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Sülfonamit İçeren Maleamik Asit Türevi ile 2-Aminopiridinin Proton Transfer Tuzu ve Co(II) ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes

Year 2017, Volume: 13 Issue: 1, 211 - 225, 30.03.2017
https://doi.org/10.18466/cbayarfbe.302655

Abstract

Bu
çalışmada, ilk olarak 3-aminobenzensülfonilamit (abs) ile maleik anhidritin
(mal) tepkimesinden (E)-4-okso-4-(3-sülfamoyilfenil)amino)büt-2-enoik asit
(Hmabsmal)
bileşiği sentezlenmiştir. Daha sonra Hmabsmal
bileşiği ile 2-aminopiridinin (ap) proton transfer tuzu (1) hazırlanmıştır. Bu maddelerin değişik yöntemlerle Co(II) (2) ve Cu(II) (3 ve 4) geçiş metal
kompleksleri sentezlenmiştir. Proton transfer tuzunun yapısı elementel analiz,
1H-NMR,
13C-NMR
, FT-IR,
UV-Vis metotları ile aydınlatılmıştır. Amorf halde elde edilen geçiş metal
komplekslerinin yapıları ise elementel analiz,
ICP-OES, FT-IR,
UV-Vis, termal analiz, manyetik duyarlılık ve molar iletkenlik sonuçları
dikkate alınarak önerilmiştir. Ayrıca, sentezlenen maddelerin insan eritrosit hCA I ve hCA II izoenzimleri üzerindeki
inhibisyon etkilerini belirlemek üzere in
vitro
çalışmalar yapılmıştır. Yeni sentezlenen maddelerin izoenzimlerin
esteraz aktivitesini inhibe ettiği, hidrataz aktivitesini ise sadece 3 bileşiğinin inhibe ettiği tespit
edilmiştir. Bu maddelerin inhibisyon değerlerinin kontrol bileşiği asetazolamid
(AAZ) değerleri ile kıyaslanabilir büyüklükte olduğu tespit edilmiştir.



In this study,
firstly (E)-4-oxo-4-(3-sulfamoylphenylamino)but-2-enoic acid (Hmabsmal) has been synthesized from the
reaction between 3‑aminobenzenesulfonamide (abs) and maleic anhydride (mal) and
secondly, proton transfer salt has been prepared from 2-aminopyridine
(ap) and Hmabsmal. Transition metal complexes of
these
substances,
Co(II)
(2) and Cu(II) (3 and 4),
have been synthesized by different methods
. The structure
of proton transfer compounds have been proposed by using elemantal analysis, 1H-NMR,
13C-NMR, UV-Vis techniques. The structure of amorphous metal
complexes have been proposed by using elemantal analysis, ICP-OES, FT-IR,
UV-Vis, thermal analysis, magnetic susceptibility and molar conductivity
techniques. In addition, in vitro
studies have been performed to determine the inhibition effects of synthesized
compounds on human erythrocyte hCA I and hCA II isoenzymes. It has been
observed that synthesized compounds have affected esterase activities of hCA I
and hCA II. But only compound 3 has
inhibiton effect on the hydratase activities on the isozymes. Also the
inhibition values of these compounds are comparable with the inhibition values
of control compound acetazolamide (AAZ).


References

  • [1] Geary, W.J. The use of conductivity measurements in organic solvents for the characterisation of coordination compounds, Coordination Chemistry Reviews. 1971; 7(1), 81-122.
Year 2017, Volume: 13 Issue: 1, 211 - 225, 30.03.2017
https://doi.org/10.18466/cbayarfbe.302655

Abstract

References

  • [1] Geary, W.J. The use of conductivity measurements in organic solvents for the characterisation of coordination compounds, Coordination Chemistry Reviews. 1971; 7(1), 81-122.
There are 1 citations in total.

Details

Subjects Engineering
Journal Section Articles
Authors

Halil İlkimen This is me

Cengiz Yenikaya This is me

Metin Bülbül This is me

Gözde İmdat This is me

Publication Date March 30, 2017
Published in Issue Year 2017 Volume: 13 Issue: 1

Cite

APA İlkimen, H., Yenikaya, C., Bülbül, M., İmdat, G. (2017). Sülfonamit İçeren Maleamik Asit Türevi ile 2-Aminopiridinin Proton Transfer Tuzu ve Co(II) ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes. Celal Bayar University Journal of Science, 13(1), 211-225. https://doi.org/10.18466/cbayarfbe.302655
AMA İlkimen H, Yenikaya C, Bülbül M, İmdat G. Sülfonamit İçeren Maleamik Asit Türevi ile 2-Aminopiridinin Proton Transfer Tuzu ve Co(II) ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes. CBUJOS. March 2017;13(1):211-225. doi:10.18466/cbayarfbe.302655
Chicago İlkimen, Halil, Cengiz Yenikaya, Metin Bülbül, and Gözde İmdat. “Sülfonamit İçeren Maleamik Asit Türevi Ile 2-Aminopiridinin Proton Transfer Tuzu Ve Co(II) Ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu Ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-Aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes”. Celal Bayar University Journal of Science 13, no. 1 (March 2017): 211-25. https://doi.org/10.18466/cbayarfbe.302655.
EndNote İlkimen H, Yenikaya C, Bülbül M, İmdat G (March 1, 2017) Sülfonamit İçeren Maleamik Asit Türevi ile 2-Aminopiridinin Proton Transfer Tuzu ve Co(II) ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes. Celal Bayar University Journal of Science 13 1 211–225.
IEEE H. İlkimen, C. Yenikaya, M. Bülbül, and G. İmdat, “Sülfonamit İçeren Maleamik Asit Türevi ile 2-Aminopiridinin Proton Transfer Tuzu ve Co(II) ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes”, CBUJOS, vol. 13, no. 1, pp. 211–225, 2017, doi: 10.18466/cbayarfbe.302655.
ISNAD İlkimen, Halil et al. “Sülfonamit İçeren Maleamik Asit Türevi Ile 2-Aminopiridinin Proton Transfer Tuzu Ve Co(II) Ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu Ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-Aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes”. Celal Bayar University Journal of Science 13/1 (March 2017), 211-225. https://doi.org/10.18466/cbayarfbe.302655.
JAMA İlkimen H, Yenikaya C, Bülbül M, İmdat G. Sülfonamit İçeren Maleamik Asit Türevi ile 2-Aminopiridinin Proton Transfer Tuzu ve Co(II) ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes. CBUJOS. 2017;13:211–225.
MLA İlkimen, Halil et al. “Sülfonamit İçeren Maleamik Asit Türevi Ile 2-Aminopiridinin Proton Transfer Tuzu Ve Co(II) Ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu Ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-Aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes”. Celal Bayar University Journal of Science, vol. 13, no. 1, 2017, pp. 211-25, doi:10.18466/cbayarfbe.302655.
Vancouver İlkimen H, Yenikaya C, Bülbül M, İmdat G. Sülfonamit İçeren Maleamik Asit Türevi ile 2-Aminopiridinin Proton Transfer Tuzu ve Co(II) ve Cu(II) Komplekslerinin Sentezi, Karakterizasyonu ve Karbonik Anhidraz İzoenzimleri Üzerindeki İnhibisyon Özelliklerinin İncelenmesi Synthesis and Characterization of Proton Transfer Salt Between Maleamic Acid Derivative Including Sulfonamide Moiety and 2-aminopyridine and Preparation of Their Co(II) and Cu(II) Complexes and Investigation of Inhibition Properties on Carbonic Anhydrase Isoenzymes. CBUJOS. 2017;13(1):211-25.