  • A.E.-K. Sandeli, N. Khiri-Meribout, S. Benzerka, N. Gürbüz, M. Dündar, H. Karcı, C. Bensouici, E.H. Mokrani, İ. Özdemir, A. Koç, N. Özdemir, A. Debache, İ. Özdemir. Inorg. Chim. Acta, 525, 120486 (2021).
  • P. Doan, A. Karjalainen, J.G. Chandraseelan, O. Sandberg, O. Yli-Harja, T. Rosholm, R. Franzen, N.R. Candeias, M. Kandhavelu. Eur. J. Med. Chem., 120, 296 (2016).
  • F. Arshad, M.F. Khan, W. Akhtar, M.M. Alam, L.M. Nainwal, S.K. Kaushik, M. Akhter, S. Parvez, S.M. Hasan, M. Shaquiquzzaman. Eur. J. Med. Chem., 167, 324 (2019).
  • U.A. Çevik, D. Osmaniye, B.K. Çavuşoğlu, B.N. Sağlik, S. Levent, S. Ilgin, N.Ö. Can, Y. Özkay, Z.A. Kaplancikli. Med. Chem. Res., 28, 2252 (2019).
  • Y.T. Lee, Y.J. Tan, C.E. Oon. Acta Pharm. Sin. B, Article in press, (2022). doi:10.1016/j.apsb.2022.09.010.
  • S.D. Düşünceli, D. Ayaz, E. Üstün, S. Günal, N. Özdemir, M. Dinçer, İ. Özdemir. J. Coord. Chem., 73, 1967 (2020).
  • S.Y. Hussaini, R.A. Haque, M.T. Agha, A.M.S. Abdul Majid, M.R. Razali. Inorg. Nano-Met. Chem., 48, 247 (2018).
  • A. Sethiya, J. Soni, N. Sahiba, P. Teli, D.K. Agarwal, S. Agarwal. In Imidazole-Based Drug Discovery, S. Agarwal (Ed.), pp. 35–131, Elsevier, Philadelphia, United States (2022).
  • P. Sharma, C. LaRosa, J. Antwi, R. Govindarajan, K.A. Werbovetz. Molecules, 26, 4213 (2021).
  • I. Ali, M.N. Lone, H.Y. Aboul-Enein. MedChemComm, 8, 1742 (2017).
  • A. Yamani, D. Zdżalik-Bielecka, J. Lipner, A. Stańczak, N. Piórkowska, P.S. Stańczak, P. Olejkowska, J. Hucz-Kalitowska, M. Magdycz, K. Dzwonek, K. Dubiel, M. Lamparska-Przybysz, D. Popiel, J. Pieczykolan, M. Wieczorek. Eur. .J Med. Chem., 210, 112990 (2021).
  • R.R. Sagam, S.K. Nukala, R. Nagavath, N. Sirassu, M. Mohammod, R. Manchal, N. S. Thirukovela. J. Mol. Struct., 1268, 133692 (2022).
  • U.F.M. Haziz, R.A. Haque, A.A. Amirul, N. Shaheeda, M.R. Razali. Polyhedron, 117, 628 (2016).

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