Journals / Turkish Journal of Chemistry / 2021 / Cilt: 45 - Sayı: 3

Synthesis, characterization, and biological evaluation of new copper complexes of naphthyl pyrazole ligands

Pages
634–646
Publication Date
2022-11-01
DOI
—
🏛️Bibliographic metadata and full text access for this article are provided via DergiPark.
DergiPark Record ↗
✨

AI Summary & Key Takeaways

AI Insight
⚡ TL;DR(Too Long; Didn't Read)

All compounds were screened for in vitro antibacterial activity and copper complexes have been shown to be effective on bacteria.

📌 3 Key Takeaways

🎯
Objective & Hypothesis:Two naphthalene pyrazole ligands were synthesized using KOH/DMSO and Cu catalyst and characterized with FT-IR, ESIMS, $^{1} H, and ^{13}C NMR$ spectroscopies.
📊
Key Findings & Data:The crystal structures of 1-(2-methylnaphthalen-1-yl)-1H-pyrazole (MeNap-Pz) ligand have been determined with X-ray crystal structure analysis.
💡
Conclusion & Impact:All compounds were screened for in vitro antibacterial activity and copper complexes have been shown to be effective on bacteria.
🔬Design:Research Article
📍Scope:Comprehensive Sample
⚙️Variables:Domain Parameters

Abstract

Two naphthalene pyrazole ligands were synthesized using KOH/DMSO and Cu catalyst and characterized with FT-IR, ESIMS, $^{1} H, and ^{13}C NMR$ spectroscopies. The crystal structures of 1-(2-methylnaphthalen-1-yl)-1H-pyrazole (MeNap-Pz) ligand have been determined with X-ray crystal structure analysis. Reaction of the ligands with $Cu(NO_3 )_2 x3.5H_2O$ gave two new complexes and characterized with magnetic susceptibility, molar conductance, FT-IR, LCMS-MS, ICP-OES, NMR, thermogravimetric analysis, and ESR spectra. The spectral data of the ligands are coordinated to the metal ion through the nitrogen atoms of the pyrazole ring. Consequently, it has been determined that [Cu(MeNap-$Pz)^2 (NO^3 )]NO^3 .2H^2O$ complex showed square planar geometry and [Cu(NapMe-$Pz)2 (NO3 )2 ]. H2O$ complex showed octahedral geometry. All compounds were screened for in vitro antibacterial activity and copper complexes have been shown to be effective on bacteria.

🔖

Cite This Article

ERDÖNMEZ, D., HINIS, M., SINGH, K., MENTEŞ, A. (2022). Synthesis, characterization, and biological evaluation of new copper complexes of naphthyl pyrazole ligands. Turkish Journal of Chemistry, Cilt: 45 - Sayı: 3, 634–646. https://ajindex.com/articles/601425

📄 Full Text PDF Viewer

📄

PDF görüntüleyici hazırlanıyor...

References (1)

  1. Cano M, Heras JV, Maeso M, Alvaro M, Ferfindez R et al. 3-[4-Phenoxyphenyl]pyrazole (Hpzpp) and 3-[4-butoxyphenyl]pyrazole (Upzbp) in rhodium chemistry. Crystal structures of 3-[4-phenoxyphenyl]pyrazole, [Rh(μ-pzpp)$(COD)]_2.1/2CH_2Cl_2$ and [Rh(μ-pzbp)(COD)]2. Journal of Organometallic Chemistry 1997; 534: 159-172. doi: 10.1016/S0022-328X(96)06890-8 2. Chauhan A, Sharma PK, Kaushik N. Pyrazole: a versatile moiety. International Journal of ChemTech Research 2011; 3 (1): 11-17. 3. Hamed MA, El Gokha AA, Abdelwahed RER, Mohamed AA, El-Torgoman AM et al. Synthesis and biological evaluation of some new pyrazole derivatives. International Journal of Pharmaceutical Science and Research 2016; 1 (5): 4414-4421. doi: 10.13040/ IJPSR.0975-8232.7(11).4414-21 4. Kane JL, Hirth BH, Liang B, Gourlie BB, Nahill S et al. Ureas of 5-Aminopyrazole and 2-Aminothiazole Inhibit Growth of Gram-Positive Bacteria. Bioorganic & Medicinal Chemistry Letters 2003; 13 (24): 4463–4466. doi.org/10.1016/j.bmcl.2003.09.013 5. Malhotra P, Pattan S, Nikalje A. Microwave assisted synthesis and antiinflammatory activity of 3,5-diaryl substituted–2-pyrazolines. Journal of Pharmacy and Pharmaceutical Sciences 2010; 2 (2): 21-26. 6. Addel-Aziz HA, El-Zahabi HAS, Dawood KM. Microwave-assisted synthesis and In-vitro anti-tumor activity of 1,3,4-Triaryl-5-Narylpyrazole-carboxamides. European Journal of Medicinal Chemistry 2010; 45: 2427-2432. doi: 10.1016/j.ejmech.2010.02.026 7. Elgemeie GH, Zaghary WA, Amin KM, Nasr TM. New trends in synthesis of pyrazole nucleosides as new antimetabolites. Nucleosides, Nucleotides, and Nucleic Acid 2005; 24 (8): 1227-1247. doi: 10.1081/NCN-200067421 8. Kobayashi K, Uchiyama M, Ito H, Takahashi, H, Yoshizumi T et al. Discovery of novel arylpyrazole series as potent and selective opioid receptor-like 1 (ORL1) antagonists. Bioorganic Medicinal Chemistry Letters 2009; 19 (13): 3627-3631. doi: 10.1016/j.bmcl.2009.04.116 9. Lamberth C. Pyrazole chemistry in crop protection. Heterocycles 2007; 71 (7): 1467-1502. doi: 10.3987/REV-07-613 10. Jana A, Brandão P, Jana H, Jana AD, Mondal G et al. Synthesis, structure and catalytic promiscuity of a napthyl-pyrazole Mn(II) complex and structure-activity relationships. Journal of Coordination Chemistry 2019; 72 (16): 2636-2653. doi: 10.1080/00958972.2019.1658192 11. Weekes RJ, Hawes CS. Synthesis, coordination chemistry and photophysical properties of naphtho-fused pyrazole ligands. CrystEngComm 2019; 21: 5152-5163. doi: 10.1