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C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I ve II) Üzerine Etkisi

Yıl 2021, Cilt: 21 Sayı: 5, 1038 - 1045, 31.10.2021
https://doi.org/10.35414/akufemubid.890389

Öz

Metabolik faaliyetlerin sorunsuz bir şekilde yerine getirilmesinde vitaminlerin önemi son derece büyüktür. Suda çözünen bir vitamin olan C vitamini, antioksidan özellik gösterir, nörotransmitasyonda ve kolajen sentezi gibi pek çok biyolojik süreçte rol alır. Karbonik anhidraz (CA) izoenzimleri ise elektrolit salınımı, pH dengesi, iyon taşınımı ve bunlarla ilişkili birçok süreçte rol alır. Çalışmamızda, C vitamininin, insan eritrositlerinden saflaştırılan hCA I ve hCA II üzerindeki inhibisyon etkileri in vitro olarak incelenmiştir. L-Askorbik asidin hCA I ve hCA II izoenzimlerini yarışmasız inhibisyon mekanizması üzerinden inhibe ettiği, Ki değerinin sırasıyla 96.8011.19 µM ve 120.4622.11 µM olduğu belirlenmiştir.

Destekleyen Kurum

Kütahya Dumlupınar Üniversitesi

Teşekkür

Çalışmalarımıza olan katkılarından dolayı Kütahya Dumlupınar Üniversitesi Bilimsel Araştırma Projeleri birimine teşekkür ederiz. Bu çalışma Yağmur HOŞGÖR'ün 2020 yılı öncesi tamamlanan yüksek lisans tezinden hazırlanmıştır.

Kaynakça

  • Aggarwal, M., Kondeti, B. and McKenna, R., 2013. Anticonvulsant/antiepileptic carbonic anhydrase inhibitors: a patent review. Expert Opinion on Therapeutic Patents, 23, 717–724.
  • Alım, Z., Kılınç, N., İşgör, M.M., Şengül, B. and Beydemir, Ş., 2015. Some anti-inflammatory agents inhibit esterase activities of human carbonic anhydrase isoforms I and II: an in vitro study. Chemical Biology and Drug Design, 86, 857–863.
  • Alkan Alkaya, Z., İlkimen, H., Yenikaya, C., Tunca, E., Bülbül, M., Tunç, T. and Sarı, M., 2018. Synthesis and characterization of Cu(II) complexes of 2-amino-6-sulfamoylbenzothiazole and their inhibition studies on carbonic anhydrase isoenzymes. Polyhedron, 151, 199–205.
  • Alterio V., Di Fiore, A., D’Ambrosio, K., Supuran, C.T. and De Simone, G., 2012. Multiple binding modes of inhibitors to carbonic anhydrases: How to design specific drugs targeting 15 different isoforms. Chemical Reviews, 112, 4421–4468.
  • Arabacı B., Gülçin, İ. and Alwasel, S., 2014. Capsaicin: A potent inhibitor of carbonic anhydrase isoenzymes. Molecules, 19, 10103–10114.
  • Balaydın, H.T., Şentürk, M., Göksu, S. and Menzek, A., Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols and their derivatives including natural products: Vidalol B. European Journal of Medicinal Chemistry, 54, 423–428.
  • Bradford, M.M., 1976. A rapid and sensitive method for quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Analytical Biochemistry, 72, 248–254.
  • Carradori, S., Mollica, A., De Monte, C., Granese, A. and Supuran, C.T., 2015. Nitric oxide donors and selective carbonic anhydrase inhibitors: A dual pharmacological approach for the treatment of glaucoma, cancer and osteoporosis. Molecules, 20, 5667–5679.
  • Carta, F. and Supuran, C.T., 2013. Diuretic with carbonic anhydrase inhibitory action: a patent and literature review (2005–2013). Expert Opinion on Therapeutic Patents, 23, 681–691.
  • D’Ambrosio, K., Carradori, S., Cesa, S., Angeli, A., Monti, S.M., Supuran, C.T., De Simone, G., 2020. Catechols: a new class of carbonic anhydrase inhibitors. Chemical Communications, 56, 13033–13036.
  • Frasseto, P., Parisotto, T.M., Peres, R.C.R., Marques, M.R., Line, S.R.P, Nobre dos Santos, M., 2012. Relationship among salivary carbonic anhydrase VI activity and flow rate, biofilm pH and caries in primary dentition. Caries Research, 46, 194–200.
  • Göçer, H., Aslan, A., Gülçin, İ. and Supuran, C.T., 2016. Spirobisnaphthalenes effectively inhibit carbonic anhydrase. Journal of Enzyme Inhibition and Medicinal Chemistry, 31, 503–507.
  • Henry, R.P. and Swenson, E.R., 2000. The distribution and physiological significance of carbonic anhydrase in vertebrate gas exchange organs. Respiration Physiology, 121, 1–12.
  • Henry, R.P., 1996. Multiple roles of carbonic anhydrase in cellular transport and metabolism. Annual Review of Physiology, 58, 523–538.
  • Innocenti, A., Vullo, D., Scozzafava, A. and Supuran, C.T., 2008. Carbonic anhydrase inhibitors: interacitons of phenols with the 12 catalytically active mammalian isoforms (CA I–XIV). Bioorganic and Medicinal Chemsitry Letters, 18, 1583–1587.
  • İlkimen, H., Yenikaya, C., Sarı, M., Bülbül, M., Tunca, E., Dal, H. and Baş, M., 2015. Synthesis and characterization of complexes of a novel proton transfer salt and their inhibition studies on carbonic anhydrase isoenzymes. Journal of Enzyme Inhibition and Medicinal Chemistry, 30, 195–203.
  • Kasımoğulları, R., Bülbül, M., Arslan, B.S. and Gökçe, B., 2010. Synthesis, characterization and antiglaucoma activity of some novel pyrazole derivatives of 5-amino-1,3,4-thiadiazole-2-sulfonamide. European Journal of Medicinal Chemistry, 45, 4769–4773.
  • Laemmli, U.K., 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature, 227, 680–685.
  • Lineweaver, H. and Burk, D., 1934. The determination of enzyme dissociation constants. Journal of the American Chemical Society, 56, 658–666.
  • Maren, T.H., 1960. A simplified micromethod for the determination of carbonic anhydrase and its inhibitors. Journal of Pharmacology and Experimental Therapeutics, 130, 26–29.
  • Marik, P.E., 2018. Hydrocortisone, Ascorbic Acid and Thiamine (HAT therapy) for the treatment of sepsis. Focus on ascorbic acid. Nutrients, 10, 1762.
  • Marik, P.E., 2020. Vitamin C: an essential “stres hormone” during sepsis. Journal of Thoracic Disease, 12, S84–S88.
  • Masini, E., Carta, F., Scozzafava, A. and Supuran, C.T., 2013. Antiglaucoma carbonic anhydrase inhibitors: a patent review. Expert Opinion on Therapeutic Patents, 23, 705–716.
  • Mert, S., Alım, Z., İşgör, M.M., Anıl B., Kasımoğulları, R. and Beydemir, Ş., 2019. Novel pyrazole-3,4-dicarboxamides bearing biologically active sulfonamide moiety as potential carbonic anhydrase inhibitors. Arabian Journal of Chemistry, 12, 2740–2748.
  • Moskowitz, A., Andersen, L.W., Huang, D.T., Berg, K.M., Grossestreuer, A.V., Marik, P.E., Sherwin, R.L., Hou, P.C., Becker, L.B., Cocchi, M.N., Doshi, P., Gong, J., Sen, A. and Donnino, M.W., 2018. Ascorbic acid, corticosteroids, and thiamine in sepsis: a review of the biologic rationale and the present state of clinical evaluation. Critical Care, 22, 283. Neri, D. and Supuran, C.T., 2011. Interfering with pH regulation in tumors as a therapeutic strategy. Nature Reviews Drug Discovery, 10, 767–777.
  • Ngo, B., Van Riper, J.M., Cantley, L.C. and Yun J., 2019. Targeting cancer vulnerabilities with high–dose vitamin C. Nature Reviews Cancer, 19, 271–282.
  • Nocentini, A. and Supuran, C.T., 2018. Carbonic anhydrase inhibitors as antitumor/antimetastatic agents: a patent review (2008–2018). Expert Opinion on Therapeutic Patents, 28, 729–740.
  • Padayatty, S.J. and Levine, M., 2016. Vitamin C: the known and the unknown and Goldilocks. Oral Diseases, 22, 463–493.
  • Rickli, E.E., Ghazanfar, S.A., Gibbons, B.H. and Edsall, J.T., 1964. Carbonic anhydrases from human erythrocytes. Preparation and properties of two enzymes. Journal of Biological Chemistry, 239, 1065–1078.
  • Scozzafava, A., Supuran, C.T. and Carta, F., 2013. Antiobesity carbonic anhydrase inhibitors: a literature and patent review. Expert Opinion on Therapeutic Patents, 23, 725–735.
  • Sluch, I.M., Elliott, M.S., Dvorak, J., Ding, K. and Farris, B.K., 2017. Acetazolamide: A new treatment for visual vertigo. Neuro–Ophthalmology, 41, 315–320. Supuran, C.T., 2008. Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nature Reviews Drug Discovery, 7, 168–181.
  • Supuran, C.T., 2016. Structure and function of carbonic anhydrase. Biochemical Journal, 473, 2023–2032.
  • Tunca, E., Bülbül, M., İlkimen, H., Saygılı Canlıdinç, R. and Yenikaya, C., 2020. Investigation of the effects of the proton transfer salts of 2-aminopyridine derivatives with 5-sulfosalicylic and their Cu(II) complexes on cancer–related carbonic anhydrases: CA IX and CA XII. Chemical Papers, 74, 2365–2374.
  • Verpoorte, J.A., Mehta, S. and Edsall, J.T., 1967. Esterase activities of human carbonic anhydrases B and C. Journal of Biological Chemistry, 242, 4221–4229.
  • Wilbur, K.M. and Anderson, N.G., 1948. Electrometric and colorimetric determination of carbonic anhydrase. Journal of Biological Chemistry, 176, 147–154.
  • Yenikaya, C., İlkimen, H., Demirel, M.M., Ceyhan, B., Bülbül, M. and Tunca, E., 2016. Preparation of two maleic acid sulfonamide salts and their copper(II) complexes and antiglaucoma activity studies. Journal of the Brazilian Chemical Society, 27, 1706–1714.

The Effect of Vitamin C on Carbonic Anhydrase Isoenzymes (hCA I and II)

Yıl 2021, Cilt: 21 Sayı: 5, 1038 - 1045, 31.10.2021
https://doi.org/10.35414/akufemubid.890389

Öz

Vitamins play an extremely important role in the smooth functioning of metabolic activities. Vitamin C, which is one of the water-soluble vitamins, has antioxidant properties and plays a role in many biological processes such as neurotransmission and collagen synthesis. Carbonic anhydrase (CA) enzymes play a role in electrolyte release, pH balance, ion transport and many related processes. In our study, the inhibition effects of vitamin C, on hCA I and hCA II purified from human erythrocytes were investigated as in vitro. It was determined that L-Ascorbic acid inhibits hCA I and hCA II isoenzymes through its non-competitive inhibition mechanism, and its Ki value was 96.8011.19 µM and 120.4622.11 µM, respectively.

Kaynakça

  • Aggarwal, M., Kondeti, B. and McKenna, R., 2013. Anticonvulsant/antiepileptic carbonic anhydrase inhibitors: a patent review. Expert Opinion on Therapeutic Patents, 23, 717–724.
  • Alım, Z., Kılınç, N., İşgör, M.M., Şengül, B. and Beydemir, Ş., 2015. Some anti-inflammatory agents inhibit esterase activities of human carbonic anhydrase isoforms I and II: an in vitro study. Chemical Biology and Drug Design, 86, 857–863.
  • Alkan Alkaya, Z., İlkimen, H., Yenikaya, C., Tunca, E., Bülbül, M., Tunç, T. and Sarı, M., 2018. Synthesis and characterization of Cu(II) complexes of 2-amino-6-sulfamoylbenzothiazole and their inhibition studies on carbonic anhydrase isoenzymes. Polyhedron, 151, 199–205.
  • Alterio V., Di Fiore, A., D’Ambrosio, K., Supuran, C.T. and De Simone, G., 2012. Multiple binding modes of inhibitors to carbonic anhydrases: How to design specific drugs targeting 15 different isoforms. Chemical Reviews, 112, 4421–4468.
  • Arabacı B., Gülçin, İ. and Alwasel, S., 2014. Capsaicin: A potent inhibitor of carbonic anhydrase isoenzymes. Molecules, 19, 10103–10114.
  • Balaydın, H.T., Şentürk, M., Göksu, S. and Menzek, A., Synthesis and carbonic anhydrase inhibitory properties of novel bromophenols and their derivatives including natural products: Vidalol B. European Journal of Medicinal Chemistry, 54, 423–428.
  • Bradford, M.M., 1976. A rapid and sensitive method for quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Analytical Biochemistry, 72, 248–254.
  • Carradori, S., Mollica, A., De Monte, C., Granese, A. and Supuran, C.T., 2015. Nitric oxide donors and selective carbonic anhydrase inhibitors: A dual pharmacological approach for the treatment of glaucoma, cancer and osteoporosis. Molecules, 20, 5667–5679.
  • Carta, F. and Supuran, C.T., 2013. Diuretic with carbonic anhydrase inhibitory action: a patent and literature review (2005–2013). Expert Opinion on Therapeutic Patents, 23, 681–691.
  • D’Ambrosio, K., Carradori, S., Cesa, S., Angeli, A., Monti, S.M., Supuran, C.T., De Simone, G., 2020. Catechols: a new class of carbonic anhydrase inhibitors. Chemical Communications, 56, 13033–13036.
  • Frasseto, P., Parisotto, T.M., Peres, R.C.R., Marques, M.R., Line, S.R.P, Nobre dos Santos, M., 2012. Relationship among salivary carbonic anhydrase VI activity and flow rate, biofilm pH and caries in primary dentition. Caries Research, 46, 194–200.
  • Göçer, H., Aslan, A., Gülçin, İ. and Supuran, C.T., 2016. Spirobisnaphthalenes effectively inhibit carbonic anhydrase. Journal of Enzyme Inhibition and Medicinal Chemistry, 31, 503–507.
  • Henry, R.P. and Swenson, E.R., 2000. The distribution and physiological significance of carbonic anhydrase in vertebrate gas exchange organs. Respiration Physiology, 121, 1–12.
  • Henry, R.P., 1996. Multiple roles of carbonic anhydrase in cellular transport and metabolism. Annual Review of Physiology, 58, 523–538.
  • Innocenti, A., Vullo, D., Scozzafava, A. and Supuran, C.T., 2008. Carbonic anhydrase inhibitors: interacitons of phenols with the 12 catalytically active mammalian isoforms (CA I–XIV). Bioorganic and Medicinal Chemsitry Letters, 18, 1583–1587.
  • İlkimen, H., Yenikaya, C., Sarı, M., Bülbül, M., Tunca, E., Dal, H. and Baş, M., 2015. Synthesis and characterization of complexes of a novel proton transfer salt and their inhibition studies on carbonic anhydrase isoenzymes. Journal of Enzyme Inhibition and Medicinal Chemistry, 30, 195–203.
  • Kasımoğulları, R., Bülbül, M., Arslan, B.S. and Gökçe, B., 2010. Synthesis, characterization and antiglaucoma activity of some novel pyrazole derivatives of 5-amino-1,3,4-thiadiazole-2-sulfonamide. European Journal of Medicinal Chemistry, 45, 4769–4773.
  • Laemmli, U.K., 1970. Cleavage of structural proteins during the assembly of the head of bacteriophage T4. Nature, 227, 680–685.
  • Lineweaver, H. and Burk, D., 1934. The determination of enzyme dissociation constants. Journal of the American Chemical Society, 56, 658–666.
  • Maren, T.H., 1960. A simplified micromethod for the determination of carbonic anhydrase and its inhibitors. Journal of Pharmacology and Experimental Therapeutics, 130, 26–29.
  • Marik, P.E., 2018. Hydrocortisone, Ascorbic Acid and Thiamine (HAT therapy) for the treatment of sepsis. Focus on ascorbic acid. Nutrients, 10, 1762.
  • Marik, P.E., 2020. Vitamin C: an essential “stres hormone” during sepsis. Journal of Thoracic Disease, 12, S84–S88.
  • Masini, E., Carta, F., Scozzafava, A. and Supuran, C.T., 2013. Antiglaucoma carbonic anhydrase inhibitors: a patent review. Expert Opinion on Therapeutic Patents, 23, 705–716.
  • Mert, S., Alım, Z., İşgör, M.M., Anıl B., Kasımoğulları, R. and Beydemir, Ş., 2019. Novel pyrazole-3,4-dicarboxamides bearing biologically active sulfonamide moiety as potential carbonic anhydrase inhibitors. Arabian Journal of Chemistry, 12, 2740–2748.
  • Moskowitz, A., Andersen, L.W., Huang, D.T., Berg, K.M., Grossestreuer, A.V., Marik, P.E., Sherwin, R.L., Hou, P.C., Becker, L.B., Cocchi, M.N., Doshi, P., Gong, J., Sen, A. and Donnino, M.W., 2018. Ascorbic acid, corticosteroids, and thiamine in sepsis: a review of the biologic rationale and the present state of clinical evaluation. Critical Care, 22, 283. Neri, D. and Supuran, C.T., 2011. Interfering with pH regulation in tumors as a therapeutic strategy. Nature Reviews Drug Discovery, 10, 767–777.
  • Ngo, B., Van Riper, J.M., Cantley, L.C. and Yun J., 2019. Targeting cancer vulnerabilities with high–dose vitamin C. Nature Reviews Cancer, 19, 271–282.
  • Nocentini, A. and Supuran, C.T., 2018. Carbonic anhydrase inhibitors as antitumor/antimetastatic agents: a patent review (2008–2018). Expert Opinion on Therapeutic Patents, 28, 729–740.
  • Padayatty, S.J. and Levine, M., 2016. Vitamin C: the known and the unknown and Goldilocks. Oral Diseases, 22, 463–493.
  • Rickli, E.E., Ghazanfar, S.A., Gibbons, B.H. and Edsall, J.T., 1964. Carbonic anhydrases from human erythrocytes. Preparation and properties of two enzymes. Journal of Biological Chemistry, 239, 1065–1078.
  • Scozzafava, A., Supuran, C.T. and Carta, F., 2013. Antiobesity carbonic anhydrase inhibitors: a literature and patent review. Expert Opinion on Therapeutic Patents, 23, 725–735.
  • Sluch, I.M., Elliott, M.S., Dvorak, J., Ding, K. and Farris, B.K., 2017. Acetazolamide: A new treatment for visual vertigo. Neuro–Ophthalmology, 41, 315–320. Supuran, C.T., 2008. Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nature Reviews Drug Discovery, 7, 168–181.
  • Supuran, C.T., 2016. Structure and function of carbonic anhydrase. Biochemical Journal, 473, 2023–2032.
  • Tunca, E., Bülbül, M., İlkimen, H., Saygılı Canlıdinç, R. and Yenikaya, C., 2020. Investigation of the effects of the proton transfer salts of 2-aminopyridine derivatives with 5-sulfosalicylic and their Cu(II) complexes on cancer–related carbonic anhydrases: CA IX and CA XII. Chemical Papers, 74, 2365–2374.
  • Verpoorte, J.A., Mehta, S. and Edsall, J.T., 1967. Esterase activities of human carbonic anhydrases B and C. Journal of Biological Chemistry, 242, 4221–4229.
  • Wilbur, K.M. and Anderson, N.G., 1948. Electrometric and colorimetric determination of carbonic anhydrase. Journal of Biological Chemistry, 176, 147–154.
  • Yenikaya, C., İlkimen, H., Demirel, M.M., Ceyhan, B., Bülbül, M. and Tunca, E., 2016. Preparation of two maleic acid sulfonamide salts and their copper(II) complexes and antiglaucoma activity studies. Journal of the Brazilian Chemical Society, 27, 1706–1714.
Toplam 36 adet kaynakça vardır.

Ayrıntılar

Birincil Dil Türkçe
Konular Mühendislik
Bölüm Makaleler
Yazarlar

Yağmur Hoşgör Bu kişi benim 0000-0002-8396-4272

Ekrem Tunca 0000-0001-7556-8379

Metin Bülbül 0000-0002-4722-447X

Yayımlanma Tarihi 31 Ekim 2021
Gönderilme Tarihi 3 Mart 2021
Yayımlandığı Sayı Yıl 2021 Cilt: 21 Sayı: 5

Kaynak Göster

APA Hoşgör, Y., Tunca, E., & Bülbül, M. (2021). C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I ve II) Üzerine Etkisi. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, 21(5), 1038-1045. https://doi.org/10.35414/akufemubid.890389
AMA Hoşgör Y, Tunca E, Bülbül M. C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I ve II) Üzerine Etkisi. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. Ekim 2021;21(5):1038-1045. doi:10.35414/akufemubid.890389
Chicago Hoşgör, Yağmur, Ekrem Tunca, ve Metin Bülbül. “C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I Ve II) Üzerine Etkisi”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 21, sy. 5 (Ekim 2021): 1038-45. https://doi.org/10.35414/akufemubid.890389.
EndNote Hoşgör Y, Tunca E, Bülbül M (01 Ekim 2021) C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I ve II) Üzerine Etkisi. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 21 5 1038–1045.
IEEE Y. Hoşgör, E. Tunca, ve M. Bülbül, “C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I ve II) Üzerine Etkisi”, Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, c. 21, sy. 5, ss. 1038–1045, 2021, doi: 10.35414/akufemubid.890389.
ISNAD Hoşgör, Yağmur vd. “C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I Ve II) Üzerine Etkisi”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi 21/5 (Ekim 2021), 1038-1045. https://doi.org/10.35414/akufemubid.890389.
JAMA Hoşgör Y, Tunca E, Bülbül M. C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I ve II) Üzerine Etkisi. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2021;21:1038–1045.
MLA Hoşgör, Yağmur vd. “C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I Ve II) Üzerine Etkisi”. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi, c. 21, sy. 5, 2021, ss. 1038-45, doi:10.35414/akufemubid.890389.
Vancouver Hoşgör Y, Tunca E, Bülbül M. C Vitamininin Karbonik Anhidraz İzoenzimleri (hCA I ve II) Üzerine Etkisi. Afyon Kocatepe Üniversitesi Fen Ve Mühendislik Bilimleri Dergisi. 2021;21(5):1038-45.