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Yeni Ag-NHC Komplekslerinin Sentezi ve Karakterizasyonu

Year 2022, Volume: 5 Issue: 2, 740 - 752, 18.07.2022
https://doi.org/10.47495/okufbed.1053629

Abstract

Yapısal çeşitlilik ve kimyasal özellikleri nedeniyle, N-heterosiklik karbenler (NHC’ler) çok farklı alanlarda kullanılmaktadır. Son yıllarda tıbbi uygulamalarda geçiş metalleri için taşıyıcı moleküller olarak görev yapan NHC’ler antibakteriyel, antifungal ve antikanser çalışmalarında sıklıkla kullanılmaktadır. Bu çalışmada, yeni benimidazol tuzlarından, farmasötik amaçla kullanılabilecek Ag-NHC kompleksleri sentezlenmiş ve 1H-NMR, 13C-NMR ve FTIR spektroskopileri ile karakterize edilmişlerdir.

References

  • Asekunowo PO, Haque RA, Razali MR. 2017. A comparative insight into the bioactivity of mono-and binuclear silver(I)-N-heterocyclic carbene complexes: synthesis, lipophilicity and substituent effect, Rev. Inorg. Chem. 37: 29-50.
  • Atiyeh BS, Costagliola M, Hayek SN, Dibo SA. 2007. Effect of Silver on Burn Wound Infection Control and Healing: Review of the Literature. 33: 139-148.
  • Aktas A, Celepci DB, Gok Y, Taslimi P, Akincioglu H, Gulcin İ, 2020. A Novel Ag-N-Heterocyclic Carbene Complex Bearing the Hydroxyethyl Ligand: Synthesis, Characterization, Crystal and Spectral Structures and Bioactivity Properties. Crystals. 10:171.
  • Brandt O, Mildner M, Egger AE, Groessl M, Rix U, Posch M, Keppler BK, Strupp C, Mueller B, Stingl G. 2012. Nanoscalic silver possesses broad-spectrum antimicrobial activities and exhibits fewer toxicological side effects than silver sulfadiazine, Nanomedicine 8: 478-488.
  • Cazin CSJ, Bianchini C, Cole-Hamilton DJ, 2011, P.W.N.M. van Leeuwen (Eds.), Springer Dordrecht.
  • Fox CL. 1968. Silver sulfadiazine-A new topical treatment for Pseudomonas in burns. Arch. Surg. 96: 184–188.
  • Garrison JC, Youngs WJ, 2005. Ag(I) N-Heterocyclic Carbene Complexes: Synthesis, Structure, and Application. Chem. Rev. 105: 3978−4008.
  • Günal S, Kaloğlu N, Özdemir İ, Demir S, Özdemir İ, 2012. Novel benzimidazolium salts and their silver complexes: Synthesis and antibacterial properties, Inorganic Chemistry Communications 21: 142–146.
  • Hill WR, Pillsbury DM, 1939. Argyria-the Pharmacology of Silver, Williams & Wilkins, Baltimore.
  • Hartinger CG, Dyson PJ. 2009. Bioorganometallic chemistry-From teaching paradigms to medicinal applications, Chem. Soc. Rev. 38: 391-401.
  • Kaloglu M, Kaloglu N, Ozdemir İ, Gunal S, Ozdemir İ. 2016. Novel benzimidazole 2-ylidene carbene precursors and their silver(I) complexes: potential antimicrobial agents, Bioorg. Med. Chem. 24: 3649-3656.
  • Lansdown AB, 2010. A pharmacological and toxicological profile of silver as an antimicrobial agent in medical devices, Adv Pharmacology. 1-16.
  • Liu WK, Gust R, 2013. Metal N-heterocyclic carbene complexes as potential antitumor metallodrugs, Chem. Soc. Rev. 42: 755-773. Pereira KC, Porter AL, DeBoef B, 2014. Intramolecular arylation of benzimidazoles via Pd(II)/Cu(I) catalyzed cross-dehydrogenative coupling, Tetrahedron Letters. 55: 1729–1732.
  • Pytkowicz J, Roland S, Mangeney P, 2001. Synthesis of chiral silver(I) diaminocarbene complexes from (R,R)-4,5-di-tert-butylimidazoline, Journal of Organometallic Chemistry. 631: 157–163.
  • Touj N, Chakchouk-Mtibaa A, Mansour L, Harrath AH, Al-Tamimi J, Mellouli L, Özdemir İ, Yaşar S, Hamdi N, 2019. Synthesis, spectroscopic properties and biological activity of new Cu(I) N-Heterocyclic carbene complexes. Journal of Molecular Structure. 1181: 209-219.
  • Yaşar Ş, Köprülü TK, Tekin Ş, Yaşar S, 2018a. Sulfonated N‐heterocyclic carbine‐silver (I) complexes: Synthesis, characterisation and biological evaluation. Appl Organometal Chem. 32: 4016.
  • Yaşar Ş, Köprülü TK, Tekin Ş, Yaşar S, 2018b. Synthesis, characterisation and cytotoxic properties of N-heterocyclic carbene silver(I) complexes. Inorganica Chimica Acta. 479: 17–23.

Synthesis and Characterization of New Ag-NHC Complexes

Year 2022, Volume: 5 Issue: 2, 740 - 752, 18.07.2022
https://doi.org/10.47495/okufbed.1053629

Abstract

N-heterocyclic carbenes (NHCs) are used in many different fields due to their structural diversity and chemical properties. In recent years, NHCs, which act as carrier molecules for transition metals in medical applications, are frequently used in antibacterial, antifungal, and anticancer studies. In this study, Ag-NHC complexes that can be used for pharmaceutical purposes were synthesized from new 5,6-dimethylbenzimidazole salts and characterized by 1H-NMR, 13C-NMR, and FTIR spectroscopy.

References

  • Asekunowo PO, Haque RA, Razali MR. 2017. A comparative insight into the bioactivity of mono-and binuclear silver(I)-N-heterocyclic carbene complexes: synthesis, lipophilicity and substituent effect, Rev. Inorg. Chem. 37: 29-50.
  • Atiyeh BS, Costagliola M, Hayek SN, Dibo SA. 2007. Effect of Silver on Burn Wound Infection Control and Healing: Review of the Literature. 33: 139-148.
  • Aktas A, Celepci DB, Gok Y, Taslimi P, Akincioglu H, Gulcin İ, 2020. A Novel Ag-N-Heterocyclic Carbene Complex Bearing the Hydroxyethyl Ligand: Synthesis, Characterization, Crystal and Spectral Structures and Bioactivity Properties. Crystals. 10:171.
  • Brandt O, Mildner M, Egger AE, Groessl M, Rix U, Posch M, Keppler BK, Strupp C, Mueller B, Stingl G. 2012. Nanoscalic silver possesses broad-spectrum antimicrobial activities and exhibits fewer toxicological side effects than silver sulfadiazine, Nanomedicine 8: 478-488.
  • Cazin CSJ, Bianchini C, Cole-Hamilton DJ, 2011, P.W.N.M. van Leeuwen (Eds.), Springer Dordrecht.
  • Fox CL. 1968. Silver sulfadiazine-A new topical treatment for Pseudomonas in burns. Arch. Surg. 96: 184–188.
  • Garrison JC, Youngs WJ, 2005. Ag(I) N-Heterocyclic Carbene Complexes: Synthesis, Structure, and Application. Chem. Rev. 105: 3978−4008.
  • Günal S, Kaloğlu N, Özdemir İ, Demir S, Özdemir İ, 2012. Novel benzimidazolium salts and their silver complexes: Synthesis and antibacterial properties, Inorganic Chemistry Communications 21: 142–146.
  • Hill WR, Pillsbury DM, 1939. Argyria-the Pharmacology of Silver, Williams & Wilkins, Baltimore.
  • Hartinger CG, Dyson PJ. 2009. Bioorganometallic chemistry-From teaching paradigms to medicinal applications, Chem. Soc. Rev. 38: 391-401.
  • Kaloglu M, Kaloglu N, Ozdemir İ, Gunal S, Ozdemir İ. 2016. Novel benzimidazole 2-ylidene carbene precursors and their silver(I) complexes: potential antimicrobial agents, Bioorg. Med. Chem. 24: 3649-3656.
  • Lansdown AB, 2010. A pharmacological and toxicological profile of silver as an antimicrobial agent in medical devices, Adv Pharmacology. 1-16.
  • Liu WK, Gust R, 2013. Metal N-heterocyclic carbene complexes as potential antitumor metallodrugs, Chem. Soc. Rev. 42: 755-773. Pereira KC, Porter AL, DeBoef B, 2014. Intramolecular arylation of benzimidazoles via Pd(II)/Cu(I) catalyzed cross-dehydrogenative coupling, Tetrahedron Letters. 55: 1729–1732.
  • Pytkowicz J, Roland S, Mangeney P, 2001. Synthesis of chiral silver(I) diaminocarbene complexes from (R,R)-4,5-di-tert-butylimidazoline, Journal of Organometallic Chemistry. 631: 157–163.
  • Touj N, Chakchouk-Mtibaa A, Mansour L, Harrath AH, Al-Tamimi J, Mellouli L, Özdemir İ, Yaşar S, Hamdi N, 2019. Synthesis, spectroscopic properties and biological activity of new Cu(I) N-Heterocyclic carbene complexes. Journal of Molecular Structure. 1181: 209-219.
  • Yaşar Ş, Köprülü TK, Tekin Ş, Yaşar S, 2018a. Sulfonated N‐heterocyclic carbine‐silver (I) complexes: Synthesis, characterisation and biological evaluation. Appl Organometal Chem. 32: 4016.
  • Yaşar Ş, Köprülü TK, Tekin Ş, Yaşar S, 2018b. Synthesis, characterisation and cytotoxic properties of N-heterocyclic carbene silver(I) complexes. Inorganica Chimica Acta. 479: 17–23.
There are 17 citations in total.

Details

Primary Language Turkish
Subjects Chemical Engineering
Journal Section RESEARCH ARTICLES
Authors

Nesrin Buğday

Publication Date July 18, 2022
Submission Date January 5, 2022
Acceptance Date February 23, 2022
Published in Issue Year 2022 Volume: 5 Issue: 2

Cite

APA Buğday, N. (2022). Yeni Ag-NHC Komplekslerinin Sentezi ve Karakterizasyonu. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi, 5(2), 740-752. https://doi.org/10.47495/okufbed.1053629
AMA Buğday N. Yeni Ag-NHC Komplekslerinin Sentezi ve Karakterizasyonu. Osmaniye Korkut Ata University Journal of Natural and Applied Sciences. July 2022;5(2):740-752. doi:10.47495/okufbed.1053629
Chicago Buğday, Nesrin. “Yeni Ag-NHC Komplekslerinin Sentezi Ve Karakterizasyonu”. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi 5, no. 2 (July 2022): 740-52. https://doi.org/10.47495/okufbed.1053629.
EndNote Buğday N (July 1, 2022) Yeni Ag-NHC Komplekslerinin Sentezi ve Karakterizasyonu. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi 5 2 740–752.
IEEE N. Buğday, “Yeni Ag-NHC Komplekslerinin Sentezi ve Karakterizasyonu”, Osmaniye Korkut Ata University Journal of Natural and Applied Sciences, vol. 5, no. 2, pp. 740–752, 2022, doi: 10.47495/okufbed.1053629.
ISNAD Buğday, Nesrin. “Yeni Ag-NHC Komplekslerinin Sentezi Ve Karakterizasyonu”. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi 5/2 (July 2022), 740-752. https://doi.org/10.47495/okufbed.1053629.
JAMA Buğday N. Yeni Ag-NHC Komplekslerinin Sentezi ve Karakterizasyonu. Osmaniye Korkut Ata University Journal of Natural and Applied Sciences. 2022;5:740–752.
MLA Buğday, Nesrin. “Yeni Ag-NHC Komplekslerinin Sentezi Ve Karakterizasyonu”. Osmaniye Korkut Ata Üniversitesi Fen Bilimleri Enstitüsü Dergisi, vol. 5, no. 2, 2022, pp. 740-52, doi:10.47495/okufbed.1053629.
Vancouver Buğday N. Yeni Ag-NHC Komplekslerinin Sentezi ve Karakterizasyonu. Osmaniye Korkut Ata University Journal of Natural and Applied Sciences. 2022;5(2):740-52.

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