Research Article
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In vitro antioxidant activity and carbonic anhydrase inhibitory features of Ferula communis extracts

Year 2021, Volume: 5 Issue: 4, 592 - 598, 15.12.2021
https://doi.org/10.31015/jaefs.2021.4.19

Abstract

Carbonic anhydrases (CAs; EC 4.2.1.1) are essential family of metalloenzymes which catalyze the interconversion between carbon dioxide (CO2) and bicarbonate (HCO3-) in all organisms of three-domains of life. Huge amounts of attempts related to catalytic activity of CAs have been widely expanded to treat many clinical diseases. This study aimed to determine in-vitro antioxidant activities and human CA I (hCA I) and II (hCA II) inhibitory properties of Ferula communis extracts. Among all extracts of F. communis, the hexane extract has showed the best inhibitory profile on hCA I and II with IC50 values 8.68 µg/mL and 28 µg/mL and Ki values 2.026 µg/mL and 11.6 µg/mL, respectively. All extracts showed mild to moderate antioxidant activity. According to the results of DPPH assay, ethanol-water extract showed the highest activity with IC50: 0.1128±0.0066 value. Chloroform extract showed the highest activity on CUPRAC assay with the value of 1.305±0.037 mM Trolox equivalent/mg extract. However, further analytical, in-vivo and clinical studies are needed to confirm the activities of F. communis.

Supporting Institution

TÜBİTAK and Scientific Research Project Fund of the University of Health Sciences Turkey

Project Number

TUBITAK 2209-A University Students Research Projects Support Program for Zeynep Aleyna KAHRAMAN and Scientific Research Project Fund of the University of Health Sciences Turkey under project number 2018/011.

Thanks

We also would like to thank our collaborator, Assoc. Prof. Dr. Turgut TAŞKIN, for his excellent recommendations.

References

  • Abdel-Aziz, A. A.-M., El-Azab, A. S., Ceruso, M., Supuran, C. T. (2014). Carbonic anhydrase inhibitory activity of sulfonamides and carboxylic acids incorporating cyclic imide scaffolds. Bioorganic & Medicinal Chemistry Letters, 24(22), 5185-5189. Doi: https://doi.org/10.1016/j.bmcl.2014.09.076
  • Aggarwal, M., Boone, C. D., Kondeti, B., McKenna, R. (2013). Structural annotation of human carbonic anhydrases. Journal of Enzyme Inhibition and Medicinal Chemistry, 28(2), 267-277. Doi: https://doi.org/10.3109/14756366.2012.737323
  • Ağgül, A., Kuzu, M., Kandemir, F., Küçükler, S., Çağlayan, C. (2020). Alterations in enzyme activity of carbonic anhydrase, 6-phosphogluconate dehydrogenase and thioredoxin reductase in rats exposed to doxorubicin and morin. Clinical and Experimental Health Sciences, 10(3), 228-234. Retrieved from https://dergipark.org.tr/en/pub/clinexphealthsci/issue/56955/632320
  • Ahmad, S., Hassan, A., Rehman, T., Basit, A., Tahir, A., Adeel Arshad, M. (2019). In vitro bioactivity of extracts from seeds of Cassia absus l. growing in Pakistan. Journal of Herbal Medicine, 100258. Doi: https://doi.org/10.1016/j.hermed.2019.100258
  • Akaberi, M., Iranshahy, M., Iranshahi, M. (2015). Review of the traditional uses, phytochemistry, pharmacology and toxicology of giant fennel (Ferula communis L. subsp. communis). Iranian Journal of Basic Medical Sciences, 18(11), 1050-1062. Retrieved from https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4764105/
  • Akbaba, Y., Balaydın, H. T., Menzek, A., Göksu, S., Şahin, E., Ekinci, D. (2013). Synthesis and Biological Evaluation of Novel Bromophenol Derivatives as Carbonic Anhydrase Inhibitors. Archiv Der Pharmazie, 346(6), 447-454. Doi: https://doi.org/10.1002/ardp.201300054
  • Akkemik, E., Aybek, A., Felek, I. (2019). Effects of cefan melon (Cucumıs melo l.) seed extracts on human erythrocyte carbonic anhydrase I-II enzymes, Applied Ecology and Environmental Research, 17(6), 14699-14713. Doi: https://doi.org/10.15666/aeer/1706_1469914713
  • Almajan, G. L., Barbuceanu, S.-F., innocenti, A., Scozzafava, A., Supuran, C. T. (2008). Carbonic anhydrase inhibitors. Inhibition of the cytosolic and tumor-associated carbonic anhydrase isozymes I, II and IX with some 1,3,4-oxadiazole- and 1,2,4-triazole-thiols. Journal of Enzyme Inhibition and Medicinal Chemistry, 23(1), 101-07. Doi: https://doi.org/10.1080/14756360701342417
  • Amir Aslani, B., Ghobadi, S. (2016). Studies on oxidants and antioxidants with a brief glance at their relevance to the immune system. Life Sciences, 146, 163-173. Doi: https://doi.org/10.1016/j.lfs.2016.01.014
  • Arnoldi, L., Ballero, M., Fuzzati, N., Maxia, A., Mercalli, E., Pagni, L. (2004). HPLC-DAD-MS identification of bioactive secondary metabolites from Ferula communis roots. Fitoterapia, 75(3-4), 342-354. Doi: https://doi.org/10.1016/j.fitote.2004.03.001
  • Arslan, T., Türkoğlu, E. A., Şentürk, M., Supuran, C. T. (2016). Synthesis and carbonic anhydrase inhibitory properties of novel chalcone substituted benzenesulfonamides. Bioorganic & Medicinal Chemistry Letters, 26(24), 5867-5870. Doi: https://doi.org/10.1016/j.bmcl.2016.11.017
  • Balaydın, H. T., Şentürk, M., Göksu, S., Menzek, A. (2012). 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. Doi: https://doi.org/10.1016/j.ejmech.2012.05.025
  • Balaydin, H. T., Durdaği, S., Ekinci, D., Şentürk, M., Göksu, S., Menzek, A. (2012). Inhibition of human carbonic anhydrase isozymes I, II and VI with a series of bisphenol, methoxy and bromophenol compounds. Journal of Enzyme Inhibition and Medicinal Chemistry, 27(4), 467-475. Doi: https://doi.org/10.3109/14756366.2011.596836
  • Carta, F., Ferraroni, M., Scozzafava, A., Supuran, C. T. (2016). Fluorescent sulfonamide carbonic anhydrase inhibitors incorporating 1,2,3-triazole moieties: Kinetic and X-ray crystallographic studies. Bioorganic & Medicinal Chemistry, 24(2), 104-112. Doi: https://doi.org/10.1016/j.bmc.2015.11.031
  • Ceruso, M., Antel, S., Vullo, D., Scozzafava, A., Supuran, C. T. (2014). Inhibition studies of new ureido-substituted sulfonamides incorporating a GABA moiety against human carbonic anhydrase isoforms I-XIV. Bioorganic & Medicinal Chemistry, 22(24), 6768-6775. Doi: https://doi.org/10.1016/j.bmc.2014.10.041
  • Ceylan, S., Cetin, S., Camadan, Y., Saral, O., Ozsen, O., Tutus, A. (2019). Antibacterial and antioxidant activities of traditional medicinal plants from the Erzurum region of Turkey. Irish Journal of Medical Science, 188(4), 1303-1309. Doi: https://doi.org/10.1007/s11845-019-01993-x
  • Çetinkaya, Y., Göçer, H., Gülçin, İ., Menzek, A. (2014). Synthesis and carbonic anhydrase isoenzymes ınhibitory effects of brominated diphenylmethanone and ıts derivatives. Archiv Der Pharmazie, 347(5), 354-359. Doi: https://doi.org/10.1002/ardp.201300349
  • De Simone, G., Supuran, C. T. (2012). (In)organic anions as carbonic anhydrase inhibitors. Journal of Inorganic Biochemistry, 111, 117-129. Doi: https://doi.org/10.1016/j.jinorgbio.2011.11.017
  • Ekinci, D., Çavdar, H., Talaz, O., Şentürk, M., Supuran, C. T. (2010). NO-releasing esters show carbonic anhydrase inhibitory action against human isoforms I and II. Bioorganic & Medicinal Chemistry, 18(10), 3559-3563. Doi: https://doi.org/10.1016/j.bmc.2010.03.082
  • Fu, W., Chen, J., Cai, Y., Lei, Y., Chen, L., Pei, L., Zhou, D., Liang, X., Ruan, J. (2010). Antioxidant, free radical scavenging, anti-inflammatory and hepatoprotective potential of the extract from Parathelypteris nipponica (Franch. et Sav.) Ching. Journal of Ethnopharmacology, 130(3), 521–528. Doi: https://doi.org/10.1016/j.jep.2010.05.039
  • Gençer, N., Bilen, Ç., Demir, D., Atahan, A., Ceylan, M., Küçükislamoğlu, M. (2013). In vitro inhibition effect of some chalcones on erythrocyte carbonic anhydrase I and II. Artificial Cells, Nanomedicine, and Biotechnology, 41(6), 384-388. Doi: https://doi.org/10.3109/21691401.2012.761226 Güney, M., Çavdar, H., Şentürk, M., Ekinci, D. (2015). Synthesis and carbonic anhydrase inhibitory properties of novel uracil derivatives. Bioorganic & Medicinal Chemistry Letters, 25(16), 3261-3263. Doi: https://doi.org/10.1016/j.bmcl.2015.05.073
  • Iranshahi, M., Rezaee, R., Najaf Najafi, M., Haghbin, A., Kasaian, J. (2018). Cytotoxic activity of the genus Ferula (Apiaceae) and its bioactive constituents. Avicenna Journal of Phytomedicine, 8(4), 296-312. Retrieved from https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204145/
  • Kähkönen, M. P., Hopia, A. I., Vuorela, H. J., Rauha, J.-P., Pihlaja, K., Kujala, T. S., Heinonen, M. (1999). Antioxidant Activity of Plant Extracts Containing Phenolic Compounds. Journal of Agricultural and Food Chemistry, 47(10), 3954-3962. Doi: https://doi.org/10.1021/jf990146l
  • Karataş, M. O., Alici, B., Çakir, Ü., Çetinkaya, E., Demir, D., Ergün, A., Gençer, N., Arslan, O. (2014). New coumarin derivatives as carbonic anhydrase inhibitors. Artificial Cells, Nanomedicine, and Biotechnology, 42(3), 192-198. Doi: https://doi.org/10.3109/21691401.2013.794352
  • Kaya, E., Erğun, B., Demir, Y., Alım, Z., Beydemir, Ş. (2019). The in vitro impacts of some plant extracts on carbonic anhydrase I, II and paraoxonase-1. Hacettepe Journal of Biology and Chemistry, 47(1), 51-59. Retrieved from https://dergipark.org.tr/en/pub/hjbc/issue/43015/553934
  • Korkmaz, N., Obaidi, O. A., Senturk, M., Astley, D., Ekinci, D., Supuran, C. T. (2015). Synthesis and biological activity of novel thiourea derivatives as carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 30(1), 75-80. Doi: https://doi.org/10.3109/14756366.2013.879656
  • Kuzu, M., Aslan, A., Ahmed, I., Comakli, V., Demirdag, R., Uzun, N. (2016). Purification of glucose-6-phosphate dehydrogenase and glutathione reductase enzymes from the gill tissue of Lake Van fish and analyzing the effects of some chalcone derivatives on enzyme activities. Fish Physiology and Biochemistry, 42(2), 483-491. Doi: https://doi.org/10.1007/s10695-015-0153-7
  • Kuzu, M., Çomaklı, V., Akkemik, E., Çiftci, M., Küfrevioğlu, Ö. İ. (2018). Inhibitory properties of some heavy metals on carbonic anhydrase I and II isozymes activities purified from Van Lake fish (Chalcalburnus tarichi) gill. Fish Physiology and Biochemistry, 44(4), 1119-1125. Doi: https://doi.org/10.1007/s10695-018-0499-8
  • Le Darz, A., Mingot, A., Bouazza, F., Castelli, U., Karam, O., Tanc, M., Supuran, C. T., Thibaudeau, S. (2015). Fluorinated pyrrolidines and piperidines incorporating tertiary benzenesulfonamide moieties are selective carbonic anhydrase II inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 30(5), 737-745. Doi: https://doi.org/10.3109/14756366.2014.963072
  • Maślanka, T. (2015). A review of the pharmacology of carbonic anhydrase inhibitors for the treatment of glaucoma in dogs and cats. The Veterinary Journal, 203(3), 278-284. Doi: https://doi.org/10.1016/j.tvjl.2014.12.017
  • Mert, S., Alım, Z., İşgör, M. M., Beydemir, Ş., Kasımoğulları, R. (2016). The synthesis of novel pyrazole-3,4-dicarboxamides bearing 5-amino-1,3,4-thiadiazole-2-sulfonamide moiety with effective inhibitory activity against the isoforms of human cytosolic carbonic anhydrase I and II. Bioorganic Chemistry, 68, 64-71. Doi: https://doi.org/10.1016/j.bioorg.2016.07.006
  • Mete, E., Comez, B., Inci Gul, H., Gulcin, I., Supuran, C. T. (2016). Synthesis and carbonic anhydrase inhibitory activities of new thienyl-substituted pyrazoline benzenesulfonamides. Journal of Enzyme Inhibition and Medicinal Chemistry, 31, 1-5. Doi: https://doi.org/10.1080/14756366.2016.1181627
  • Nagao, C., Nagano, N., Mizuguchi, K. (2014). Prediction of detailed enzyme functions and identification of specificity determining residues by random forests. PLoS ONE, 9(1), e84623. Doi: https://doi.org/10.1371/journal.pone.0084623
  • Nar, M., Çetinkaya, Y., Gülçin, İ., Menzek, A. (2013). (3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and its derivatives as carbonic anhydrase isoenzymes inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 28(2), 402-406. Doi: https://doi.org/10.3109/14756366.2012.670807
  • Nguir, A., Mabrouk, H., Douki, W., Ben Ismail, M., Ben Jannet, H., Flamini, G., Hamza, M. A. (2016). Chemical composition and bioactivities of the essential oil from different organs of Ferula communis L. growing in Tunisia. Medicinal Chemistry Research, 25(3), 515-525. Doi: https://doi.org/10.1007/s00044-016-1506-1
  • Nocentini, A., Vullo, D., Bartolucci, G., Supuran, C. T. (2016). N-Nitrosulfonamides: A new chemotype for carbonic anhydrase inhibition. Bioorganic & Medicinal Chemistry, 24(16), 3612-3617. Doi: https://doi.org/10.1016/j.bmc.2016.05.072
  • Orhan, F., Şentürk, M., Supuran, C. T. (2016). Interaction of anions with a newly characterized alpha carbonic anhydrase from Halomonas sp. Journal of Enzyme Inhibition and Medicinal Chemistry, 31(6), 1119-1123. Doi: https://doi.org/10.3109/14756366.2015.1100177
  • Ozensoy Guler, O., Capasso, C., Supuran, C. T. (2016). A magnificent enzyme superfamily: carbonic anhydrases, their purification and characterization. Journal of Enzyme Inhibition and Medicinal Chemistry, 1-6. Doi: https://doi.org/10.3109/14756366.2015.1059333
  • Ozensoy Guler, O., Supuran, C. T., Capasso, C. (2020). Carbonic anhydrase IX as a novel candidate in liquid biopsy. Journal of Enzyme Inhibition and Medicinal Chemistry, 35(1), 255-260. Doi: https://doi.org/10.1080/14756366.2019.1697251
  • Pernin, A., Dubois-Brissonnet, F., Roux, S., Masson, M., Bosc, V., Maillard, M. N. (2018). Phenolic compounds can delay the oxidation of polyunsaturated fatty acids and the growth of Listeria monocytogenes: structure-activity relationships. Journal of the Science of Food and Agriculture,98(14), 5401-5408. Doi: https://doi.org/10.1002/jsfa.9082
  • Rahali, F. Z., Kefi, S., Bettaieb Rebey, I., Hamdaoui, G., Tabart, J., Kevers, C., Franck, T., Mouithys-Mickalad, A., Hamrouni Sellami, I. (2018). Phytochemical composition and antioxidant activities of different aerial parts extracts of Ferula communis L. Plant Biosystems-An International Journal Dealing with All Aspects of Plant Biology, 1–9. Doi: https://doi.org/10.1080/11263504.2018.1461696
  • Salehi, M., Naghavi, M. R., Bahmankar, M. (2019). A review of Ferula species: Biochemical characteristics, pharmaceutical and industrial applications, and suggestions for biotechnologists. Industrial Crops and Products, 139, 111511. Doi: https://doi.org/10.1016/j.indcrop.2019.111511
  • Scozzafava, A., Mastrolorenzo, A., Supuran, C. T. (2004). Modulation of carbonic anhydrase activity and its applications in therapy. Expert Opinion on Therapeutic Patents, 14(5), 667-702. Doi: https://doi.org/10.1517/13543776.14.5.667
  • Supuran, C. T. (2008). Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nature Reviews Drug Discovery, 7(2), 168-181. Doi: https://doi.org/10.1038/nrd2467
  • Taski̇n, T., Levent, M., Sahi̇n, T. (2019). Investigation of the effects of biological activity and steeping time of four different black teas commercially valuable in Turkey. Clinical and Experimental Health Sciences, 9 (4), 283-287. Doi: https://doi.org/10.33808/clinexphealthsci.516099
  • Taslimi, P., Gülçin, İ., Öztaşkın, N., Çetinkaya, Y., Göksu, S., Alwasel, S. H., Supuran, C. T. (2016). The effects of some bromophenols on human carbonic anhydrase isoenzymes. Journal of Enzyme Inhibition and Medicinal Chemistry, 31(4), 603-607. Doi: https://doi.org/10.3109/14756366.2015.1054820
  • Taşkın, D., Taşkın, T., Rayaman, E. (2018). Phenolic composition and biological properties of Achillea nobilis L. subsp. neilreichii (Kerner) Formanek. Industrial Crops and Products, 111, 555-562. Doi: https://doi.org/10.1016/j.indcrop.2017.11.022
  • Türkoğlu, E. A., Şentürk, M., Supuran, C. T., Ekinci, D. (2017). Carbonic anhydrase inhibitory properties of some uracil derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry, 32(1), 74-77. Doi: https://doi.org/10.1080/14756366.2016.1235043
  • Ucar, A., Findik, M., Kuzu, M., Pehlivanoglu, S., Sayin, U., Sayin, Z., Akgemci, E. G. (2020). Cytotoxic effects, microbiological analysis and inhibitory properties on carbonic anhydrase isozyme activities of 2-hydroxy-5-methoxyacetophenone thiosemicarbazone and its Cu(II), Co(II), Zn(II) and Mn(II) complexes. Research on Chemical Intermediates, 47, 533-550. Doi: https://doi.org/10.1007/s11164-020-04284-8
  • Uygun, M., Karagözler, A. A., Denizli, A. (2014). Molecularly imprinted cryogels for carbonic anhydrase purification from bovine erythrocyte. Artificial Cells, Nanomedicine, and Biotechnology, 42(2), 128-137. Doi: https://doi.org/10.3109/21691401.2013.864663
  • Verpoorte, J.A., Mehta, S., Edsall, J.T., (1967). Esterase activities of human carbonic anhydrases B and C. Journal of Biological Chemistry, 242; 4221-4229. Doi: https://doi.org/10.1016/S0021-9258(18)95800-X
Year 2021, Volume: 5 Issue: 4, 592 - 598, 15.12.2021
https://doi.org/10.31015/jaefs.2021.4.19

Abstract

Project Number

TUBITAK 2209-A University Students Research Projects Support Program for Zeynep Aleyna KAHRAMAN and Scientific Research Project Fund of the University of Health Sciences Turkey under project number 2018/011.

References

  • Abdel-Aziz, A. A.-M., El-Azab, A. S., Ceruso, M., Supuran, C. T. (2014). Carbonic anhydrase inhibitory activity of sulfonamides and carboxylic acids incorporating cyclic imide scaffolds. Bioorganic & Medicinal Chemistry Letters, 24(22), 5185-5189. Doi: https://doi.org/10.1016/j.bmcl.2014.09.076
  • Aggarwal, M., Boone, C. D., Kondeti, B., McKenna, R. (2013). Structural annotation of human carbonic anhydrases. Journal of Enzyme Inhibition and Medicinal Chemistry, 28(2), 267-277. Doi: https://doi.org/10.3109/14756366.2012.737323
  • Ağgül, A., Kuzu, M., Kandemir, F., Küçükler, S., Çağlayan, C. (2020). Alterations in enzyme activity of carbonic anhydrase, 6-phosphogluconate dehydrogenase and thioredoxin reductase in rats exposed to doxorubicin and morin. Clinical and Experimental Health Sciences, 10(3), 228-234. Retrieved from https://dergipark.org.tr/en/pub/clinexphealthsci/issue/56955/632320
  • Ahmad, S., Hassan, A., Rehman, T., Basit, A., Tahir, A., Adeel Arshad, M. (2019). In vitro bioactivity of extracts from seeds of Cassia absus l. growing in Pakistan. Journal of Herbal Medicine, 100258. Doi: https://doi.org/10.1016/j.hermed.2019.100258
  • Akaberi, M., Iranshahy, M., Iranshahi, M. (2015). Review of the traditional uses, phytochemistry, pharmacology and toxicology of giant fennel (Ferula communis L. subsp. communis). Iranian Journal of Basic Medical Sciences, 18(11), 1050-1062. Retrieved from https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4764105/
  • Akbaba, Y., Balaydın, H. T., Menzek, A., Göksu, S., Şahin, E., Ekinci, D. (2013). Synthesis and Biological Evaluation of Novel Bromophenol Derivatives as Carbonic Anhydrase Inhibitors. Archiv Der Pharmazie, 346(6), 447-454. Doi: https://doi.org/10.1002/ardp.201300054
  • Akkemik, E., Aybek, A., Felek, I. (2019). Effects of cefan melon (Cucumıs melo l.) seed extracts on human erythrocyte carbonic anhydrase I-II enzymes, Applied Ecology and Environmental Research, 17(6), 14699-14713. Doi: https://doi.org/10.15666/aeer/1706_1469914713
  • Almajan, G. L., Barbuceanu, S.-F., innocenti, A., Scozzafava, A., Supuran, C. T. (2008). Carbonic anhydrase inhibitors. Inhibition of the cytosolic and tumor-associated carbonic anhydrase isozymes I, II and IX with some 1,3,4-oxadiazole- and 1,2,4-triazole-thiols. Journal of Enzyme Inhibition and Medicinal Chemistry, 23(1), 101-07. Doi: https://doi.org/10.1080/14756360701342417
  • Amir Aslani, B., Ghobadi, S. (2016). Studies on oxidants and antioxidants with a brief glance at their relevance to the immune system. Life Sciences, 146, 163-173. Doi: https://doi.org/10.1016/j.lfs.2016.01.014
  • Arnoldi, L., Ballero, M., Fuzzati, N., Maxia, A., Mercalli, E., Pagni, L. (2004). HPLC-DAD-MS identification of bioactive secondary metabolites from Ferula communis roots. Fitoterapia, 75(3-4), 342-354. Doi: https://doi.org/10.1016/j.fitote.2004.03.001
  • Arslan, T., Türkoğlu, E. A., Şentürk, M., Supuran, C. T. (2016). Synthesis and carbonic anhydrase inhibitory properties of novel chalcone substituted benzenesulfonamides. Bioorganic & Medicinal Chemistry Letters, 26(24), 5867-5870. Doi: https://doi.org/10.1016/j.bmcl.2016.11.017
  • Balaydın, H. T., Şentürk, M., Göksu, S., Menzek, A. (2012). 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. Doi: https://doi.org/10.1016/j.ejmech.2012.05.025
  • Balaydin, H. T., Durdaği, S., Ekinci, D., Şentürk, M., Göksu, S., Menzek, A. (2012). Inhibition of human carbonic anhydrase isozymes I, II and VI with a series of bisphenol, methoxy and bromophenol compounds. Journal of Enzyme Inhibition and Medicinal Chemistry, 27(4), 467-475. Doi: https://doi.org/10.3109/14756366.2011.596836
  • Carta, F., Ferraroni, M., Scozzafava, A., Supuran, C. T. (2016). Fluorescent sulfonamide carbonic anhydrase inhibitors incorporating 1,2,3-triazole moieties: Kinetic and X-ray crystallographic studies. Bioorganic & Medicinal Chemistry, 24(2), 104-112. Doi: https://doi.org/10.1016/j.bmc.2015.11.031
  • Ceruso, M., Antel, S., Vullo, D., Scozzafava, A., Supuran, C. T. (2014). Inhibition studies of new ureido-substituted sulfonamides incorporating a GABA moiety against human carbonic anhydrase isoforms I-XIV. Bioorganic & Medicinal Chemistry, 22(24), 6768-6775. Doi: https://doi.org/10.1016/j.bmc.2014.10.041
  • Ceylan, S., Cetin, S., Camadan, Y., Saral, O., Ozsen, O., Tutus, A. (2019). Antibacterial and antioxidant activities of traditional medicinal plants from the Erzurum region of Turkey. Irish Journal of Medical Science, 188(4), 1303-1309. Doi: https://doi.org/10.1007/s11845-019-01993-x
  • Çetinkaya, Y., Göçer, H., Gülçin, İ., Menzek, A. (2014). Synthesis and carbonic anhydrase isoenzymes ınhibitory effects of brominated diphenylmethanone and ıts derivatives. Archiv Der Pharmazie, 347(5), 354-359. Doi: https://doi.org/10.1002/ardp.201300349
  • De Simone, G., Supuran, C. T. (2012). (In)organic anions as carbonic anhydrase inhibitors. Journal of Inorganic Biochemistry, 111, 117-129. Doi: https://doi.org/10.1016/j.jinorgbio.2011.11.017
  • Ekinci, D., Çavdar, H., Talaz, O., Şentürk, M., Supuran, C. T. (2010). NO-releasing esters show carbonic anhydrase inhibitory action against human isoforms I and II. Bioorganic & Medicinal Chemistry, 18(10), 3559-3563. Doi: https://doi.org/10.1016/j.bmc.2010.03.082
  • Fu, W., Chen, J., Cai, Y., Lei, Y., Chen, L., Pei, L., Zhou, D., Liang, X., Ruan, J. (2010). Antioxidant, free radical scavenging, anti-inflammatory and hepatoprotective potential of the extract from Parathelypteris nipponica (Franch. et Sav.) Ching. Journal of Ethnopharmacology, 130(3), 521–528. Doi: https://doi.org/10.1016/j.jep.2010.05.039
  • Gençer, N., Bilen, Ç., Demir, D., Atahan, A., Ceylan, M., Küçükislamoğlu, M. (2013). In vitro inhibition effect of some chalcones on erythrocyte carbonic anhydrase I and II. Artificial Cells, Nanomedicine, and Biotechnology, 41(6), 384-388. Doi: https://doi.org/10.3109/21691401.2012.761226 Güney, M., Çavdar, H., Şentürk, M., Ekinci, D. (2015). Synthesis and carbonic anhydrase inhibitory properties of novel uracil derivatives. Bioorganic & Medicinal Chemistry Letters, 25(16), 3261-3263. Doi: https://doi.org/10.1016/j.bmcl.2015.05.073
  • Iranshahi, M., Rezaee, R., Najaf Najafi, M., Haghbin, A., Kasaian, J. (2018). Cytotoxic activity of the genus Ferula (Apiaceae) and its bioactive constituents. Avicenna Journal of Phytomedicine, 8(4), 296-312. Retrieved from https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6204145/
  • Kähkönen, M. P., Hopia, A. I., Vuorela, H. J., Rauha, J.-P., Pihlaja, K., Kujala, T. S., Heinonen, M. (1999). Antioxidant Activity of Plant Extracts Containing Phenolic Compounds. Journal of Agricultural and Food Chemistry, 47(10), 3954-3962. Doi: https://doi.org/10.1021/jf990146l
  • Karataş, M. O., Alici, B., Çakir, Ü., Çetinkaya, E., Demir, D., Ergün, A., Gençer, N., Arslan, O. (2014). New coumarin derivatives as carbonic anhydrase inhibitors. Artificial Cells, Nanomedicine, and Biotechnology, 42(3), 192-198. Doi: https://doi.org/10.3109/21691401.2013.794352
  • Kaya, E., Erğun, B., Demir, Y., Alım, Z., Beydemir, Ş. (2019). The in vitro impacts of some plant extracts on carbonic anhydrase I, II and paraoxonase-1. Hacettepe Journal of Biology and Chemistry, 47(1), 51-59. Retrieved from https://dergipark.org.tr/en/pub/hjbc/issue/43015/553934
  • Korkmaz, N., Obaidi, O. A., Senturk, M., Astley, D., Ekinci, D., Supuran, C. T. (2015). Synthesis and biological activity of novel thiourea derivatives as carbonic anhydrase inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 30(1), 75-80. Doi: https://doi.org/10.3109/14756366.2013.879656
  • Kuzu, M., Aslan, A., Ahmed, I., Comakli, V., Demirdag, R., Uzun, N. (2016). Purification of glucose-6-phosphate dehydrogenase and glutathione reductase enzymes from the gill tissue of Lake Van fish and analyzing the effects of some chalcone derivatives on enzyme activities. Fish Physiology and Biochemistry, 42(2), 483-491. Doi: https://doi.org/10.1007/s10695-015-0153-7
  • Kuzu, M., Çomaklı, V., Akkemik, E., Çiftci, M., Küfrevioğlu, Ö. İ. (2018). Inhibitory properties of some heavy metals on carbonic anhydrase I and II isozymes activities purified from Van Lake fish (Chalcalburnus tarichi) gill. Fish Physiology and Biochemistry, 44(4), 1119-1125. Doi: https://doi.org/10.1007/s10695-018-0499-8
  • Le Darz, A., Mingot, A., Bouazza, F., Castelli, U., Karam, O., Tanc, M., Supuran, C. T., Thibaudeau, S. (2015). Fluorinated pyrrolidines and piperidines incorporating tertiary benzenesulfonamide moieties are selective carbonic anhydrase II inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 30(5), 737-745. Doi: https://doi.org/10.3109/14756366.2014.963072
  • Maślanka, T. (2015). A review of the pharmacology of carbonic anhydrase inhibitors for the treatment of glaucoma in dogs and cats. The Veterinary Journal, 203(3), 278-284. Doi: https://doi.org/10.1016/j.tvjl.2014.12.017
  • Mert, S., Alım, Z., İşgör, M. M., Beydemir, Ş., Kasımoğulları, R. (2016). The synthesis of novel pyrazole-3,4-dicarboxamides bearing 5-amino-1,3,4-thiadiazole-2-sulfonamide moiety with effective inhibitory activity against the isoforms of human cytosolic carbonic anhydrase I and II. Bioorganic Chemistry, 68, 64-71. Doi: https://doi.org/10.1016/j.bioorg.2016.07.006
  • Mete, E., Comez, B., Inci Gul, H., Gulcin, I., Supuran, C. T. (2016). Synthesis and carbonic anhydrase inhibitory activities of new thienyl-substituted pyrazoline benzenesulfonamides. Journal of Enzyme Inhibition and Medicinal Chemistry, 31, 1-5. Doi: https://doi.org/10.1080/14756366.2016.1181627
  • Nagao, C., Nagano, N., Mizuguchi, K. (2014). Prediction of detailed enzyme functions and identification of specificity determining residues by random forests. PLoS ONE, 9(1), e84623. Doi: https://doi.org/10.1371/journal.pone.0084623
  • Nar, M., Çetinkaya, Y., Gülçin, İ., Menzek, A. (2013). (3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and its derivatives as carbonic anhydrase isoenzymes inhibitors. Journal of Enzyme Inhibition and Medicinal Chemistry, 28(2), 402-406. Doi: https://doi.org/10.3109/14756366.2012.670807
  • Nguir, A., Mabrouk, H., Douki, W., Ben Ismail, M., Ben Jannet, H., Flamini, G., Hamza, M. A. (2016). Chemical composition and bioactivities of the essential oil from different organs of Ferula communis L. growing in Tunisia. Medicinal Chemistry Research, 25(3), 515-525. Doi: https://doi.org/10.1007/s00044-016-1506-1
  • Nocentini, A., Vullo, D., Bartolucci, G., Supuran, C. T. (2016). N-Nitrosulfonamides: A new chemotype for carbonic anhydrase inhibition. Bioorganic & Medicinal Chemistry, 24(16), 3612-3617. Doi: https://doi.org/10.1016/j.bmc.2016.05.072
  • Orhan, F., Şentürk, M., Supuran, C. T. (2016). Interaction of anions with a newly characterized alpha carbonic anhydrase from Halomonas sp. Journal of Enzyme Inhibition and Medicinal Chemistry, 31(6), 1119-1123. Doi: https://doi.org/10.3109/14756366.2015.1100177
  • Ozensoy Guler, O., Capasso, C., Supuran, C. T. (2016). A magnificent enzyme superfamily: carbonic anhydrases, their purification and characterization. Journal of Enzyme Inhibition and Medicinal Chemistry, 1-6. Doi: https://doi.org/10.3109/14756366.2015.1059333
  • Ozensoy Guler, O., Supuran, C. T., Capasso, C. (2020). Carbonic anhydrase IX as a novel candidate in liquid biopsy. Journal of Enzyme Inhibition and Medicinal Chemistry, 35(1), 255-260. Doi: https://doi.org/10.1080/14756366.2019.1697251
  • Pernin, A., Dubois-Brissonnet, F., Roux, S., Masson, M., Bosc, V., Maillard, M. N. (2018). Phenolic compounds can delay the oxidation of polyunsaturated fatty acids and the growth of Listeria monocytogenes: structure-activity relationships. Journal of the Science of Food and Agriculture,98(14), 5401-5408. Doi: https://doi.org/10.1002/jsfa.9082
  • Rahali, F. Z., Kefi, S., Bettaieb Rebey, I., Hamdaoui, G., Tabart, J., Kevers, C., Franck, T., Mouithys-Mickalad, A., Hamrouni Sellami, I. (2018). Phytochemical composition and antioxidant activities of different aerial parts extracts of Ferula communis L. Plant Biosystems-An International Journal Dealing with All Aspects of Plant Biology, 1–9. Doi: https://doi.org/10.1080/11263504.2018.1461696
  • Salehi, M., Naghavi, M. R., Bahmankar, M. (2019). A review of Ferula species: Biochemical characteristics, pharmaceutical and industrial applications, and suggestions for biotechnologists. Industrial Crops and Products, 139, 111511. Doi: https://doi.org/10.1016/j.indcrop.2019.111511
  • Scozzafava, A., Mastrolorenzo, A., Supuran, C. T. (2004). Modulation of carbonic anhydrase activity and its applications in therapy. Expert Opinion on Therapeutic Patents, 14(5), 667-702. Doi: https://doi.org/10.1517/13543776.14.5.667
  • Supuran, C. T. (2008). Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nature Reviews Drug Discovery, 7(2), 168-181. Doi: https://doi.org/10.1038/nrd2467
  • Taski̇n, T., Levent, M., Sahi̇n, T. (2019). Investigation of the effects of biological activity and steeping time of four different black teas commercially valuable in Turkey. Clinical and Experimental Health Sciences, 9 (4), 283-287. Doi: https://doi.org/10.33808/clinexphealthsci.516099
  • Taslimi, P., Gülçin, İ., Öztaşkın, N., Çetinkaya, Y., Göksu, S., Alwasel, S. H., Supuran, C. T. (2016). The effects of some bromophenols on human carbonic anhydrase isoenzymes. Journal of Enzyme Inhibition and Medicinal Chemistry, 31(4), 603-607. Doi: https://doi.org/10.3109/14756366.2015.1054820
  • Taşkın, D., Taşkın, T., Rayaman, E. (2018). Phenolic composition and biological properties of Achillea nobilis L. subsp. neilreichii (Kerner) Formanek. Industrial Crops and Products, 111, 555-562. Doi: https://doi.org/10.1016/j.indcrop.2017.11.022
  • Türkoğlu, E. A., Şentürk, M., Supuran, C. T., Ekinci, D. (2017). Carbonic anhydrase inhibitory properties of some uracil derivatives. Journal of Enzyme Inhibition and Medicinal Chemistry, 32(1), 74-77. Doi: https://doi.org/10.1080/14756366.2016.1235043
  • Ucar, A., Findik, M., Kuzu, M., Pehlivanoglu, S., Sayin, U., Sayin, Z., Akgemci, E. G. (2020). Cytotoxic effects, microbiological analysis and inhibitory properties on carbonic anhydrase isozyme activities of 2-hydroxy-5-methoxyacetophenone thiosemicarbazone and its Cu(II), Co(II), Zn(II) and Mn(II) complexes. Research on Chemical Intermediates, 47, 533-550. Doi: https://doi.org/10.1007/s11164-020-04284-8
  • Uygun, M., Karagözler, A. A., Denizli, A. (2014). Molecularly imprinted cryogels for carbonic anhydrase purification from bovine erythrocyte. Artificial Cells, Nanomedicine, and Biotechnology, 42(2), 128-137. Doi: https://doi.org/10.3109/21691401.2013.864663
  • Verpoorte, J.A., Mehta, S., Edsall, J.T., (1967). Esterase activities of human carbonic anhydrases B and C. Journal of Biological Chemistry, 242; 4221-4229. Doi: https://doi.org/10.1016/S0021-9258(18)95800-X
There are 51 citations in total.

Details

Primary Language English
Subjects Food Engineering
Journal Section Research Articles
Authors

Fatma Aydın 0000-0003-3320-8492

Zeynep Aleyna Kahraman 0000-0002-1038-017X

Emir Alper Türkoğlu 0000-0001-7850-6456

Müslüm Kuzu 0000-0002-1375-7673

Zeki Severoğlu 0000-0002-3420-3557

Project Number TUBITAK 2209-A University Students Research Projects Support Program for Zeynep Aleyna KAHRAMAN and Scientific Research Project Fund of the University of Health Sciences Turkey under project number 2018/011.
Publication Date December 15, 2021
Submission Date March 14, 2021
Acceptance Date August 31, 2021
Published in Issue Year 2021 Volume: 5 Issue: 4

Cite

APA Aydın, F., Kahraman, Z. A., Türkoğlu, E. A., Kuzu, M., et al. (2021). In vitro antioxidant activity and carbonic anhydrase inhibitory features of Ferula communis extracts. International Journal of Agriculture Environment and Food Sciences, 5(4), 592-598. https://doi.org/10.31015/jaefs.2021.4.19
AMA Aydın F, Kahraman ZA, Türkoğlu EA, Kuzu M, Severoğlu Z. In vitro antioxidant activity and carbonic anhydrase inhibitory features of Ferula communis extracts. int. j. agric. environ. food sci. December 2021;5(4):592-598. doi:10.31015/jaefs.2021.4.19
Chicago Aydın, Fatma, Zeynep Aleyna Kahraman, Emir Alper Türkoğlu, Müslüm Kuzu, and Zeki Severoğlu. “In Vitro Antioxidant Activity and Carbonic Anhydrase Inhibitory Features of Ferula Communis Extracts”. International Journal of Agriculture Environment and Food Sciences 5, no. 4 (December 2021): 592-98. https://doi.org/10.31015/jaefs.2021.4.19.
EndNote Aydın F, Kahraman ZA, Türkoğlu EA, Kuzu M, Severoğlu Z (December 1, 2021) In vitro antioxidant activity and carbonic anhydrase inhibitory features of Ferula communis extracts. International Journal of Agriculture Environment and Food Sciences 5 4 592–598.
IEEE F. Aydın, Z. A. Kahraman, E. A. Türkoğlu, M. Kuzu, and Z. Severoğlu, “In vitro antioxidant activity and carbonic anhydrase inhibitory features of Ferula communis extracts”, int. j. agric. environ. food sci., vol. 5, no. 4, pp. 592–598, 2021, doi: 10.31015/jaefs.2021.4.19.
ISNAD Aydın, Fatma et al. “In Vitro Antioxidant Activity and Carbonic Anhydrase Inhibitory Features of Ferula Communis Extracts”. International Journal of Agriculture Environment and Food Sciences 5/4 (December 2021), 592-598. https://doi.org/10.31015/jaefs.2021.4.19.
JAMA Aydın F, Kahraman ZA, Türkoğlu EA, Kuzu M, Severoğlu Z. In vitro antioxidant activity and carbonic anhydrase inhibitory features of Ferula communis extracts. int. j. agric. environ. food sci. 2021;5:592–598.
MLA Aydın, Fatma et al. “In Vitro Antioxidant Activity and Carbonic Anhydrase Inhibitory Features of Ferula Communis Extracts”. International Journal of Agriculture Environment and Food Sciences, vol. 5, no. 4, 2021, pp. 592-8, doi:10.31015/jaefs.2021.4.19.
Vancouver Aydın F, Kahraman ZA, Türkoğlu EA, Kuzu M, Severoğlu Z. In vitro antioxidant activity and carbonic anhydrase inhibitory features of Ferula communis extracts. int. j. agric. environ. food sci. 2021;5(4):592-8.


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