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

Year 2013, Volume: 8 Issue: 4, 32 - 40, 01.05.2013

Abstract

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.

References

  • 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

Year 2013, Volume: 8 Issue: 4, 32 - 40, 01.05.2013

Abstract

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.

References

  • 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.
There are 15 citations in total.

Details

Primary Language Turkish
Journal Section Physics
Authors

Fikret Büyükkaya This is me

Şeniz Kaban This is me

Publication Date May 1, 2013
Published in Issue Year 2013 Volume: 8 Issue: 4

Cite

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. May 2013;8(4):32-40. doi:10.12739/NWSA.2013.8.4.3A0064
Chicago Büyükkaya, Fikret, and Şeniz Kaban. “PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m”. Physical Sciences 8, no. 4 (May 2013): 32-40. https://doi.org/10.12739/NWSA.2013.8.4.3A0064.
EndNote Büyükkaya F, Kaban Ş (May 1, 2013) PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m. Physical Sciences 8 4 32–40.
IEEE F. Büyükkaya and Ş. Kaban, “PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m”, Physical Sciences, vol. 8, no. 4, pp. 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 (May 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 and Şeniz Kaban. “PREPARATION OF SOME PYRIDYL-SUBSTITUTED SCHIFF BASES AND THEIR LABELLING WITH Tc-99m”. Physical Sciences, vol. 8, no. 4, 2013, pp. 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.