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Research Article

The effects of some avermectins on bovine carbonic anhydrase enzyme

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Pages 773-778 | Received 28 May 2015, Accepted 17 Jun 2015, Published online: 24 Jul 2015

References

  • Gülçin İ, Beydemir Ş, Büyükokuroğlu ME. In vitro and in vivo effects of dantrolene on carbonic anhydrase enzyme activities. Biol Pharm Bull 2004;27:613–16
  • Supuran CT, Scozzafava A. Carbonic anhydrase inhibitors. Curr Med Chem 2001;1:61–97
  • Göksu S, Naderi A, Akbaba Y, et al. Carbonic anhydrase inhibitory properties of novel benzylsulfamides using molecular modeling and experimental studies. Bioorg Chem 2014;56:75–82
  • Aras Hisar Ş, Hisar O, Beydemir Ş, et al. Effect of vitamin E on carbonic anhydrase enzyme activity in rainbow trout (Oncorhynchus mykiss) erythrocytes in vitro and in vivo. Acta Vet Hung 2004;52:413–22
  • Krungkrai SR, Suraveratum N, Rochanakij S, Krungkrai J. Characterization of carbonic anhydrase in Plasmodium falciparium. Int J Parasitol 2001;31:661–8
  • Güney M, Coşkun A, Topal F, et al. Oxidation of cyanobenzocycloheptatrienes: synthesis, photooxygenation reaction and carbonic anhydrase isoenzymes inhibition properties of some new benzotropone derivatives. Bioorg Med Chem 2014;22:3537–43
  • Wilbur KM, Anderson NG. Electrometric and colorimetric determination of carbonic anhydrase. J Biol Chem 1948;176:147–54
  • Hisar O, Beydemir Ş, Gülçin İ, et al. The effect of melatonin hormone on carbonic anhydrase enzyme activity in rainbow trout (Oncorhynchus mykiss) erythrocytes in vitro and in vivo. Turk J Vet Anim Sci 2005;29:841–5
  • Arabaci B, Gülçin İ, Alwasel S. Capsaicin: a potent inhibitor of carbonic anhydrase isoenzymes. Molecules 2014;19:10103–14
  • Hisar O, Beydemir Ş, Gülçin İ, et al. Effect of low molecular weight plasma inhibitors of rainbow trout (Oncorhyncytes mykiss) on human erythrocytes carbonic anhydrase-II isozyme activity in vitro and rat erythrocytes in vivo. J Enzyme Inhib Med Chem 2005;20:35–9
  • Akbaba Y, Bastem E, Topal F, et al. Synthesis and carbonic anhydrase inhibitory effects of novel sulfamides derived from 1-aminoindanes and anilines. Arch Pharm 2014;347:950–7
  • Yıldırım A, Atmaca U, Keskin A, et al. N-Acylsulfonamides strongly inhibit human carbonic anhydrase isoenzymes I and II. Bioorg Med Chem 2015;23:2598–605
  • Akıncıoğlu A, Akıncıoğlu H, Gülçin I, et al. Discovery of potent carbonic anhydrase and acetylcholine esterase inhibitors: novel sulfamoylcarbamates and sulfamides derived from acetophenones. Bioorg Med Chem 2015;23:3592–602
  • Beydemir S, Gulcin I. Effect of melatonin on carbonic anhydrase from human erythrocyte in vitro and from rat erythrocyte in vivo. J Enzyme Inhib Med Chem 2004;19:193–7
  • Scozzafava A, Passaponti M, Supuran CT, Gülçin İ. Carbonic anhydrase inhibitors: guaiacol and catechol derivatives effectively inhibit certain human carbonic anhydrase isoenzymes (hCA I, II, IX, and XII). J Enzyme Inhib Med Chem 2015. [Epub ahead of print]. doi: 10.3109/14756366.2014.956310
  • Pastarekova S, Parkkila S, Pastorek J, Supuran CT. Carbonic anhydrases: current state of the art. Ther Appl Fut Prosp 2004;119:199–229
  • Boztaş M, Çetinkaya Y, Topal M, et al. Synthesis and carbonic anhydrase isoenzymes I, II, IX, and XII inhibitory effects of dimethoxy-bromophenol derivatives incorporating cyclopropane moieties. J Med Chem 2015;58:640–50
  • Çetinkaya Y, Göçer H, Gülçin İ, Menzek A. Synthesis and carbonic anhydrase isoenzymes inhibitory effects of brominated diphenylmethanone and its derivatives. Arch Pharm 2014;347:354–9
  • Supuran CT. Carbonic anhydrases: novel therapeutic applications for inhibitors and activators. Nat Rev Drug Discov 2008;7:168–81
  • Topal M, Gülçin İ. Rosmarinic acid: a potent carbonic anhydrase isoenzymes inhibitor. Turk J Chem 2014;38:894–902
  • Akıncıoğlu A, Topal M, Gülçin İ, Göksu S. Novel sulfamides and sulfonamides incorporating tetralin scaffold as carbonic anhydrase and acetylcholine esterase inhibitors. Arch Pharm 2014;347:68–76
  • Göçer H, Akıncıoğlu A, Öztaşkın N, et al. Synthesis, antioxidant and antiacetylcholinesterase activities of sulfonamide derivatives of dopamine related compounds. Arch Pharm 2013;346:783–92
  • Scozzafava A, Kalın P, Supuran CT, et al. The impact of hydroquinone on acetylcholine esterase and certain human carbonic anhydrase isoenzymes (hCA I, II, IX, and XII). J Enzyme Inhib Med Chem 2015. [Epub ahead of print]. doi: 10.3109/14756366.2014.999236
  • Shapiro R, Vallee BL. Interaction of human placental ribonuclease with placental ribonuclease inhibitor. Biochemistry 1991;30:2246–55
  • Shoop WL, Mrozik H, Fisher MH. Structure and activity of avermectins and milbemycins in animal health. Vet Parasitol 1995;59:139–56
  • Durden DA. Positive and negative electrospray LC–MS–MS methods for quantitation of the antiparasitic endectocide drugs, abamectin, doramectin, emamectin, eprinomectin, ivermectin, moxidectin and selamectin in milk. J Chromatogr B 2007;850:134–46
  • Valenzuela AI, Redondo MJ, Pico Y, Font G. Determination of abamectin in citrus fruits by liquid chromatography–electrospray ionization mass spectrometry. J Chromatogr A 2000;871:57–65
  • Howells L, Sauer MJ. Multi-residue analysis of avermectins and moxidectin by ion-trap LC–MSn. Analyst 2001;126:155–60
  • Tolan JW, Eskola P, Fink DW, et al. Determination of avermectins in plasma at nanogram levels using high-performance liquid chromatography with fluorescence detection. J Chromatogr 1980;190:367–76
  • Huang JX, Lu DH, Wan K, Wang FH. Low temperature purification method for the determination of abamectin and ivermectin in edible oils by liquid chromatography–tandem mass spectrometry. Chin Chem Lett 2014;25:635–9
  • Goudie A, Evans N, Gration K, et al. Doramectin, a potent novel endectocide. Vet Parasitol 1993;49:5–15
  • Burg RW, Miller BM, Baker EE, et al. Avermectins, new family of potent anthelmintic agents: producing organism and fermentation. Antimicrob Agent Chemotherap 1979;15:361–7
  • Roth M, Richards RH, Sommerville C. Current practices in the chemotherapeutic control of sea lice infestations in aquaculture – a review. J Fish Dis 1993;16:1–26
  • Luo L, Sun YJ, Wu YJ. Abamectin resistance in drosophila is related to increased expression of P-glycoprotein via the dEGFR and dAkt pathways. Insect Biochem Mol Biol 2013;43:627–34
  • Maioli MA, de Medeiros HCD, Guelfi M, et al. The role of mitochondria and biotransformation in abamectin-induced cytotoxicity in isolated rat hepatocytes. Toxicol in Vitro 2013;27:570–9
  • Turner MJ, Schaeffer JM. Mode of action of ivermectin. In: Campbell WC, ed. Ivermectin and abamectin. New York: Springer; 1989:73–88
  • Maia PM, Rezende FB, Netto AD, Marques FF. An alternative derivatization reaction to the determination of doramectin in bovine milk using spectrofluorimetry. Spectrochim Acta A Mol Biomol Spectrosc 2013;100:127–30
  • McKellar QA, Benchaoui HAJ. Avermectins and milbemycins. Vet Pharmacol Ther 1996;19:331–51
  • Lasota JA, Dybas RA. Avermectins, a novel class of compounds: implications for use in arthropod pest control. Ann Rev Entomol 1991;36:91–117
  • Whyte SK, Westcott JD, Byrne P, Hammell KL. Comparison of the depletion of emamectin benzoate (SLICE®) residues from skeletal muscle and skin of Atlantic salmon (Salmo salar), for multiple dietary dose regimens at 10 °C. Aquaculture 2011;315:228–35
  • Badie C, Lespine A, Devos J, et al. Kinetics and anthelmintic efficacy of topical eprinomectin when given orally to goats. Vet Parasitol 2015;209:56–61
  • Chartier C, Soubirac F, Pors I, et al. Prevalence of anthelminthic resistance in gastrointestinal nematodes of dairy goats under extensive management conditions in southwestern France. J Helminthol 2001;75:325–30
  • Veneziano V, Galietti A, Mariani U, et al. Field efficacy of eprinomectin against the sucking louse Haematopinus asini on naturally infested donkeys. Vet J 2013;197:512–14
  • Rolim LA, Maria dos Santos FC, Chaves LL, et al. Preformulation study of ivermectin raw material. J Therm Anal Calorim 2015;120:807–16
  • Prichard R, Ménez C, Lespine A. Moxidectin and the avermectins: consanguinity but not identity. Int J Parasitol Drugs Drug Resist 2012;2:134–53
  • Çoban TA, Beydemir Ş, Gülçin İ, Ekinci D. The inhibitory effect of ethanol on carbonic anhydrase isoenzymes: in vivo and in vitro studies. J Enzyme Inhib Med Chem 2008;23:266–70
  • Göçer H, Akıncıoğlu A, Göksu S, et al. Carbonic anhydrase and acetylcholine esterase inhibitory effects of carbamates and sulfamoylcarbamates. J Enzyme Inhib Med Chem 2015;30:316–20
  • Atasaver A, Özdemir H, Gülçin İ, Küfrevioğlu Öİ. One-step purification of lactoperoxidase from bovine milk by affinity chromatography. Food Chem 2013;136:864–70
  • Şentürk M, Gülçin İ, Daştan A, et al. Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of antioxidant phenols. Bioorg Med Chem 2009;17:3207–11
  • Senturk M, Ceyhun SB, Erdogan O, Kufrevioglu OI. In vitro and in vivo effects of some pesticides on glucose-6-phosphate dehydrogenase enzyme activity from rainbow trout (Oncorhynchus mykiss) erythrocytes. Pestic Biochem Phys 2009;95:95–9
  • Verpoorte JA, Mehta S, Edsall JT. Esterase activities of human carbonic anhydrases B and C. J Biol Chem 1976;242:4221–9
  • Öztürk Sarıkaya SB, Gülçin İ, Supuran CT. Carbonic anhydrase inhibitors. Inhibition of human erythrocyte isozymes I and II with a series of phenolic acids. Chem Biol Drug Des 2010;75:515–20
  • Beydemir Ş, Gülçin İ, Küfrevioğlu Öİ, Çiftçi M. Glucose 6-phosphate dehydrogenase: in vitro and in vivo effects of dantrolene sodium. Pol J Pharmacol 2003;55:787–92
  • Gülçin İ, Yıldırım A. Purification and characterization of peroxidase from Brassica oleracea var. Acephala. Asian J Chem 2005;17:2175–83
  • Gülçin İ, Beydemir Ş, Hisar O, et al. Melatonin administration increases antioxidant enzymes activities and reduce lipid peroxidation in the rainbow trout (Oncorhynchus mykiss, Walbaum) erythrocytes. Turk J Vet Anim Sci 2009;33:241–5
  • Şişecioğlu M, Çankaya M, Gülçin İ, Özdemir M. The Inhibitory effect of propofol on lactoperoxidase. Protein Peptide Lett 2009;16:46–9
  • Şişecioğlu M, Gülçin İ, Çankaya M, et al. The effects of norepinephrine on lactoperoxidase enzyme (LPO). Sci Res Essays 2010;5:1351–6
  • Şişecioğlu M, Uguz MT, Çankaya M, et al. Effects of ceftazidime pentahydrate, prednisolone, amikacin sulfate, ceftriaxone sodium and teicoplanin on bovine milk lactoperoxidase activity. Int J Pharmacol 2011;7:79–83
  • Gülçin İ, Küfrevioğlu Öİ, Oktay M. Purification and characterization of polyphenol oxidase from nettle (Urtica dioica L.) and inhibition effects of some chemicals on the enzyme activity. J Enzyme Inhib Med Chem 2005;20:297–302
  • Şentürk M, Gülçin İ, Çiftci M, Küfrevioğlu Öİ. Dantrolene inhibits human erythrocyte glutathione reductase. Biol Pharm Bull 2008;31:2036–9
  • Gülçin İ, Beydemir Ş, Hisar O. The effect of α-tocopherol on the antioxidant enzymes activities and lipid peroxidation of rainbow trout (Oncorhynchus mykiss). Acta Vet Hung 2005;53:425–33
  • Beydemir Ş, Gülçin İ, Hisar O, et al. Effect of melatonin on glucose-6-phospate dehydrogenase from rainbow trout (Oncorhynchus mykiss) erythrocytes in vitro and in vivo. J Appl Anim Res 2005;28:65–8
  • Şıktar E, Ekinci D, Şıktar E, et al. Protective role of l-carnitine supplementation against exhaustive exercise-induced oxidative stress in rats. Eur J Pharmacol 2011;668:407–13
  • Gülçin İ, Beydemir Ş, Çoban TA, Ekinci D. The inhibitory effect of dantrolene sodium and propofol on 6-phosphogluconate dehydrogenase from rat erythrocyte. Fresen Environ Bull 2008;17:1283–7
  • Şişecioğlu M, Gülçin İ, Çankaya M, et al. Purification and characterization of peroxidase from Turkish black radish (Raphanus sativus L.). J Med Plants Res 2010;4:1187–96
  • Şişecioğlu M, Kireçci E, Çankaya M, et al. The prohibitive effect of lactoperoxidase system (LPS) on some pathogen fungi and bacteria. Afr J Pharm Pharmacol 2010;4:671–7
  • Laemmli DK. Cleavage of structural proteins during assembly of the head of bacteriophage T4. Nature 1970;227:680–3
  • Köksal E, Ağgül AG, Bursal E, Gülçin İ. Purification and characterization of peroxidase from sweet gourd (Cucurbita Moschata Lam. Poiret). Int J Food Propert 2012;15:1110–19
  • Şişecioğlu M, Gülçin İ, Çankaya M, Özdemir H. The inhibitory effects of l-adrenaline on lactoperoxidase enzyme (LPO) purified from buffalo milk. Int J Food Propert 2012;15:1182–9
  • Köksal E, Gülçin İ. Purification and characterization of peroxidase from cauliflower (Brassica oleracea L.) buds. Protein Peptide Lett 2008;15:320–6
  • Şişecioğlu M, Çankaya M, Gülçin İ, Özdemir M. Interactions of melatonin and serotonin to lactoperoxidase enzyme. J Enzyme Inhib Med Chem 2010;25:779–83
  • Şentürk M, Gülçin İ, Beydemir Ş, et al. In vitro inhibition of human carbonic anhydrase I and II isozymes with natural phenolic compounds. Chem Biol Drug Des 2011;77:494–9
  • Nar M, Çetinkaya Y, Gülçin İ, Menzek A. (3,4-Dihydroxyphenyl)(2,3,4-trihydroxyphenyl)methanone and its derivatives as carbonic anhydrase isoenzymes inhibitors. J Enzyme Inhib Med Chem 2013;28:402–6
  • Öztürk Sarıkaya SB, Topal F, Şentürk M, et al. In vitro inhibition of α-carbonic anhydrase isozymes by some phenolic compounds. Bioorg Med Chem Lett 2011;21:4259–62
  • Howells L, Sauer MJ. Multi-residue analysis of avermectins and moxidectin by ion-trap LC–MS. Analyst 2001;126:155–60
  • Huang JX, Lu DH, Wan K, Wang FH. Low temperature purification method for the determination of abamectin and ivermectin in edible oils by liquid chromatography–tandem mass spectrometry. Chin Chem Lett 2014;25:635–9
  • Göçer H, Gülçin İ. Caffeic acid phenethyl ester (CAPE): a potent carbonic anhydrase isoenzymes inhibitor. Int J Acad Res 2013;5:150–5
  • Zhu WJ, Li M, Liu C, et al. Avermectin induced liver injury in pigeon: mechanisms of apoptosis and oxidative stress. Cytoxicol Environ Saf 2013;98:74–81
  • Gülçin İ. Antioxidant activity of food constituents – an overview. Arch Toxicol 2012;86:345–96
  • Innocenti A, Gülçin İ, Scozzafava A, Supuran CT. Carbonic anhydrase inhibitors. Antioxidant polyphenol natural products effectively inhibit mammalian isoforms I–XV. Bioorg Med Chem Lett 2010;20:5050–3
  • Li M, You TZ, Zhu WJ, et al. Antioxidant response and histopathological changes in brain tissue of pigeon exposed to avermectin. Ecotoxicology 2013;22:1241–54
  • Gülçin İ, Beydemir Ş. Phenolic compounds as antioxidants: carbonic anhydrase isoenzymes inhibitors. Mini Rev Med Chem 2013;13:408–30
  • Akıncıoğlu A, Akbaba Y, Göçer H, et al. Novel sulfamides as potential carbonic anhydrase isoenzymes inhibitors. Bioorg Med Chem 2013;21:1379–85
  • Akbaba Y, Akıncıoğlu A, Göçer H, et al. Carbonic anhydrase inhibitory properties of novel sulfonamide derivatives of aminoindanes and aminotetralins. J Enzyme Inhib Med Chem 2014;29:35–42
  • Çetinkaya Y, Göçer H, Göksu S, Gülçin İ. Synthesis and carbonic anhydrase isoenzymes inhibitory effects of novel benzylamine derivatives. J Enzyme Inhib Med Chem 2014;29:168–74
  • Innocenti A, Öztürk Sarıkaya SB, Gülçin I, Supuran CT. Carbonic anhydrase inhibitors: inhibition of mammalian isoforms I–XIV with a series of natural product polyphenols and phenolic acids. Bioorg Med Chem 2010;18:2159–64
  • Aksu K, Nar M, Tanç M, et al. The synthesis of sulfamide analogues of dopamine related compounds and their carbonic anhydrase inhibitory properties. Bioorg Med Chem 2013;21:2925–31
  • Coban TA, Beydemir Ş, Gülçin İ, Ekinci D. Morphine inhibits erythrocyte carbonic anhydrase in vitro and in vivo. Biol Pharm Bull 2007;30:2257–61
  • Taslimi P, Gülçin İ, Öztaşkın N, et al. The effects of some bromophenol derivatives on human carbonic anhydrase isoenzymes. J Enzyme Inhib Med Chem 2015. [Epub ahead of print]. doi: 10.3109/14756366.2015.1054820
  • Gocer H, Aslan A, Gülçin İ, Supuran CT. Spirobisnaphthalenes effectively inhibit carbonic anhydrase. J Enzyme Inhib Med Chem 2015. [Epub ahead of print]. doi: 10.3109/14756366.2015.1043298

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