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Oksim Grubu İçeren Dinükleer Fe(II) ve Mn(II) Komplekslerinin Sentezi, Karakterizasyonu, Katalaz ve Katekolaz Enzim Aktivitelerinin İncelenmesi

Yıl 2014, Cilt: 9 Sayı: 1, 163 - 175, 15.07.2014

Öz

In this study, dinuclear iron(II) and manganese(II) complexes were synthesized using two different ligands containing oxime group. These new complexes have been characterized by elemental analyses, ICP-OES, FT-IR spectra, TG, magnetic susceptibility and conductivity measurements. The results suggest that the dinuclear complexes of H2L1 and H4L2 have a metal:ligand ratio of 2:2 and 2:1, respectively. Furthermore complexes were each tested both for their ability to catalyse the disproportionation of hydrogen peroxide in the presence of the added base imidazole and oxidation reaction of 3,5-di-tert-butylcatechol to the 3,5-di-tert-butylquinone presence of O2. It was found that all complexes exhibited good both catalase and catecholase activity

Kaynakça

  • Tschugaev L., 1907. Über Kobalti-dioximine. II, Berichte der deutschen chemischen Gesellschaft, 40: 3498-3504.
  • Dilworth J.R., Parrott S.J., 1998. The biomedical chemistry of technetium and rhenium, Chemical Society Reviews, 27 (1): 43-55.
  • Blower P.J., 1998. Small coordination complexes as radiopharmaceuticals for cancer targeting, Transition Metal Chemistry, 23 (1): 109-112.
  • Jurisson S.S., Lydon J.D., 1999. Potential technetium small molecule radiopharmaceuticals, Chemical Reviews, 99 (9): 2205-2218.
  • Volkert W.A., Hoffman T.J., 1999. Therapeutic radiopharmaceuticals, Chemical Reviews, 99 (9): 2269-2292.
  •  El-­‐Mottaleb  A.,  Ramadan    M.,  El-­‐Mehasseb  I.M.,  Issa  R.M.,  1997.  Synthesis,  characterization  and   superoxide   dismutase   mimetic   activity   of   ruthenium(III)   oxime   complexes,  Transition   Metal   Chemistry,  22  (6):  529-­‐534.  
  • Dede B., Özmen İ., Karipcin F., Cengiz M., 2009. Homo- and heteropolynuclear copper(II) complexes containing a new diimine-dioxime ligand and 1,10-phenanthroline: Synthesis, characterization, solvent-extraction studies, catalase-like functions and DNA cleavage abilities, Applied Organometallic Chemistry, 23 (12): 512-519.
  • Taş M., Batı H., 2006. Co(II), Ni(II) and Cu(II) complexes of 1,4-di-(1-hydroxyimino-2-phenyl-2- oxo-ethylamino)benzene: Synthesis, characterization and thermal studies, Journal of Thermal Analysis and Calorimetry, 85 (2): 295-299.
  • Berenyi A., Minorics R., Ivanyi Z., Ocsovszki I., Ducza E., Thole H., Messinger J., Wolfling J., Motyan G., Mernyak E., Frank E., Schneider G., Zupko I., 2013. Synthesis and investigation of the anticancer effects of estrone-16-oxime ethers in vitro, Steroids, 78 (1): 69-78.
  • Laurila E., Kervinen R., Ahvenainen R., 1998. The inhibition of enzymatic browning in minimally processed vegatables and fruits, Postharvest News and Information, 9 (4): 53-66.
  • Cavallini, G., Massarani, E., Nardi, D., Mauri, L., Tenconi, F., Pacchiano, F., Mantegazza, P., 1963. Antibacterial Agents. Some New Halomethyl Aryl Ketones, Journal of Medicinal Chemistry, 6 (5): 573-578.
  • Breslow, D.S., Brack, K., Boardman, H., 1986. A one-component sealant based on 1,3-dipoles, Journal of Applied Polymer Science, 32 (4): 4657, 4661. [13] Karipcin F., Dede B., Cengiz M., chlorophenylaminoisonitrosoacetyl)phenyl ligands and their complexes: Spectral, thermal and solvent-extraction studies, Russian Journal of Inorganic Chemistry, 55 (4): 530-540. (2-hydroxo-5
  • Karipcin F., Uçan H.İ., Karataş İ., 2002. Binuclear and mononuclear cobalt(II), nickel(II) and copper(II) complexes of 4,4'-bis(alkylaminoisonitrosoacetyl)diphenyl-methane derivatives, Transition Metal Chemistry, 27 (8): 813-817.
  • Nakamato, K., 1986. Infrared and Raman Spectra of Inorganic and Coordination Compounds, 4th Ed., John Wiley & Sons, New York, p. 227.
  •   Karataş   I,   Uçan   H.I.   1998.   The   synthesis   of   biphenylglyoxime   and   bis(phenylglyoxime)   and   their  complexes  with  Cu(II),  Ni(II)  and  Co(II),    Synthesis  and  Reactivity  in  Inorganic  and  Metal-­‐ Organic  Chemistry,  28  (3):  383-­‐391.  
  •   Chaudhuri   P.,   2003.   Homo-­‐   and   hetero-­‐polymetallic   exchange   coupled   metal-­‐oximates,   Coordination  Chemistry  Reviews,  243  (1-­‐2):  143-­‐190.  
  •  Joshi  R.,  Limye  S.N.,  1998.  Catalytic  activities  of  transition  metal  complexes  on  zeolites  for  the   decomposition  of  H2O2,  Oxidation  Communication,  21  (3):  337-­‐341.  
  • Mochida I., Takeshita K. 1974. Transition metal ions on molecular sieves. II. Catalytic activities of transition metal ions on molecular sieves for the decomposition of hydrogen peroxide, Journal of Physical Chemistry, 78 (16): 1653-1657.
  • Neves A., Bortoluzzi A.J., Jovito R., Peralta R.A., de Souza B., Szpoganicz B., Joussef A.C., Terenzi H., Severino P.C., Fischer F.L., Schenk G., Riley M.J., Smith S.J., Gahan L.R., 2010. Catalytic promiscuity: Catecholase-like activity and hydrolytic DNA cleavage promoted by a mixed-valence FeIII-FeII complex, Journal of Brazilian Chemical Society, 21 (7): 1201-1212.
  • Sadhukhan D., Ray A., Butcher R.J., Gomez-Garcia C.J., Dede B., Mitra S., 2011. Magnetic and catalytic properties of a new copper(II)-schiff base 2D coordination polymer formed by connected helical chains, Inorganica Chimica Acta, 376 (1): 245-254.
  • Mukherjee S., Weyhermuller T., Bothe E., Karl Wieghardt K., Chaudhuri, P., 2004. Dinuclear and mononuclear manganese(IV)-radical complexes and their catalytic catecholase activity, Dalton Transactions, (22): 3842-3853.

Oksim Grubu İçeren Dinükleer Fe(II) ve Mn(II) Komplekslerinin Sentezi, Karakterizasyonu, Katalaz ve Katekolaz Enzim Aktivitelerinin İncelenmesi

Yıl 2014, Cilt: 9 Sayı: 1, 163 - 175, 15.07.2014

Öz

Bu çalışmada, oksim grubu içeren iki farklı ligand kullanılarak dinükleer demir(II) ve mangan(II) kompleksleri sentezlenmiştir. Bu yeni kompleksler elemental analiz, ICP-OES, FT-IR spektroskopisi, TG, manyetik duyarlılık ve iletkenlik ölçümleriyle karakterize edilmiştir. Sonuçlar H2L1 ve H4L2'nin dinükleer komplekslerinin sırasıyla 2:2 ve 2:1 metal:ligand oranına sahip olduklarını göstermektedir. Ayrıca her bir kompleksin imidazol varlığında hidrojen peroksitin disproporsiyonu reaksiyonundaki ve O2 varlığında 3,5-di-t-bütilkatekolün 3,5-di-t-bütilkinona yükseltgenmesi reaksiyonundaki katalitik etkinliği incelenmiştir. Tüm komplekslerin iyi katalaz ve katekolaz aktiviteye sahip oldukları bulunmuştur.
Anahtar Kelimeler: oksim, kompleks, katalaz, katekolaz, enzim

Kaynakça

  • Tschugaev L., 1907. Über Kobalti-dioximine. II, Berichte der deutschen chemischen Gesellschaft, 40: 3498-3504.
  • Dilworth J.R., Parrott S.J., 1998. The biomedical chemistry of technetium and rhenium, Chemical Society Reviews, 27 (1): 43-55.
  • Blower P.J., 1998. Small coordination complexes as radiopharmaceuticals for cancer targeting, Transition Metal Chemistry, 23 (1): 109-112.
  • Jurisson S.S., Lydon J.D., 1999. Potential technetium small molecule radiopharmaceuticals, Chemical Reviews, 99 (9): 2205-2218.
  • Volkert W.A., Hoffman T.J., 1999. Therapeutic radiopharmaceuticals, Chemical Reviews, 99 (9): 2269-2292.
  •  El-­‐Mottaleb  A.,  Ramadan    M.,  El-­‐Mehasseb  I.M.,  Issa  R.M.,  1997.  Synthesis,  characterization  and   superoxide   dismutase   mimetic   activity   of   ruthenium(III)   oxime   complexes,  Transition   Metal   Chemistry,  22  (6):  529-­‐534.  
  • Dede B., Özmen İ., Karipcin F., Cengiz M., 2009. Homo- and heteropolynuclear copper(II) complexes containing a new diimine-dioxime ligand and 1,10-phenanthroline: Synthesis, characterization, solvent-extraction studies, catalase-like functions and DNA cleavage abilities, Applied Organometallic Chemistry, 23 (12): 512-519.
  • Taş M., Batı H., 2006. Co(II), Ni(II) and Cu(II) complexes of 1,4-di-(1-hydroxyimino-2-phenyl-2- oxo-ethylamino)benzene: Synthesis, characterization and thermal studies, Journal of Thermal Analysis and Calorimetry, 85 (2): 295-299.
  • Berenyi A., Minorics R., Ivanyi Z., Ocsovszki I., Ducza E., Thole H., Messinger J., Wolfling J., Motyan G., Mernyak E., Frank E., Schneider G., Zupko I., 2013. Synthesis and investigation of the anticancer effects of estrone-16-oxime ethers in vitro, Steroids, 78 (1): 69-78.
  • Laurila E., Kervinen R., Ahvenainen R., 1998. The inhibition of enzymatic browning in minimally processed vegatables and fruits, Postharvest News and Information, 9 (4): 53-66.
  • Cavallini, G., Massarani, E., Nardi, D., Mauri, L., Tenconi, F., Pacchiano, F., Mantegazza, P., 1963. Antibacterial Agents. Some New Halomethyl Aryl Ketones, Journal of Medicinal Chemistry, 6 (5): 573-578.
  • Breslow, D.S., Brack, K., Boardman, H., 1986. A one-component sealant based on 1,3-dipoles, Journal of Applied Polymer Science, 32 (4): 4657, 4661. [13] Karipcin F., Dede B., Cengiz M., chlorophenylaminoisonitrosoacetyl)phenyl ligands and their complexes: Spectral, thermal and solvent-extraction studies, Russian Journal of Inorganic Chemistry, 55 (4): 530-540. (2-hydroxo-5
  • Karipcin F., Uçan H.İ., Karataş İ., 2002. Binuclear and mononuclear cobalt(II), nickel(II) and copper(II) complexes of 4,4'-bis(alkylaminoisonitrosoacetyl)diphenyl-methane derivatives, Transition Metal Chemistry, 27 (8): 813-817.
  • Nakamato, K., 1986. Infrared and Raman Spectra of Inorganic and Coordination Compounds, 4th Ed., John Wiley & Sons, New York, p. 227.
  •   Karataş   I,   Uçan   H.I.   1998.   The   synthesis   of   biphenylglyoxime   and   bis(phenylglyoxime)   and   their  complexes  with  Cu(II),  Ni(II)  and  Co(II),    Synthesis  and  Reactivity  in  Inorganic  and  Metal-­‐ Organic  Chemistry,  28  (3):  383-­‐391.  
  •   Chaudhuri   P.,   2003.   Homo-­‐   and   hetero-­‐polymetallic   exchange   coupled   metal-­‐oximates,   Coordination  Chemistry  Reviews,  243  (1-­‐2):  143-­‐190.  
  •  Joshi  R.,  Limye  S.N.,  1998.  Catalytic  activities  of  transition  metal  complexes  on  zeolites  for  the   decomposition  of  H2O2,  Oxidation  Communication,  21  (3):  337-­‐341.  
  • Mochida I., Takeshita K. 1974. Transition metal ions on molecular sieves. II. Catalytic activities of transition metal ions on molecular sieves for the decomposition of hydrogen peroxide, Journal of Physical Chemistry, 78 (16): 1653-1657.
  • Neves A., Bortoluzzi A.J., Jovito R., Peralta R.A., de Souza B., Szpoganicz B., Joussef A.C., Terenzi H., Severino P.C., Fischer F.L., Schenk G., Riley M.J., Smith S.J., Gahan L.R., 2010. Catalytic promiscuity: Catecholase-like activity and hydrolytic DNA cleavage promoted by a mixed-valence FeIII-FeII complex, Journal of Brazilian Chemical Society, 21 (7): 1201-1212.
  • Sadhukhan D., Ray A., Butcher R.J., Gomez-Garcia C.J., Dede B., Mitra S., 2011. Magnetic and catalytic properties of a new copper(II)-schiff base 2D coordination polymer formed by connected helical chains, Inorganica Chimica Acta, 376 (1): 245-254.
  • Mukherjee S., Weyhermuller T., Bothe E., Karl Wieghardt K., Chaudhuri, P., 2004. Dinuclear and mononuclear manganese(IV)-radical complexes and their catalytic catecholase activity, Dalton Transactions, (22): 3842-3853.
Toplam 21 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Konular Kimya Mühendisliği
Bölüm Makaleler
Yazarlar

Bülent Dede

Hanife Korkmaz Bu kişi benim

Yayımlanma Tarihi 15 Temmuz 2014
Yayımlandığı Sayı Yıl 2014 Cilt: 9 Sayı: 1

Kaynak Göster

IEEE B. Dede ve H. Korkmaz, “Oksim Grubu İçeren Dinükleer Fe(II) ve Mn(II) Komplekslerinin Sentezi, Karakterizasyonu, Katalaz ve Katekolaz Enzim Aktivitelerinin İncelenmesi”, Süleyman Demirel University Faculty of Arts and Science Journal of Science, c. 9, sy. 1, ss. 163–175, 2014.