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Synthesis of complexes Co, Cu, Ni and Pd supported by “ONNO” type Schiff base ligand and their DNA cleavage, antioxidant effects and antimicrobial studies

Yıl 2018, Cilt: 2 Sayı: 1, 68 - 75, 29.06.2018
https://doi.org/10.32571/ijct.423288

Öz

A new Schiff base ligand
was synthesized from a reaction of
5-benzoyl-4-hydroxy-2-methyl-6-phenyl-2H-pyridazine-3-one
and 1,3-diaminopropane. Schiff base metal complexes
were synthesized from a reaction of Ni(AcO)2
×4H2O, Cu(AcO)2×H2O, Co(AcO)2×4H2O, Pd(AcO)2
metal salts and ligand, respectively. 
All compounds were characterized using magnetic susceptibility,
elemental analysis, NMR (for ligand), UV-Vis and FT-IR spectroscopic analysis.
While octahedral structure has been proposed for Ni(II), Pd(II) and Co(II)
complexes, square-planar geometry is suggested for Cu(II) complex. Synthesized
compounds were
evaluated for their antioxidant effect, DNA
cleavage and antimicrobial studies. The DPPH free radical scavenging activity
of compounds 1, 2, 3, 4 and 5 on DPPH were found as 38.5%, 32.5%, 36.9%, 35.7%
and 45.7% at 200 mg l-1, respectively.  The compounds 4 and 5 revealed maximum
ferrous chelating activity of 64.5% and 78.1% at 200 mg ml-1,
respectively. For all the compounds, DNA cleavage studies showed complete DNA
digestion at 100 mg ml-1. Antimicrobial activities of 3 and 4
complexes against Staphylococcus
aureus (ATTC 6538) were determined to be in 12 mm diameter.

Kaynakça

  • 1. Rubat, C.; Coudert, P.; Bastıde, P.; Tronche, P. Chem. Pharm. Bull. 1988, 36 (12), 5000-5003.
  • 2. Chıntakunta, V. K.; Akella, V.; Vedula, M. S.; Mamnoor, P. K.; Mıshra, P.; Casturı, S. R.; Vangoorı, A.; Rajagopalan, R. Eur. J. Med. Chem. 2002, 37, 339-347.
  • 3. Pıtarch, L.; Coronas, R.; Mallol, J. Eur. J. Med. Chem. 1974, 9(6), 644-50.
  • 4. Rubat, C.; Coudert, P.; Tronche, P.; Bastıde, J.; Bastıde, P.; Prıvat, A. M. Chem. Pharm. Bull. 1989, 37(10), 2832-2835.
  • 5. Santagatı, N. A.; Duro, F.; Caruso, A.; Trombadore, S.; Amıco-Roxas, M. Il Farmaco 1985, 40(12), 921-929.
  • 6. Rubat, C.; Coudert, P.; Albuısson, E.; Bastıde, J.; Couquelet, J.; Tronche, P. J. Pharm. Sci., 1992, 81(11), 1084-1087.
  • 7. Buchman, R.; Scozzıe, J. A.; Arıyan, Z. S.; Heılman, R. D.; Rıppın, D. J.; Pyne, W. J.; Powers, L. J. J. Med. Chem. 1980, 23(12), 1398-1405.
  • 8. Yamada, T.; Shınamura, H.; Tsukamoto, Y.; Yamaguchı, A.; Ohkı, M. J. Med. Chem. 1983, 26, 1144-1149.
  • 9. Purohıt, D. M.; Shah, V. H. Heterocycl. Commun. 1997, 3(3), 367-371.
  • 10. Kandile, N. G.; Mohamed, M. I.; Zaky, H.; Mohamed, H. M. Eur. J. Med. Chem. 2009, 44(5), 1989-1996.
  • 11. Rohet, F.; Rubat, C.; Coudert, P.; Albuısson, E.; Couquelet, J. Chem. Pharm. Bull. 1996, 44(5), 980-986.
  • 12. Corsano, S.; Vezza, R.; Scapıcchı, R.; Foresı, S.,; Strappaghettı, G.; Nencı, G.G.; Gresele, P. Eur. J. Med. Chem. 1995, 30 (7-8), 627-631.
  • 13. Sönmez, M.; Berber, İ., Akbaş, E. Eur. J. Med. Chem. 2005, 41, 101-105.
  • 14. Lopez, V.; Akerreta, S.; Casanova, E.; Garcia-Mina, J.M.; Cavero, R.Y.; Calvo, M.I. Plant Food. Hum. Nutr. 2007, 62, 151–155.
  • 15. Alam, M. S.; Lee, D. U. J. Chem. Crystallogr. 2012, 42, 93–102.
  • 16. Jing-lin, W.; Ya-qin, Z.; Bin-sheng, Y. Inorg. Chim. Acta 2014, 409, 484-496.
  • 17. Akbas, E.; Berber, I.; Sener, A.; Hasanov, B. Il Farmaco 2005, 60, 23–26.
  • 18. Blois, M. S. Nature 1958, 181, 1199.
  • 19. Hsu, C.; Chen, W.; Weng, Y.; Tseng, C. Food Chem. 2003, 83, 85–92.
  • 20. Kalemba, D.; Kunicka, A. Curr. Med. Chem. 2003, 10, 813–829.
  • 21. Sönmez, M.; Gülcan, M; Berber, İ. Turk. J. Chem. 2011, 36, 189 – 200.
  • 22. Uçan, S.; Uçan, M., Mercimek, B. Synth. React. Inorg. Met.-Org. Nano-Met. Chem. 2005, 35, 417-421.
  • 23. Temel, H.; Çakır, Ü.; Uğraş, H.İ.; Şekerci, M. J. Coord. Chem., 2003, 56, 943-951.
  • 24. Brooker; S.; Iremonger, S. S.; Plieger, P. G. Polyhedron 2003, 22, 665-671.
  • 25. Emine, O.; Mirzaoglu, R. Synth. React. Inorg. Met.-Org. Chem., 1983, 13, 781.
  • 26. Mishra, V.; Lloret, F; Mukherjee, R. Inorg. Chim. Acta 2006, 359, 4053-4062.
  • 27. Sharma, O.P.; Bhat, T.K. Food Chem. 2009, 113, 1202–1205.
  • 28. Duan, X. J.; Zhang, W. W.; Li, M.; Wang, B. G. Food Chem. 2006, 95, 37–43.
  • 29. Ağırtas M.S.; Çelebi, M.; Gümüs, S.; Özdemir, S.; Okumus, V. Dyes Pigm. 2013, 99, 423-431.
  • 30. Baykara, H.; Ilhan, S.; Oztomsuk, A.; Seyitoglu, S.; Levent, A.; Okumus, V.; Dündar, A. Synth. React. Inorg. Met.-Org. Nano-Met. Chem. 2015, 45, 1795–1807.
  • 31. Jin, Q. M.; Lu, Y.; Jin, J. L.; Guo, H.; Lin, G. W.; Wang, Y.; Lu, T. Inorg. Chim. Acta 2014, 421, 91–99.
  • 32. Keypour, H.; Shooshtari, A.; Rezaeivala, M.; Ozturk, F.; Kup, H.; Rudbari, A. Polyhedron 2015, 97, 75–82.

“ONNO” tip Schiff baz ligand destekli Co, Cu, Ni ve Pd komplekslerinin sentezi ve DNA bölünme, antioksidan etkileri ve antimikrobiyal çalışmaları

Yıl 2018, Cilt: 2 Sayı: 1, 68 - 75, 29.06.2018
https://doi.org/10.32571/ijct.423288

Öz

5-benzoil-4-hidroksi-2-metil-6-fenil-2H-piridazin-3-on ile 1,3-diaminopropan’ın reaksiyonundan yeni bir Schiff baz ligand sentezlendi. Sırasıyla ligand ile Co(AcO)2 4H2O, Cu(AcO)2 H2O, Ni(AcO)2 4H2O, Pd(AcO)2 metal tuzlarının reaksiyonundan Schiff baz metal kompleksleri sentezlendi. Tüm bileşikler elementel analiz, manyetik duyarlılık ile NMR (ligand için), FT-IR ve UV-Vis gibi spektroskopik analiz yöntemleriyle karakterize edildi. Ni(II), Pd(II) ve Co(II) kompleksi için oktahedral geometri önerilirken, bakır kompleksi için kare düzlem geometri önerilmiştir. Sentezlenen bileşiklerin antioksidant etkileri, DNA bölünmesi ve antimikrobiyal özellikleri incelendi. 1, 2, 3, 4 ve 5 bileşiklerinin DPPH üzerinde 200 mg l-1 ’ de DPPH serbest radikallerini çıkarma aktiviteleri sırasıyla % 38.5, % 32.5, % 36.9, % 35.7 ve % 45.7 olarak bulundu. Bileşik 4 ve 5’in 200 mg l-1 ’ de % 64.5 ve % 78.1’ lik maksimum demir şelatlama aktivitesi gösterdi.
Bütün bileşikler için DNA bölünme çalışmaları 100 mg l-1 ’ de tam DNA parçalanması gösterdi. Staphylococcus aureus (ATTC 6538)’e karşı kompleks 3 ve 4’ ün antimikrobiyal aktivitelerinin 12 mm çapında olduğu belirlendi. 

Kaynakça

  • 1. Rubat, C.; Coudert, P.; Bastıde, P.; Tronche, P. Chem. Pharm. Bull. 1988, 36 (12), 5000-5003.
  • 2. Chıntakunta, V. K.; Akella, V.; Vedula, M. S.; Mamnoor, P. K.; Mıshra, P.; Casturı, S. R.; Vangoorı, A.; Rajagopalan, R. Eur. J. Med. Chem. 2002, 37, 339-347.
  • 3. Pıtarch, L.; Coronas, R.; Mallol, J. Eur. J. Med. Chem. 1974, 9(6), 644-50.
  • 4. Rubat, C.; Coudert, P.; Tronche, P.; Bastıde, J.; Bastıde, P.; Prıvat, A. M. Chem. Pharm. Bull. 1989, 37(10), 2832-2835.
  • 5. Santagatı, N. A.; Duro, F.; Caruso, A.; Trombadore, S.; Amıco-Roxas, M. Il Farmaco 1985, 40(12), 921-929.
  • 6. Rubat, C.; Coudert, P.; Albuısson, E.; Bastıde, J.; Couquelet, J.; Tronche, P. J. Pharm. Sci., 1992, 81(11), 1084-1087.
  • 7. Buchman, R.; Scozzıe, J. A.; Arıyan, Z. S.; Heılman, R. D.; Rıppın, D. J.; Pyne, W. J.; Powers, L. J. J. Med. Chem. 1980, 23(12), 1398-1405.
  • 8. Yamada, T.; Shınamura, H.; Tsukamoto, Y.; Yamaguchı, A.; Ohkı, M. J. Med. Chem. 1983, 26, 1144-1149.
  • 9. Purohıt, D. M.; Shah, V. H. Heterocycl. Commun. 1997, 3(3), 367-371.
  • 10. Kandile, N. G.; Mohamed, M. I.; Zaky, H.; Mohamed, H. M. Eur. J. Med. Chem. 2009, 44(5), 1989-1996.
  • 11. Rohet, F.; Rubat, C.; Coudert, P.; Albuısson, E.; Couquelet, J. Chem. Pharm. Bull. 1996, 44(5), 980-986.
  • 12. Corsano, S.; Vezza, R.; Scapıcchı, R.; Foresı, S.,; Strappaghettı, G.; Nencı, G.G.; Gresele, P. Eur. J. Med. Chem. 1995, 30 (7-8), 627-631.
  • 13. Sönmez, M.; Berber, İ., Akbaş, E. Eur. J. Med. Chem. 2005, 41, 101-105.
  • 14. Lopez, V.; Akerreta, S.; Casanova, E.; Garcia-Mina, J.M.; Cavero, R.Y.; Calvo, M.I. Plant Food. Hum. Nutr. 2007, 62, 151–155.
  • 15. Alam, M. S.; Lee, D. U. J. Chem. Crystallogr. 2012, 42, 93–102.
  • 16. Jing-lin, W.; Ya-qin, Z.; Bin-sheng, Y. Inorg. Chim. Acta 2014, 409, 484-496.
  • 17. Akbas, E.; Berber, I.; Sener, A.; Hasanov, B. Il Farmaco 2005, 60, 23–26.
  • 18. Blois, M. S. Nature 1958, 181, 1199.
  • 19. Hsu, C.; Chen, W.; Weng, Y.; Tseng, C. Food Chem. 2003, 83, 85–92.
  • 20. Kalemba, D.; Kunicka, A. Curr. Med. Chem. 2003, 10, 813–829.
  • 21. Sönmez, M.; Gülcan, M; Berber, İ. Turk. J. Chem. 2011, 36, 189 – 200.
  • 22. Uçan, S.; Uçan, M., Mercimek, B. Synth. React. Inorg. Met.-Org. Nano-Met. Chem. 2005, 35, 417-421.
  • 23. Temel, H.; Çakır, Ü.; Uğraş, H.İ.; Şekerci, M. J. Coord. Chem., 2003, 56, 943-951.
  • 24. Brooker; S.; Iremonger, S. S.; Plieger, P. G. Polyhedron 2003, 22, 665-671.
  • 25. Emine, O.; Mirzaoglu, R. Synth. React. Inorg. Met.-Org. Chem., 1983, 13, 781.
  • 26. Mishra, V.; Lloret, F; Mukherjee, R. Inorg. Chim. Acta 2006, 359, 4053-4062.
  • 27. Sharma, O.P.; Bhat, T.K. Food Chem. 2009, 113, 1202–1205.
  • 28. Duan, X. J.; Zhang, W. W.; Li, M.; Wang, B. G. Food Chem. 2006, 95, 37–43.
  • 29. Ağırtas M.S.; Çelebi, M.; Gümüs, S.; Özdemir, S.; Okumus, V. Dyes Pigm. 2013, 99, 423-431.
  • 30. Baykara, H.; Ilhan, S.; Oztomsuk, A.; Seyitoglu, S.; Levent, A.; Okumus, V.; Dündar, A. Synth. React. Inorg. Met.-Org. Nano-Met. Chem. 2015, 45, 1795–1807.
  • 31. Jin, Q. M.; Lu, Y.; Jin, J. L.; Guo, H.; Lin, G. W.; Wang, Y.; Lu, T. Inorg. Chim. Acta 2014, 421, 91–99.
  • 32. Keypour, H.; Shooshtari, A.; Rezaeivala, M.; Ozturk, F.; Kup, H.; Rudbari, A. Polyhedron 2015, 97, 75–82.
Toplam 32 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Kimya Mühendisliği
Bölüm Makale
Yazarlar

Ahu Çelik Bu kişi benim

Hatice Gamze Sogukomerogullari Bu kişi benim

Sadin Ozdemir

M. Serkan Yalcin Bu kişi benim

Mehmet Sönmez

Yayımlanma Tarihi 29 Haziran 2018
Yayımlandığı Sayı Yıl 2018 Cilt: 2 Sayı: 1

Kaynak Göster

APA Çelik, A., Sogukomerogullari, H. G., Ozdemir, S., Yalcin, M. S., vd. (2018). Synthesis of complexes Co, Cu, Ni and Pd supported by “ONNO” type Schiff base ligand and their DNA cleavage, antioxidant effects and antimicrobial studies. International Journal of Chemistry and Technology, 2(1), 68-75. https://doi.org/10.32571/ijct.423288
AMA Çelik A, Sogukomerogullari HG, Ozdemir S, Yalcin MS, Sönmez M. Synthesis of complexes Co, Cu, Ni and Pd supported by “ONNO” type Schiff base ligand and their DNA cleavage, antioxidant effects and antimicrobial studies. Int. J. Chem. Technol. Haziran 2018;2(1):68-75. doi:10.32571/ijct.423288
Chicago Çelik, Ahu, Hatice Gamze Sogukomerogullari, Sadin Ozdemir, M. Serkan Yalcin, ve Mehmet Sönmez. “Synthesis of Complexes Co, Cu, Ni and Pd Supported by ‘ONNO’ Type Schiff Base Ligand and Their DNA Cleavage, Antioxidant Effects and Antimicrobial Studies”. International Journal of Chemistry and Technology 2, sy. 1 (Haziran 2018): 68-75. https://doi.org/10.32571/ijct.423288.
EndNote Çelik A, Sogukomerogullari HG, Ozdemir S, Yalcin MS, Sönmez M (01 Haziran 2018) Synthesis of complexes Co, Cu, Ni and Pd supported by “ONNO” type Schiff base ligand and their DNA cleavage, antioxidant effects and antimicrobial studies. International Journal of Chemistry and Technology 2 1 68–75.
IEEE A. Çelik, H. G. Sogukomerogullari, S. Ozdemir, M. S. Yalcin, ve M. Sönmez, “Synthesis of complexes Co, Cu, Ni and Pd supported by ‘ONNO’ type Schiff base ligand and their DNA cleavage, antioxidant effects and antimicrobial studies”, Int. J. Chem. Technol., c. 2, sy. 1, ss. 68–75, 2018, doi: 10.32571/ijct.423288.
ISNAD Çelik, Ahu vd. “Synthesis of Complexes Co, Cu, Ni and Pd Supported by ‘ONNO’ Type Schiff Base Ligand and Their DNA Cleavage, Antioxidant Effects and Antimicrobial Studies”. International Journal of Chemistry and Technology 2/1 (Haziran 2018), 68-75. https://doi.org/10.32571/ijct.423288.
JAMA Çelik A, Sogukomerogullari HG, Ozdemir S, Yalcin MS, Sönmez M. Synthesis of complexes Co, Cu, Ni and Pd supported by “ONNO” type Schiff base ligand and their DNA cleavage, antioxidant effects and antimicrobial studies. Int. J. Chem. Technol. 2018;2:68–75.
MLA Çelik, Ahu vd. “Synthesis of Complexes Co, Cu, Ni and Pd Supported by ‘ONNO’ Type Schiff Base Ligand and Their DNA Cleavage, Antioxidant Effects and Antimicrobial Studies”. International Journal of Chemistry and Technology, c. 2, sy. 1, 2018, ss. 68-75, doi:10.32571/ijct.423288.
Vancouver Çelik A, Sogukomerogullari HG, Ozdemir S, Yalcin MS, Sönmez M. Synthesis of complexes Co, Cu, Ni and Pd supported by “ONNO” type Schiff base ligand and their DNA cleavage, antioxidant effects and antimicrobial studies. Int. J. Chem. Technol. 2018;2(1):68-75.