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BAZI PİRİDİL-SÜBSTİTÜE SCHIFF BAZLARININ HAZIRLANMASI VE Tc-99m İLE ETİKETLENMESİ

Yıl 2013, Cilt: 8 Sayı: 4, 32 - 40, 01.05.2013

Öz

Bu çalışmada bazı piridil-substitue Schiff bazlarının sentezi, karakterizasyonu ve Tc-99m ile etiketlenmesi sunulmaktadır. Piridin-2-aldehit bileşiğinin, aminofenol, anilin ve aminopiridin türevi bileşikler ile kondenzasyon reaksiyonlarından onbir adet heterosiklik Schiff bazı sentezlenmiştir. Tüm bu bileşiklerin yapıları, ultraviyole (UV), infrared (IR), nükleer magnetik rezonans (NMR) ve kütle spektral (MS) verilerinden yararlanılarak belirlenmiştir. Schiff bazı türevleri Tc-99m ile etiketlenmiş ve radyokimyasal saflık kromatografik yöntemler kullanılarak (TLC, HPLC) hesaplanmış ve oluşturulan kromatogramlar TLC görüntüleme ve gama sayıcı cihazları yardımıyla değerlendirilmiştir.

Kaynakça

  • Azza A.A. Abu-Hussen, (2006). Synthesis and spectroscopic studies on ternary bis-Schiff-base complexes having oxygen and/or nitrogen donors. J. Coord. Chem., Volume:59, pp: 157-176.
  • Karthikeyan, M.S., Parsad, D.J., Poojary, B., Bhat, K.S., Holla, B.S., and Kumari, N.S., (2006). Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5- fluorophenyl moiety. Bioorg. Med. Chem., Volume:14, pp: 7482- 7489.
  • Mladenova, R., Ignatova, M., Manolova, N., Petrova, T., and Rashkov, I., (2002). Preparation, characterization and biological activity of Schiff base compounds derived from 8- hydroxyquinoline-2-carboxaldehyde and Jeffamines ED®. Eur. Polym. J., Volume:38, pp: 989-1000.
  • Walsh, O.M., Meegan, M.J., Prendergast, R.M., and Nakib, T.A., (1996). Synthesis of 3-acetoxyazetidin-2-ones and 3- hydroxyazetidin-2-ones with antifungal and antibacterial activity. Eur. J. Med. Chem., Volume:31, pp: 989-1000.
  • Jurisson, S.S. and Lydon, J.D., (1999). Potential Technetium Small Molecule Radiopharmaceuticals. Chem. Rev., Volume:99, pp: 2205-2218.
  • Top, S., Kaloun, B., and Jaouen, G., (2000). A Novel and Mild Metal-Exchange Reaction in the Organometallic Cyclopentadienyl Series:  1,1‘-Diaryl 2-Cymantrenyl 1-Butene as an Example. J. Am. Chem. Soc., Volume:122, pp: 736-737.
  • Pursche, D., Triller, M.U., Reddig, N., Rompel, A., and Krebs, B., (2003). Synthesis and Characterization of [Mn3(ppi)2(µ- OAc)4(H2O)] ·2MeOH-Unusual Structural Properties of a Trinuclear Oxygen-Rich Manganese Complex. Z. Anorg. Allg. Chem., Volume:629, pp: 24-28.
  • Reddig, N., Triller, M.U., Pursche, D., Rompel, A., and Krebs, B., (2002). A Tetranuclear Manganese Cluster with a Star-Shaped Mn4O6 Core Motif: Directed Synthesis using a Mononuclear Precursor Complex. Z. Anorg. Allg. Chem., Volume:628, pp: 2458-2462.
  • Otomo, M. and Kodama, K., (1973). Heterocyclic Azomethine Compounds and Their Reduction Products as Analytical Reagents. Bulletin of the Chemical Society of Japan, Volume:46, pp: 2421- 2424.
  • Narayanan, V.L. and Haugwitz, R.D., (1976). Pyridine Containing Isothiocyanobenzoxazoles. United State Patent, 3985755
  • Miyano S., Abe, A., (1970). Method for the Production of Pyridine Derivatives. United State Patent Office, 3,531,476
  • Friaza, G.G., Botello, A.F., Perez, J.M., Prieto, M.J., and Moreno, V., (2006). Synthesis and characterization of palladium(II) and platinum(II) complexes with Schiff bases derivatives of 2-pyridincarboxyaldehyde. Study of their interaction with DNA. J. of Inorganic Biochemistry, Volume:100, pp: 1368-1377.
  • Iovel, I., Golomba, L., Popelis, Y., Grinberga, S., Belyakov, S., and Lukevics, E., (2002). Synthesis of N-Pyridilmethylidene- 2-aminopyridines and Their Methyl- Substituted Derivatives in the Presence of Molecular Sieves. Chemistry of Heterocyclic Compounds, Volume:38, pp: 1210-1229.
  • Gonzales, R.M., Castolo, A.A., (2003). Molecular Structure of di-aryl-aldimines by Multinuclear Magnetic Resonane and X-ray Diffraction. J. of Molecular Structure, Volume:655, pp: 375-389.
  • Sinha, D., Tiwari, A.K., Singh, S., Shukla, G., Mishra, P., Chandra, H. and Mishra, A.K., (2008). Synthesis, Characterization and Biological Activity of Schiff Base Analogues of indole-3-carboxaldehyde. European J. of Medicinal Chemistry, Volume:43, pp:160-165.

PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m

Yıl 2013, Cilt: 8 Sayı: 4, 32 - 40, 01.05.2013

Öz

This work presents synthesis and characterization of the some pyridyl-substituted Schiff bases and their labeling with Tc-99m. The eleven heterocyclic Schiff bases have been synthesized from the condensation reactions of pyridine-2-aldehyde with derivative of aminophenol, aniline and aminopyridine compounds. Structure of all synthesized compounds have been determined by using the data obtained from their ultraviolet (UV), infrared (IR), nuclear magnetic resonance (NMR) and mass (MS) spectral results. Schiff base derivatives of pyridine-2-aldehyde were labeled with Tc-99m and their radiochemical purity was calculated by using chromatographic methods (TLC and HPLC); and obtained chromatograms have been evaluated by TLC scintigraphy system and gamma counters.

Kaynakça

  • Azza A.A. Abu-Hussen, (2006). Synthesis and spectroscopic studies on ternary bis-Schiff-base complexes having oxygen and/or nitrogen donors. J. Coord. Chem., Volume:59, pp: 157-176.
  • Karthikeyan, M.S., Parsad, D.J., Poojary, B., Bhat, K.S., Holla, B.S., and Kumari, N.S., (2006). Synthesis and biological activity of Schiff and Mannich bases bearing 2,4-dichloro-5- fluorophenyl moiety. Bioorg. Med. Chem., Volume:14, pp: 7482- 7489.
  • Mladenova, R., Ignatova, M., Manolova, N., Petrova, T., and Rashkov, I., (2002). Preparation, characterization and biological activity of Schiff base compounds derived from 8- hydroxyquinoline-2-carboxaldehyde and Jeffamines ED®. Eur. Polym. J., Volume:38, pp: 989-1000.
  • Walsh, O.M., Meegan, M.J., Prendergast, R.M., and Nakib, T.A., (1996). Synthesis of 3-acetoxyazetidin-2-ones and 3- hydroxyazetidin-2-ones with antifungal and antibacterial activity. Eur. J. Med. Chem., Volume:31, pp: 989-1000.
  • Jurisson, S.S. and Lydon, J.D., (1999). Potential Technetium Small Molecule Radiopharmaceuticals. Chem. Rev., Volume:99, pp: 2205-2218.
  • Top, S., Kaloun, B., and Jaouen, G., (2000). A Novel and Mild Metal-Exchange Reaction in the Organometallic Cyclopentadienyl Series:  1,1‘-Diaryl 2-Cymantrenyl 1-Butene as an Example. J. Am. Chem. Soc., Volume:122, pp: 736-737.
  • Pursche, D., Triller, M.U., Reddig, N., Rompel, A., and Krebs, B., (2003). Synthesis and Characterization of [Mn3(ppi)2(µ- OAc)4(H2O)] ·2MeOH-Unusual Structural Properties of a Trinuclear Oxygen-Rich Manganese Complex. Z. Anorg. Allg. Chem., Volume:629, pp: 24-28.
  • Reddig, N., Triller, M.U., Pursche, D., Rompel, A., and Krebs, B., (2002). A Tetranuclear Manganese Cluster with a Star-Shaped Mn4O6 Core Motif: Directed Synthesis using a Mononuclear Precursor Complex. Z. Anorg. Allg. Chem., Volume:628, pp: 2458-2462.
  • Otomo, M. and Kodama, K., (1973). Heterocyclic Azomethine Compounds and Their Reduction Products as Analytical Reagents. Bulletin of the Chemical Society of Japan, Volume:46, pp: 2421- 2424.
  • Narayanan, V.L. and Haugwitz, R.D., (1976). Pyridine Containing Isothiocyanobenzoxazoles. United State Patent, 3985755
  • Miyano S., Abe, A., (1970). Method for the Production of Pyridine Derivatives. United State Patent Office, 3,531,476
  • Friaza, G.G., Botello, A.F., Perez, J.M., Prieto, M.J., and Moreno, V., (2006). Synthesis and characterization of palladium(II) and platinum(II) complexes with Schiff bases derivatives of 2-pyridincarboxyaldehyde. Study of their interaction with DNA. J. of Inorganic Biochemistry, Volume:100, pp: 1368-1377.
  • Iovel, I., Golomba, L., Popelis, Y., Grinberga, S., Belyakov, S., and Lukevics, E., (2002). Synthesis of N-Pyridilmethylidene- 2-aminopyridines and Their Methyl- Substituted Derivatives in the Presence of Molecular Sieves. Chemistry of Heterocyclic Compounds, Volume:38, pp: 1210-1229.
  • Gonzales, R.M., Castolo, A.A., (2003). Molecular Structure of di-aryl-aldimines by Multinuclear Magnetic Resonane and X-ray Diffraction. J. of Molecular Structure, Volume:655, pp: 375-389.
  • Sinha, D., Tiwari, A.K., Singh, S., Shukla, G., Mishra, P., Chandra, H. and Mishra, A.K., (2008). Synthesis, Characterization and Biological Activity of Schiff Base Analogues of indole-3-carboxaldehyde. European J. of Medicinal Chemistry, Volume:43, pp:160-165.
Toplam 15 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Bölüm Fizik
Yazarlar

Fikret Büyükkaya Bu kişi benim

Şeniz Kaban Bu kişi benim

Yayımlanma Tarihi 1 Mayıs 2013
Yayımlandığı Sayı Yıl 2013 Cilt: 8 Sayı: 4

Kaynak Göster

APA Büyükkaya, F., & Kaban, Ş. (2013). PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m. Physical Sciences, 8(4), 32-40. https://doi.org/10.12739/NWSA.2013.8.4.3A0064
AMA Büyükkaya F, Kaban Ş. PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m. Physical Sciences. Mayıs 2013;8(4):32-40. doi:10.12739/NWSA.2013.8.4.3A0064
Chicago Büyükkaya, Fikret, ve Şeniz Kaban. “PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m”. Physical Sciences 8, sy. 4 (Mayıs 2013): 32-40. https://doi.org/10.12739/NWSA.2013.8.4.3A0064.
EndNote Büyükkaya F, Kaban Ş (01 Mayıs 2013) PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m. Physical Sciences 8 4 32–40.
IEEE F. Büyükkaya ve Ş. Kaban, “PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m”, Physical Sciences, c. 8, sy. 4, ss. 32–40, 2013, doi: 10.12739/NWSA.2013.8.4.3A0064.
ISNAD Büyükkaya, Fikret - Kaban, Şeniz. “PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m”. Physical Sciences 8/4 (Mayıs 2013), 32-40. https://doi.org/10.12739/NWSA.2013.8.4.3A0064.
JAMA Büyükkaya F, Kaban Ş. PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m. Physical Sciences. 2013;8:32–40.
MLA Büyükkaya, Fikret ve Şeniz Kaban. “PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m”. Physical Sciences, c. 8, sy. 4, 2013, ss. 32-40, doi:10.12739/NWSA.2013.8.4.3A0064.
Vancouver Büyükkaya F, Kaban Ş. PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m. Physical Sciences. 2013;8(4):32-40.