A new series of Cu(II) and Ni(II) complexes of NO bidentate 4-NO$_{2}$-benzoylhydrazones: synthesis, characterization, and biological studies

A series of new nickel(II) and copper(II) hydrazone complexes \textbf{1--14}, containing a bidentate NO-donor hydrazone ligand, derived from 4-nitrobenzoylhydrazide and several aliphatic and aromatic aldehydes were synthesized, and their chemical structures were confirmed by means of FT-IR, UV-Vis, $^{1}$H and $^{13}$C NMR, mass spectral data, conductance measurements, and elemental analyses. The spectral data of the newly synthesized complexes show the formation of a 1:2 [metal:ligand] ratio. The ligands and their complexes were also investigated for their possible in vitro antimicrobial activities against \textit{S. aureus}, \textit{S. epidermidis}, \textit{E. coli}, \textit{K. pneumonia}, \textit{P. aeruginosa}, \textit{P. mirabilis}, \textit{E. faecalis}, and \textit{C. albicans}. Among the fourteen new complexes synthesized, complex Cu(L$_{4})_{2}$ (\textbf{7}) containing a direct aromatic moiety in the ligand (HL$_{7})$ was found to be most active against selected test microorganisms.

A new series of Cu(II) and Ni(II) complexes of NO bidentate 4-NO2 -benzoylhydrazones: synthesis, characterization, and biological studies

A series of new nickel(II) and copper(II) hydrazone complexes \textbf{1--14}, containing a bidentate NO-donor hydrazone ligand, derived from 4-nitrobenzoylhydrazide and several aliphatic and aromatic aldehydes were synthesized, and their chemical structures were confirmed by means of FT-IR, UV-Vis, $^{1}$H and $^{13}$C NMR, mass spectral data, conductance measurements, and elemental analyses. The spectral data of the newly synthesized complexes show the formation of a 1:2 [metal:ligand] ratio. The ligands and their complexes were also investigated for their possible in vitro antimicrobial activities against \textit{S. aureus}, \textit{S. epidermidis}, \textit{E. coli}, \textit{K. pneumonia}, \textit{P. aeruginosa}, \textit{P. mirabilis}, \textit{E. faecalis}, and \textit{C. albicans}. Among the fourteen new complexes synthesized, complex Cu(L$_{4})_{2}$ (\textbf{7}) containing a direct aromatic moiety in the ligand (HL$_{7})$ was found to be most active against selected test microorganisms.

___

  • E. 5 K pneumoniae P. C. 1 S. S E. P. E. K pneumoniae P. C. on a Mattson 1000 spectrometer in the 4000–400 cm −1 range, in the form of KBr pellets at room temperature.
  • The molar conductance of 10 −3 M solutions of the complexes in DMSO was measured at room temperature on a digital WPA CMD 750 conductivity meter. UV-Vis spectra were recorded using a Shimadzu UV-1650 PC spectrophotometer. Melting points were measured with a B¨uchi Melting Point B-540 apparatus. The elemental analyses were determined on a Thermo Finnigan Flash EA 1112 Series Elemental Analyzer. 2. Syntheses 2.1. Synthesis of hydrazones
  • Escherichia coli ATCC 25922, Klebsiella pneumonia ATCC 4352, Pseudomonas aeruginosa ATCC 27853,
  • The trays were covered and placed in plastic bags to prevent evaporation. The trays containing Mueller–Hinton broth were incubated at 35 ◦ C for 46–50 h. The MIC was defined as the lowest concentration of compound giving complete inhibition of ◦ C for 18–20 h while the trays containing RPMI-1640 medium were incubated at 35 visible growth. As a control, antimicrobial effects of the solvents were investigated against test microorganisms.
  • The results were evaluated according to the values of the controls. Kuriakose, M.; Kurup, M. R. P.; Suresh, E. Polyhedron 2007, 26, 2713–2718.
  • John, R. P.; Sreekanth, A.; Kurup, M. R. P.; Usman, A.; Ibrahim, A. R.; Fun, H. K. Spectrochim. Acta Part A , 59, 1349–1358.
  • Geary, W. J. Coord. Chem. Rev. 1971, 7, 81–122.
  • Thompson, L. K.; Lee, F. L.; Gabe, E. J. Inorg. Chem. 1988, 27, 39–46.
  • Sharaby, C. M. Spectrochim. Acta A 2007, 66, 1271–1278.
  • Herrera, R. P.; Roca-L´opez, D.; Navarro-Moros, G. Eur. J. Org. Chem. 2010, 8, 1450–1454.
  • Rueping, M.; Maji, M. S.; Kucuk, H. B.; Atodiresei, I. Angew. Chem. Int. Ed. 2012, 51, 12864–12868.
  • Ghosh, T.; Mondal, B.; Ghosh, T.; Sutradhar, M.; Mukherjee, G.; Drew, M. G. B. Inorg. Chem. Acta 2007, 360, –1761.
  • Affan, M. A.; Foo, S. W.; Jusoh, I.; Hanapi, S.; Tiekink, E. R. T. Inorg. Chem. Acta 2009, 362, 5031–5037.
  • Karvembu, R.; Hemalatha, S.; Prabhakaran, R.; Natarajan, K. Inorg. Chem. Commun. 2003, 6, 486–489.
  • Clinical and Laboratory Standards Institute. Methods for Dilution Antimicrobial Susceptibility Tests for Bacteria that Grow Aerobically; Approved Standard–7th ed., M7-A7 ; CLSI: Wayne, PA, USA, 2006.
  • Clinical and Laboratory Standards Institute. Reference Method for Broth Dilution Antifungal Susceptibility Testing of Yeasts; Approved Standard–2nd ed., M27 A2 ; CLSI: Wayne, PA, USA, 1997.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: Yılda 6 Sayı
  • Yayıncı: TÜBİTAK
Sayıdaki Diğer Makaleler

Synthesis of novel 1,2,4-triazoles and triazolo-thiadiazines as anticancer agents

THORAYA ABD EL-REHEEM FARGHALY, MAGDA AHMAD ABDALLAH, HUDA KAMEL MMAHMOUD

Effective recognition of multiple anions by an azobenzene--Al$^{\mathbf{3+}}$ system

YE ZHANG, PING JIA, ZHANGFA TONG, HAI-BO LIU, Jing WANG

Influence of acid and heavy metal cation exchange treatments on methane adsorption properties of mordenite

MERYEM SAKIZCI, LEYLA ÖZGÜL KILINÇ

Synthesis and in vitro cytotoxic activity of novel pyrazolo[1,5-a]pyrimidines and related Schiff bases

Ashraf Sayed HASSAN, Taghrid Shoukry HAFEZ, Souad Abdel Meguid OSMAN, Mamdouh Moawad ALI

Solid-phase total synthesis of cyclic peptide brachystemin A and its immunomodulating activity

ZAFAR ALI SHAH, ALMAS JABEEN, SAMREEN SOOMRO, M.AHMED MESAIK, M.IQBAL CHOUDHARY, FARZANA SHAHEEN

Preparation and physicochemical characterizations of solid lipid nanoparticles containing DOTAP$^®$ for DNA delivery

GÜLAY BÜYÜKKÖROĞLU, EMİNE YASEMİN YAZAN, AYŞE FİLİZ ÖNER

Enzyme-assisted modification of cellulose/chitin fibers with NIPAAm

ANAMARIA IRIMIA, EMILIA CSISZAR, MARIUS DOBROMIR, FLORICA DOROFTEI, CORNELIA VASILE

Thermogravimetric analysis-based screening of metal (II) chlorides as dopants for the destabilization of solid-state hydrazine borane

WEIGUANG CHEN, UMIT BILGE DEMIRCI

Spectrophotometric determination of iron species using ionic liquid ultrasound assisted dispersive liquid--liquid microextraction

ALIREZA BAZMANDEGAN, ALI MOHAMMAD HAJI SHABANI, SAYESSTEH DADFARNIA, MAHBOUBEH SAEIDI, MASOUD ROHANI MOGHADAM

Preparation and physicochemical characterizations of solid lipid nanoparticles containing DOTAP⃝R for DNA delivery

Gülay BÜYÜKKÖROĞLU, Ayşe Filiz ÖNER, Emine Yasemin YAZAN