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N,N'-Bis(2-hidroksietil)piperazin İçeren Metal-Sakarin Komplekslerinin Sentezi ve Karakterizasyonu

Yıl 2025, Cilt: 15 Sayı: 1, 488 - 497, 15.03.2025
https://doi.org/10.31466/kfbd.1605823

Öz

Co(II), Ni(II), Cu(II) ve Zn(II) iyonları ile N,N'-bis(2-hidroksietil)piperazin (bheppz) ve sakkarinat (sac) ligandlarını içeren yeni kompleksler sentezlenmiştir. [M₂(sac)₄(bheppz)(H₂O)₄] formülüne sahip olduğu önerilen bu komplekslerin karakterizasyonu elementel analiz, manyetik duyarlılık ölçümleri, FT-IR spektroskopisi ve termal analiz yöntemleriyle yapılmıştır. FT-IR spektrumları, hem bheppz hem de sac ligandlarına özgü karakteristik absorpsiyon bantlarını göstermiştir. Termal analiz sonuçları, komplekslerin ilk bozunma evresinin koordine olan su moleküllerinin uzaklaşmasına karşılık geldiğini göstermektedir. Bunu takiben, bheppz ligandı ayrılmakta, son aşamada ise sac ligandının bozunmasıyla metal oksitler oluşmaktadır.

Kaynakça

  • Al-Jibori, S. A., Al-Jibori, G. H., Al-Hayaly, L. J., Wagner, C., Schmidt, H., Timur, S., Barlas, F. B., Subasi, E., Ghosh, S., and Hogar, G. (2014). Combining anti-cancer drugs with artificial sweeteners: Synthesis and anti-cancer activity of saccharinate (sac) and thiosaccharinate (tsac) complexes cis-[Pt(sac)2(NH3)2] and cis-[Pt(tsac)2(NH3)2]. Journal of Inorganic Biochemistry, 141, 55–57.
  • Anderson, J., and Deskins, B. (1995). The Nutrition Bible, William Morrow & Company. Inc: New York.
  • Ari, F., Ulukaya, E., Sarimahmut, M., and Yilmaz, V. T. (2013). Palladium(II) saccharinate complexes with bis(2-pyridylmethyl)amine induce cell death by apoptosis in human breast cancer cells. Bioorganic & Medicinal Chemistry, 21, 3016–3021.
  • Ari, F., Cevatemre, B., Ikitimur Armutak, E. I., Aztopal, N., Yilmaz, V. T., and Ulukaya, E. (2014). Apoptosis-inducing effect of a palladium(II) saccharinate complex of terpyridine on human breast cancer cells in vitro and in vivo. Bioorganic & Medicinal Chemistry, 22, 4948–4954.
  • Baran, E. J., and Yılmaz, V. T. (2006). Metal complexes of saccharin. Coordination Chemistry Reviews, 250, 1981-1999.
  • Biedermann, H. G., Rossmann, G., and Schwarzhans, K. E. (1971). Saccharin als Komplexligand/Saccharin as a Complexligand. Zeitschrift für Naturforschung B, 26(5), 480-481.
  • Haider, S. Z., Malik, K. M. A., Ahmed, K. J., Kauffman, G. B., and Karbassi, M. (1985). Metal complexes of saccharin. Inorganic Syntheses, 23, 47-51.
  • Icsel, C., Yilmaz, V.T., Yesilel, O.Z., and Harrison, V.T.A. (2024). Metal complexes of saccharin and thiosaccharin as potential anticancer and antimicrobial agents. European Journal of Medicinal Chemistry Reports, 12, 100205.
  • Kamenar, B., and Jovanovski, G. (1982). Manganese (II) saccharinate hexahydrate, Mn (C7H4NO3S)2· H2O, and isomorphism with the analogous Fe, Co, Ni, Zn and Cd complexes. Crystal Structure Communication, 11, 257–261.
  • Nagendra Prasada, H.S., Ananda, A.P., Najundaswamya, S., Nagashreea, S., Mallesha, L., Dayananda, B.P., Jayanthf, H.S., and Mallu, P. (2021). Design, synthesis and molecular docking studies of novel piperazine metal complexes as potential antibacterial candidate against MRSA. Journal of Molecular Structure, 1232, 130047.
  • Schmahl, D. (1983). Studies of the possible carcinogenic effect on rats of cyclamate, saccharin, cyclohexylamine, a product of their metabolism and the ortho-Toluene Sulfonamide admixture. Eksperimentalnaya Onkologiya, 5(4), 21-23.
  • Schmahl, D., and Habs, M. (1984). Investigations on the carcinogenicity of the artificial sweeteners Sodium Cyclamate and Sodium Saccharin in rats in A 2-Generation Experiment. Arzneimittel-Forschung/Drug Research, 34-1(5), 604-606.
  • Shehata, M. R., Shoukry, M. M., Mabrouk, M. A., & Van Eldik, R. (2016). Synthesis, X-ray structure, DFT and thermodynamic studies of mono- and binuclear palladium(II) complexes involving 1,4-bis(2-hydroxyethyl)piperazine, bio-relevant ligands and 4,4′-bipiperidine. Journal of Coordination Chemistry, 69(3), 522–540. https://doi.org/10.1080/00958972.2015.1132312
  • Shehata, M. R., Shoukry, M. M., Mabrouk, M. A., Kozakiewicz, A., & Van Eldik, R. (2019). Studies on Pd(1,4-bis(2-hydroxyethyl)piperazine)-dicarboxylic acid complexes as models for carboplatin with structural features enhancing the interaction with DNA. Journal of Coordination Chemistry, 72(12), 2035–2049. https://doi.org/10.1080/00958972.2019.1632441
  • Ulukaya, E., Ari, F., Dimas, K., Ikitimur, E. I., Guney, R., and Yilmaz, V. T. (2011). Anti-cancer activity of a novel palladium(II) complex on human breast cancer cells in vitro and in vivo. European Journal of Medicinal Chemistry, 46, 4957-4963.
  • Yilmaz, V. T., Hamamci, S., and Büyükgügör, O. (2008). One-dimensional silver coordination polymers generated from saccharinate, piperazine and N,N’-bis(2-hydroxyethyl)piperazine. Polyhedron, 27, 1761–1766.

Synthesis and Characterization of Metal-Saccharin Complexes Containing N,N'-Bis(2-hydroxyethyl)piperazine

Yıl 2025, Cilt: 15 Sayı: 1, 488 - 497, 15.03.2025
https://doi.org/10.31466/kfbd.1605823

Öz

New complexes containing Co(II), Ni(II), Cu(II), and Zn(II) ions with N,N'-bis(2-hydroxyethyl)piperazine (bheppz) and saccharinate (sac) ligands were synthesized. The characterization of the complexes with the proposed formula [M₂(sac)₄(bheppz)(H₂O)₄] was performed using elemental analysis, magnetic susceptibility measurements, FT-IR spectroscopy, and thermal analysis methods. The FT-IR spectra displayed specific absorption bands corresponding to both the bheppz and saccharinate ligands. Thermal analysis indicated that the initial decomposition step involves the release of coordinated water molecules, followed by the breakdown of the bheppz ligand in subsequent stages. In the final stage, the decomposition of the saccharinate ligand leads to the formation of metal oxides.

Kaynakça

  • Al-Jibori, S. A., Al-Jibori, G. H., Al-Hayaly, L. J., Wagner, C., Schmidt, H., Timur, S., Barlas, F. B., Subasi, E., Ghosh, S., and Hogar, G. (2014). Combining anti-cancer drugs with artificial sweeteners: Synthesis and anti-cancer activity of saccharinate (sac) and thiosaccharinate (tsac) complexes cis-[Pt(sac)2(NH3)2] and cis-[Pt(tsac)2(NH3)2]. Journal of Inorganic Biochemistry, 141, 55–57.
  • Anderson, J., and Deskins, B. (1995). The Nutrition Bible, William Morrow & Company. Inc: New York.
  • Ari, F., Ulukaya, E., Sarimahmut, M., and Yilmaz, V. T. (2013). Palladium(II) saccharinate complexes with bis(2-pyridylmethyl)amine induce cell death by apoptosis in human breast cancer cells. Bioorganic & Medicinal Chemistry, 21, 3016–3021.
  • Ari, F., Cevatemre, B., Ikitimur Armutak, E. I., Aztopal, N., Yilmaz, V. T., and Ulukaya, E. (2014). Apoptosis-inducing effect of a palladium(II) saccharinate complex of terpyridine on human breast cancer cells in vitro and in vivo. Bioorganic & Medicinal Chemistry, 22, 4948–4954.
  • Baran, E. J., and Yılmaz, V. T. (2006). Metal complexes of saccharin. Coordination Chemistry Reviews, 250, 1981-1999.
  • Biedermann, H. G., Rossmann, G., and Schwarzhans, K. E. (1971). Saccharin als Komplexligand/Saccharin as a Complexligand. Zeitschrift für Naturforschung B, 26(5), 480-481.
  • Haider, S. Z., Malik, K. M. A., Ahmed, K. J., Kauffman, G. B., and Karbassi, M. (1985). Metal complexes of saccharin. Inorganic Syntheses, 23, 47-51.
  • Icsel, C., Yilmaz, V.T., Yesilel, O.Z., and Harrison, V.T.A. (2024). Metal complexes of saccharin and thiosaccharin as potential anticancer and antimicrobial agents. European Journal of Medicinal Chemistry Reports, 12, 100205.
  • Kamenar, B., and Jovanovski, G. (1982). Manganese (II) saccharinate hexahydrate, Mn (C7H4NO3S)2· H2O, and isomorphism with the analogous Fe, Co, Ni, Zn and Cd complexes. Crystal Structure Communication, 11, 257–261.
  • Nagendra Prasada, H.S., Ananda, A.P., Najundaswamya, S., Nagashreea, S., Mallesha, L., Dayananda, B.P., Jayanthf, H.S., and Mallu, P. (2021). Design, synthesis and molecular docking studies of novel piperazine metal complexes as potential antibacterial candidate against MRSA. Journal of Molecular Structure, 1232, 130047.
  • Schmahl, D. (1983). Studies of the possible carcinogenic effect on rats of cyclamate, saccharin, cyclohexylamine, a product of their metabolism and the ortho-Toluene Sulfonamide admixture. Eksperimentalnaya Onkologiya, 5(4), 21-23.
  • Schmahl, D., and Habs, M. (1984). Investigations on the carcinogenicity of the artificial sweeteners Sodium Cyclamate and Sodium Saccharin in rats in A 2-Generation Experiment. Arzneimittel-Forschung/Drug Research, 34-1(5), 604-606.
  • Shehata, M. R., Shoukry, M. M., Mabrouk, M. A., & Van Eldik, R. (2016). Synthesis, X-ray structure, DFT and thermodynamic studies of mono- and binuclear palladium(II) complexes involving 1,4-bis(2-hydroxyethyl)piperazine, bio-relevant ligands and 4,4′-bipiperidine. Journal of Coordination Chemistry, 69(3), 522–540. https://doi.org/10.1080/00958972.2015.1132312
  • Shehata, M. R., Shoukry, M. M., Mabrouk, M. A., Kozakiewicz, A., & Van Eldik, R. (2019). Studies on Pd(1,4-bis(2-hydroxyethyl)piperazine)-dicarboxylic acid complexes as models for carboplatin with structural features enhancing the interaction with DNA. Journal of Coordination Chemistry, 72(12), 2035–2049. https://doi.org/10.1080/00958972.2019.1632441
  • Ulukaya, E., Ari, F., Dimas, K., Ikitimur, E. I., Guney, R., and Yilmaz, V. T. (2011). Anti-cancer activity of a novel palladium(II) complex on human breast cancer cells in vitro and in vivo. European Journal of Medicinal Chemistry, 46, 4957-4963.
  • Yilmaz, V. T., Hamamci, S., and Büyükgügör, O. (2008). One-dimensional silver coordination polymers generated from saccharinate, piperazine and N,N’-bis(2-hydroxyethyl)piperazine. Polyhedron, 27, 1761–1766.
Toplam 16 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Fiziksel Kimya (Diğer)
Bölüm Makaleler
Yazarlar

Serkan Güney 0000-0002-6270-5458

Yayımlanma Tarihi 15 Mart 2025
Gönderilme Tarihi 23 Aralık 2024
Kabul Tarihi 5 Şubat 2025
Yayımlandığı Sayı Yıl 2025 Cilt: 15 Sayı: 1

Kaynak Göster

APA Güney, S. (2025). Synthesis and Characterization of Metal-Saccharin Complexes Containing N,N’-Bis(2-hydroxyethyl)piperazine. Karadeniz Fen Bilimleri Dergisi, 15(1), 488-497. https://doi.org/10.31466/kfbd.1605823