Mehmet SÖNMEZ, İsmet BERBER, Feyza YILMAZ, Tuğba TOK TAŞKIN, Hatice Gamze SOĞUKÖMEROĞULLARI

6882

Synthesis, characterization, biological studies, and molecular modeling of mixed ligand bivalent metal complexes of Schiff bases based on N-aminopyrimidine-2-one/2-thione

Synthesis, characterization, biological studies, and molecular modeling of mixed ligand bivalent metal complexes of Schiff bases based on N-aminopyrimidine-2-one/2-thione

Abstract: New mixed Schiff bases, Cu(II), Co(II), Ni(II), and Mn(II) complexes, were synthesized derived from 5-chloro-2-hydroxyacethophenone and 1-amino-5-benzoyl-4-phenyl-1H-pyrimidine-2-one/thione. These complexes were characterized by elemental analysis, magnetic measurements, molar conductivity, IR, electronic, NMR, and mass spectral studies. All the complexes showed nonelectrolytic behavior. Moreover, the newly synthesized mixed ligand complexes were evaluated for their in vitro antimicrobial efficiency against bacteria and yeast. The compound named Co(L1L) had good antifungal activity against Candida species, but no profound antibacterial effect against bacterial strains. In addition, the ground state geometries of the complexes were optimized using a semi-empirical method at PM6 level, which is a suitable and effective basis set for organometallic and large structures to obtain information about their 3D geometries and electronic structures.
PDF

___

  • Ahmad, J. U.; Rais anen, M. T.; Nieger, M.; Leskel a, M.; Repo, T. Inorg. Chim. Acta 2012, 384, 275–280.
  • Williams, R. R.; Cline, J. K. J. Am. Chem. Soc. 1936, 58, 1504–1505.
  • Maddila, S.; Jonnalagadda, S. B. Arch. Pharm. Chem. Life Sci. 2012, 345, 163–168.
  • Sonmez, M.; Berber, I.; Akba ̧s, E. Eur. J. Med. Chem. 2006, 41, 101–105.
  • Regnier, G. L.; Canevar, R. J.; Le Douarec, J. C.; Halstop, S.; Daussy, J. J. Med. Chem. 1972, 15, 295–301.
  • Winter, C. A.; Fisley, E. A. R.; Nuss, G. W.; Proc. Soc. Exp. Biol. Med. 1962, 111, 544–547.
  • Suguira, K.; Schmid, A. F.; Schmid, M. M.; Brown, F. G.; Cancer Chemother. Rep. 1973, 23, 231–233.
  • Brown, D. J.; Evans, R. F. In: The Chemistry of Heterocyclic Compounds; Weissberger, A.; Taylor, E. C., Eds. Wiley: Hoboken, NJ, USA, 1985.
  • Stefani, H. A.; Oliveira, C. B.; Almeida, R. B.; Pereira, C. M. P.; Braga, R. C.; Cella, R.; Borges, V. C.; Savegnago, L.; Nogueira, C. W. Eur. J. Med. Chem. 2006, 41, 513–518.
  • Mayer, T. U.; Kapoor, T. M.; Haggarty, S. J.; King, R. W.; Schreiber, S. I.; Mitchison, T. J. Science 1999, 286, 971–974.
  • Okabe, M.; Sun, R. C.; Zenchoff, G. B. J. Org. Chem. 1991, 56, 4393–4395.
  • Ravoof, T. B. S. A.; Crouse, K. A.; Tahir, M. I. M.; Cowley, A. R.; Ali, M. A. Polyhedron 2007, 26, 1159–1165.
  • Mohamed, G. G.; Abd El-Wahab, Z. H. Spectrochim. Acta Part A 2005, 61, 1059–1068.
  • Dholakiya, P. P.; Patel, M. N. Synth. React. Inorg. Met-Org Chem. 2004, 34, 383–395.
  • Sonmez, M.; Sogukomerogullari, H. G.; Oztemel,F.; Berber, I. ̇ Med. Chem. Res. 2014, 23, 3451–3457.
  • Maravalli, P. B.; Dhumwad, S. D.; Goudar, T. R. Synth. React. Inorg. Met-Org Chem. 1999, 29, 525–540.
  • Sonmez, M.; Sekerci, M. J. Serb. Chem. Soc. 2007, 72, 259–264.
  • Shivakumar, K.; Shashidhar; Vithal Reddy P.; Halli, M. B. J. Coord. Chem. 2008, 61, 2274–2287.
  • Rabia, M. K. M.; Aly, G. Y.; El-Dessouki, M. M.; Al-Mohanna, M. A. F. Synth. React. Inorg. Met.-Org. Nano-Met. Chem. 2005, 35, 801–809.
  • Prabhakaran, R.; Geetha, A.; Thilagavathi, M.; Karvembu, R.; Krishnan, V.; Bertagnolli, H.; Natarajan, K. J. Inorg. Biochem. 2004, 98, 2131–2140.
  • Thaker, B. T.; Surati, K. R.; Patel, P.; Parmar, S. D. J. Iran. Chem. Soc. 2006, 3, 371–377.
  • Hankare, P. P.; Chavan, S. S. Synth. React. Inorg. Met.-Org. Chem. 2003, 33, 423–434.
  • Gulcan, M.; Sonmez, M. Phosphorus Sulfur and Silicon 2011, 186, 1962–1971.
  • Emara, A. A. A.; Adly, O. M. I. Trans. Met. Chem. 2007, 32, 889–901.
  • Anacona, J. R.; Bastardo, E.; Camus, J. Trans. Met. Chem. 1999, 24, 478–480.
  • U ̧can, S. Y.; U ̧can, M.; Mercimek, B. Synth. React. Inorg. Nano-Met. Chem. 2005, 35, 417–421.
  • Sonmez, M.; Hacıyusufoglu, M. E. Asian J. Chem. 2006, 18, 2032–2036.
  • Tumer, M.; Deligonul, N.; Golcu, A.; Akgun, E.; Dolaz, M.; Demirelli, H.; Dı grak, M. Trans. Met. Chem. 2006, 31, 1–12.
  • Ak ̧camur, Y.; Altural, B.; Sarıpınar, E.; Kollenz, G.; Kappe, O.; Peters, K.; Peters, E.; Schering, H. J. Heterocyclic Chem. 1988, 25, 1419–1422.
  • Ak ̧camur, Y.; Altural, B.; Sarıpınar, E.; Kollenz, G. Monats. f ̈ ur Chem. 1989, 120, 1015–1020.
  • National Committee for Clinical Laboratory Standards. Methods for dilution antimicrobial susceptibility tests for bacteria that grow aerobically, Approved Standard M7-A6. NCCLS: Wayne, PA, USA, 2003.
  • National Committee for Clinical Laboratory Standards. Reference method for broth dilution antifungal susceptibility testing of yeasts, Approved Standard M27-A2. NCCLS: Wayne, PA, USA, 2002.
  • Sonmez, M.; Celebi, M.; Berber, I. Eur. J. Med. Chem. 2010, 45, 1935–1940.
  • Gaussian 09, Revision A.1, Frisch, M. J.; Trucks, G. W.; Schlegel, H. B.; Scuseria, G. E.; Robb, M. A.; Cheeseman, J. R.; Scalmani, G.; Barone, V.; Mennucci, B.; Petersson, G. A. et al. Gaussian, Inc., Wallingford CT, USA, 2009.
Turkish Journal of Chemistry-Cover
  • ISSN: 1300-0527
  • Yayın Aralığı: 6
  • Yayıncı: TÜBİTAK
Arşiv
Sayıdaki Diğer Makaleler

Preparation and characterization of polyaniline microrods synthesized by using dodecylbenzene sulfonic acid and periodic acid

RECEP TAŞ, Recep TAŞ, MUZAFFER CAN, Muzaffer CAN, SAVAŞ SÖNMEZOĞLU

Encapsulation of copper(II) complexes with three dentate NO2 ligands derived from 2,6-pyridinedicarboxylic acid in NaY zeolite

Somayeh GHAMARI, Massomeh GHORBANLOO, Hidenori YAHIRO

Acid-free synthesis of S-nitrosothiols at neutral pH by shock-freezing in liquid nitrogen

DIMITRIOS TSIKAS, Dimitrios TSIKAS, ANKE BÖHMER, ARNE TRETTIN, ARSLAN ARINÇ KAYAÇELEBİ

Fabrication of silver nanoparticles in poly (N-isopropylacrylamide-co-allylacetic acid) microgels for catalytic reduction of nitroarenes

ZAHOOR HUSSAIN FAROOQI, NAGHZA TARIQ, ROBINA BEGUM, SHANZA RAUF KHAN, ZAFAR IQBAL, ABBAS KHAN

Characterization of a Cu$^{2+}$-selective fluorescent probe derived from rhodamine B with 1,2,4-triazole as subunit and its application in cell imaging

Na LI, Chunwei YU, Yuxiang JI, JUN ZHANG

Synthesis and characterization of halogen-containing aryl amide polymer-clay nanocomposites

ALİ DELİBAŞ, MURAT ALPARSLAN

Green synthesis of 2-amino-7-hydroxy-4-aryl-4$H$-chromene-3-carbonitriles using ZnO nanoparticles prepared with mulberry leaf extract and ZnCl$_{2}$

AKBAR MOBINIKHALEDI, ATISA YAZDANIPOUR, MAJID GHASHANG

Synthesis and biological evaluation of novel fused triazolo[4,3-$a$] pyrimidinones

IKHLASS ABBAS, SOBHI GOMHA, MOHAMED ELNEAIRY, MAHMOUD ELAASSER, BAZADA MABROUK

One-pot and solvent-free synthesis of 3-(9-hydroxy-3-methoxy-7-aryl-6,7,9,10-tetrahydro-5H-benzo[h]thiazolo[2,3-b]quinazolin-9-yl)-2H-chromen-2-ones and their antibacterial evaluation

Ravibabu VELPULA, Janardhan BANTHU, Rajitha GALI, Rajitha BAVANTULA, Yakaiah SARGAM

Dinitrogen reduction on a polypyrrole coated Pt electrode under high-pressure conditions: electrochemical impedance spectroscopy studies

DİDEM BALUN KAYAN, FATİH KÖLELİ