Sentezlenen bir kumarin türevi olan etil 7-hidroksi-2-imino-2H-kromen-3-karboksilatın'ın Bisfenol A ile indüklenen böbrek toksisitesi üzerine etkileri
Yıl 2024,
, 1 - 9, 23.04.2024
Nadir Bilgin Akgül
,
Muhammed Mehdi Üremiş
,
Nuray Üremiş
,
Ebru Annaç
,
Rıfat Cesur Bozat
,
Murat Koca
,
Ahmet Özkaya
,
Elif Merve Betül Yanılmaz
Öz
Amaç: Bu çalışmada sentezlenen kumarin etil 7-hidroksi-2-imino-2H-kromen-3 karboksilatın (CM) Bisfenol A'nın (BPA) renal toksisitesine karşı koruyucu etkinliğinin araştırılması amaçlandı.
Gereç ve Yöntem: CM molekülü, 2,4-dihidroksibenzaldehit ve etil siyanoasetat arasındaki reaksiyon yoluyla sentezlendi. Hayvan denemeleri için ratlar dört gruba ayrıldı: kontrol, BPA, CM ve BPA + CM. Böbrek dokusunda Toplam Antioksidan Durum (TAS), Toplam Oksidan Durum (TOS) ve Malondialdehit (MDA) seviyeleri değerlendirildi. Serum örnekleri Total-Native tiyol ve böbrek fonksiyon testi parametreleri açısından analiz edildi.
Bulgular: BPA ile tedavi edilen grupta TAS ve tiyol düzeylerinde önemli düşüşler, TOS ve MDA düzeylerinde ise artışlar görüldü. Ancak CM ile bu yan etkiler önemli ölçüde azaldı.
Sonuç: Bu çalışmada elde edilen sonuçlar CM molekülünün BPA kaynaklı böbrek toksisitesine karşı koruyucu etkiye sahip olduğunu göstermektedir.
Etik Beyan
Ethical approval for this study was obtained from the Department of Animal Experiments Local Ethics Committee of Adıyaman University (Decision No: 2022/072). The welfare and living conditions of the animals used in the research fully complied with ethical standards.
Destekleyen Kurum
This study was supported by Adiyaman University Scientific Research Projects Unit (ADYUBAP, Project no. TIPFMAP/2022-0008)
Kaynakça
- Golub MS, Wu KL, Kaufman FL, Li LH et al. Bisphenol A: developmental toxicity from early prenatal exposure. Birth Defects Res B Dev Reprod Toxicol. 2010;89(6):441-66.
- Acaroz U, Ince S, Arslan-Acaroz D, et al. Bisphenol-A induced oxidative stress, inflammatory gene expression, and metabolic and histopathological changes in male Wistar albino rats: protective role of boron. Toxicology research, 2019;8(2), 262-269.
- Zhang H, Yang R, Shi W, Zhou X, Sun S. The association between bisphenol A exposure and oxidative damage in rats/mice: a systematic review and meta-analysis. Environmental Pollution, 2022;292, 118444.
- Uremis MM, Gurel E, Aslan M, Taslidere E. Dexpanthenol protects against nicotine-induced kidney injury by reducing oxidative stress and apoptosis through activation of the AKT/Nrf2/HO-1 pathway. Naunyn Schmiedebergs Arch Pharmacol. 2023; doi: 10.1007/s00210-023-02671-7.
- Kurt AH, Bozkus F, Uremis N, Uremis MM. The protective role of G protein-coupled estrogen receptor 1 (GPER-1) on methotrexate-induced nephrotoxicity in human renal epithelium cells. Ren Fail. 2016;38(5):686-92.
- Ramazani, N., Mahd Gharebagh, F., Soleimanzadeh, A. et al. The influence of L‐proline and fulvic acid on oxidative stress and semen quality of buffalo bull semen following cryopreservation. Vet Med Sci. 2023 Jul;9(4):1791-1802. doi: 10.1002/vms3.1158.
- Jiao N, Xu D, Qiu K. et al. Restoring mitochondrial function and normalizing ROS-JNK/MAPK pathway exert key roles in glutamine ameliorating bisphenol A-induced intestinal injury. FASEB J. 2020;34(6):7442-7461.
- Korkmaz A, Aydogan M, Kolankaya D, Barlas N. Vitamin C coadministration augments bisphenol A, nonylphenol, and octylphenol induced oxidative damage on kidney of rats. Environ Toxicol. 2011;26(4):325-37.
- Venkata Sairam K, Gurupadayya BM, Chandan RS, Nagesha DK, Vishwanathan B. A Review on Chemical Profile of Coumarins and their Therapeutic Role in the Treatment of Cancer. Curr Drug Deliv. 2016;13(2):186-201.
- Flores-Morales V, Villasana-Ruiz AP, Garza-Veloz I, Gonzalez-Delgado S, Martinez-Fierro ML. Therapeutic Effects of Coumarins with Different Substitution Patterns. Molecules. 2023;28(5).
- Borges F, Roleira F, Milhazes N, Santana L, Uriarte E. Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity. Curr Med Chem. 2005;12(8):887-916.
- Khan N, Sharma S, Sultana S. Attenuation of potassium bromate-induced nephrotoxicity by coumarin (1,2-benzopyrone) in Wistar rats: chemoprevention against free radical-mediated renal oxidative stress and tumor promotion response. Redox Rep. 2004;9(1):19-28. doi: 10.1179/135100004225003860.
- Bindhumol V, Chitra KC, Mathur PP. Bisphenol A induces reactive oxygen species generation in the liver of male rats. Toxicology. 2003;188(2-3):117-24. doi: 10.1016/s0300-483x(03)00056-8.
- Volmajer J, Toplak R, Leban I, Marechal AML. Synthesis of new iminocoumarins and their transformations into N-chloro and hydrazono compounds. Tetrahedron. 2005;61(29):7012-7021.
- Ohkawa H, Ohishi N, Yagi K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal Biochem. 1979;95(2):351-8.
- Paueksakon P, Fogo AB. Drug-induced nephropathies. Histopathology. 2017;70(1):94-108.
- Altinoz E, Oner Z, Elbe H, Uremis N, Uremis M. Linalool exhibits therapeutic and protective effects in a rat model of doxorubicin-induced kidney injury by modulating oxidative stress. Drug Chem Toxicol. 2022;45(5):2024-2030.
- Aydin M, Zayman E, Turkoz Y. et al. Protective role of vitamin E against acrylamide-induced testicular toxicity from pregnancy to adulthood: insights into oxidative stress and aromatase regulation. Naunyn Schmiedebergs Arch Pharmacol. 2023. doi: 10.1007/s00210-023-02638-8.
- Aslan M, Gürel E, Üremiş N, Üremiş MM, Taşlıdere E. Anti-inflammatory and antioxidative effects of dexpanthenol on nicotine-induced lung injury in rats. Toxicology and Environmental Health Sciences. 2023;15(3):303-313.
- Iyanagi T. Molecular mechanism of phase I and phase II drug-metabolizing enzymes: implications for detoxification. Int Rev Cytol. 2007;260:35-112.
- Zollner A, Buchheit D, Meyer MR, Maurer HH, Peters FT, Bureik M. Production of human phase 1 and 2 metabolites by whole-cell biotransformation with recombinant microbes. Bioanalysis. 2010;2(7):1277-90.
- Fevrier-Paul A, Soyibo AK, Mitchell S, Voutchkov M. Role of Toxic Elements in Chronic Kidney Disease. J Health Pollut. 2018;8(20):181202.
- Saricicek E, Çelik A, Üremiş N, Kılınç M. Protective effects of simvastatin, Nigella sativa oil and thmoquinone against dimethylnitrosamine-induced oxidative stress in rat kidney. Biomedical Research. 2016;27(3).
- Orrenius S, Gogvadze V, Zhivotovsky B. Mitochondrial oxidative stress: implications for cell death. Annu Rev Pharmacol Toxicol. 2007;47:143-83.
- Peerapanyasut W, Kobroob A, Palee S, Chattipakorn N, Wongmekiat O. N-Acetylcysteine Attenuates the Increasing Severity of Distant Organ Liver Dysfunction after Acute Kidney Injury in Rats Exposed to Bisphenol A. Antioxidants (Basel). 2019;8(10).
- Abdelrazik E, Hassan HM, Abdallah Z, Magdy A, Farrag EA. Renoprotective effect of N-acetylcystein and vitamin E in bisphenol A-induced rat nephrotoxicity; Modulators of Nrf2/ NF-kappaB and ROS signaling pathway. Acta Biomed. 2022;93(6):e2022301.
- Aslanturk A, Uzunhisarcikli M. Protective potential of curcumin or taurine on nephrotoxicity caused by bisphenol A. Environ Sci Pollut Res Int. 2020;27(19):23994-24003.
- Yaribeygi H, Farrokhi FR, Rezaee R, Sahebkar A. Oxidative stress induces renal failure: A review of possible molecular pathways. J Cell Biochem. 2018;119(4):2990-2998.
- Cordiano R, Di Gioacchino M, Mangifesta R, Panzera C, Gangemi S, Minciullo PL. Malondialdehyde as a Potential Oxidative Stress Marker for Allergy-Oriented Diseases: An Update. Molecules. 2023;28(16):5979. doi: 10.3390/molecules28165979.
- Acaroz U, Ince S, Zhu K. et al. The ameliorative effects of boron against acrylamide-induced oxidative stress, inflammatory response, and metabolic changes in rats. Food Chem Toxicol. 2018;118:745-752. doi: 10.1016/j.fct.2018.06.029.
- Khan N, Sharma S, Sultana S. Amelioration of ferric nitrilotriacetate (Fe-NTA) induced renal oxidative stress and tumor promotion response by coumarin (1,2-benzopyrone) in Wistar rats. Cancer Lett. 2004; 8;210(1):17-26. doi: 10.1016/j.canlet.2004.01.011.
- Atmaca M, Bilgin HM, Obay BD, Diken H, Kelle M, Kale E. The hepatoprotective effect of coumarin and coumarin derivates on carbon tetrachloride-induced hepatic injury by antioxidative activities in rats J Physiol Biochem. 2011;67(4):569-76. doi: 10.1007/s13105-011-0103-5.
- Özkaya A, Türkan K. Protective Effects of 3-benzoyl-7-hydroxy Coumarin on Liver of Adult Rat Exposed to Aluminium Chloride Acta Chim Slov. 2021;68(1):222-228.
- Lin HC, Tsai HS, Chen CS et al. Structure-activity relationship of coumarin derivatives on xanthine oxidase-inhibiting and free radical-scavenging activities. Biochem Pharmacol, 2008, 75(6), 1416–1425. doi:10.1016/j.bcp.2007.11.023.
- Wu CR, Huang MY, Lin YT, Ju HY, Ching H. Antioxidant properties of Cortex Fraxini and its simple coumarins. Food Chemistry. 2007;104(4), 1464–1471. https://doi.org/10.1016/j.foodchem.2007.02.023.
- Borges F, Roleira F, Milhazes N, Santana L, Uriarte E Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity. Current Medicinal Chemistry. 2005;12(8):887-916. doi: 10.2174/092986705350731.
- Venugopala KN, Rashmi V, Odhav B. Review on natural coumarin lead compounds for their pharmacological activity. Biomed Res Int. 2013:963248. doi: 10.1155/2013/963248.
- Hoque E, Sujan KM, Mia MS et al. Effects of bisphenol-A (BPA) on body weight, hematological parameters and histo-texture of kidney in swiss albino mice. Asian J. Med. Biol. Res. 2020;6(4),635-640. doi: 10.3329/ajmbr.v6i4.51229.
- Rahimi O, Farokhi F, Khojasteh SMB, Ozi SA. The effect of Bisphenol A on serum parameters and morphology of kidney's tissue. Biological Forum – An International Journal. 2015;7(2): 79-90.
- Ahmad MM, Ameen SH. Histopathological Changes Produced by Bispenol A in the Renal Cortex of Adult Male Albino Rats. Med. J. Cairo Univ., 2019;87(3) 2045-2058.
- Türk A, Kuloğlu T, Özkaya A. et al. Effects of 3-Benzoyl-7-Hydroxy Coumarin Compound on TNF-α and Caspase-3 Immunreactivity in Kidneys of Rats Exposed to Aluminum. Commagene Journal of Biology, 2023;7(1), 73-78.
- Bilgiç Y, Alkuş H, Ozhan O, Üremis MM et al. Protective and Therapeutic Effects of Betulinic Acid on Acetic Acid-Induced Experimental Colitis Model. J Enterocolitis. 2022;1(1):6-11.
- Uremis MM, Uremis N, Turkoz Y. Cucurbitacin E shows synergistic effect with sorafenib by inducing apoptosis in hepatocellular carcinoma cells and regulates Jak/Stat3, ERK/MAPK, PI3K/Akt/mTOR signaling pathways. Steroids. 2023:198:109261. doi: 10.1016/j.steroids.2023.109261.
- Uremis N, Uremis MM, Tolun FI, Ceylan M, Doganer A, Kurt AH. Synthesis of 2-Substituted Benzothiazole Derivatives and Their In Vitro Anticancer Effects and Antioxidant Activities Against Pancreatic Cancer Cells. Anticancer Res. 2017;37(11):6381-6389. doi: 10.21873/anticanres.12091.
- Popova SA, Shevchenko OG, Chukicheva IY. Synthesis of new coumarin[1,3]oxazine derivatives of 7-hydroxy-6-isobornyl-4-methylcoumarin and their antioxidant activity. Chem Biol Drug Des. 2022;100(6):994-1004. doi: 10.1111/cbdd.13955
- Zhou R, Wen W, Gong X, Zhao Y, Zhang W. Nephro-protective effect of Daphnetin in hyperoxaluria-induced rat renal injury via alterations of the gut microbiota. J Food Biochem. 2022;46(12):e14377. doi: 10.1111/jfbc.14377
Effects of ethyl 7-hydroxy-2-imino-2H-chromene-3-carboxylate, a synthesized coumarin derivative, on bisphenol A-induced kidney toxicity
Yıl 2024,
, 1 - 9, 23.04.2024
Nadir Bilgin Akgül
,
Muhammed Mehdi Üremiş
,
Nuray Üremiş
,
Ebru Annaç
,
Rıfat Cesur Bozat
,
Murat Koca
,
Ahmet Özkaya
,
Elif Merve Betül Yanılmaz
Öz
Aim: In this study, it was aimed to investigate the protective effect of the synthesized coumarin ethyl 7-hydroxy-2-imino-2H-chromene-3 carboxylate (CM) against the renal toxicity of Bisphenol A (BPA).
Materials and Methods: The CM molecule was synthesised through the reaction between 2,4-dihydroxybenzaldehyde and ethyl cyanoacetate. Experiment was conducted in four groups of rats: control, BPA, CM, and BPA+CM. Total Antioxidant Status (TAS), Total Oxidant Status (TOS), and Malondialdehyde (MDA) levels in kidney tissue were evaluated. serum samples were analyzed for Total-Native thiol and kidney function test parameters.
Results: The BPA-treated group exhibited significant decreases in TAS and thiol levels, increases in TOS and MDA levels. However, these side effects were significantly reduced with CM.
Conclusion: results obtained in this study indicate that CM molecule has a protective effect against BPA induced kidney toxicity.
Etik Beyan
Ethical approval for this study was obtained from the Department of Animal Experiments Local Ethics Committee of Adıyaman University (Decision No: 2022/072). The welfare and living conditions of the animals used in the research fully complied with ethical standards.
Destekleyen Kurum
This study was supported by Adiyaman University Scientific Research Projects Unit (ADYUBAP, Project no. TIPFMAP/2022-0008)
Kaynakça
- Golub MS, Wu KL, Kaufman FL, Li LH et al. Bisphenol A: developmental toxicity from early prenatal exposure. Birth Defects Res B Dev Reprod Toxicol. 2010;89(6):441-66.
- Acaroz U, Ince S, Arslan-Acaroz D, et al. Bisphenol-A induced oxidative stress, inflammatory gene expression, and metabolic and histopathological changes in male Wistar albino rats: protective role of boron. Toxicology research, 2019;8(2), 262-269.
- Zhang H, Yang R, Shi W, Zhou X, Sun S. The association between bisphenol A exposure and oxidative damage in rats/mice: a systematic review and meta-analysis. Environmental Pollution, 2022;292, 118444.
- Uremis MM, Gurel E, Aslan M, Taslidere E. Dexpanthenol protects against nicotine-induced kidney injury by reducing oxidative stress and apoptosis through activation of the AKT/Nrf2/HO-1 pathway. Naunyn Schmiedebergs Arch Pharmacol. 2023; doi: 10.1007/s00210-023-02671-7.
- Kurt AH, Bozkus F, Uremis N, Uremis MM. The protective role of G protein-coupled estrogen receptor 1 (GPER-1) on methotrexate-induced nephrotoxicity in human renal epithelium cells. Ren Fail. 2016;38(5):686-92.
- Ramazani, N., Mahd Gharebagh, F., Soleimanzadeh, A. et al. The influence of L‐proline and fulvic acid on oxidative stress and semen quality of buffalo bull semen following cryopreservation. Vet Med Sci. 2023 Jul;9(4):1791-1802. doi: 10.1002/vms3.1158.
- Jiao N, Xu D, Qiu K. et al. Restoring mitochondrial function and normalizing ROS-JNK/MAPK pathway exert key roles in glutamine ameliorating bisphenol A-induced intestinal injury. FASEB J. 2020;34(6):7442-7461.
- Korkmaz A, Aydogan M, Kolankaya D, Barlas N. Vitamin C coadministration augments bisphenol A, nonylphenol, and octylphenol induced oxidative damage on kidney of rats. Environ Toxicol. 2011;26(4):325-37.
- Venkata Sairam K, Gurupadayya BM, Chandan RS, Nagesha DK, Vishwanathan B. A Review on Chemical Profile of Coumarins and their Therapeutic Role in the Treatment of Cancer. Curr Drug Deliv. 2016;13(2):186-201.
- Flores-Morales V, Villasana-Ruiz AP, Garza-Veloz I, Gonzalez-Delgado S, Martinez-Fierro ML. Therapeutic Effects of Coumarins with Different Substitution Patterns. Molecules. 2023;28(5).
- Borges F, Roleira F, Milhazes N, Santana L, Uriarte E. Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity. Curr Med Chem. 2005;12(8):887-916.
- Khan N, Sharma S, Sultana S. Attenuation of potassium bromate-induced nephrotoxicity by coumarin (1,2-benzopyrone) in Wistar rats: chemoprevention against free radical-mediated renal oxidative stress and tumor promotion response. Redox Rep. 2004;9(1):19-28. doi: 10.1179/135100004225003860.
- Bindhumol V, Chitra KC, Mathur PP. Bisphenol A induces reactive oxygen species generation in the liver of male rats. Toxicology. 2003;188(2-3):117-24. doi: 10.1016/s0300-483x(03)00056-8.
- Volmajer J, Toplak R, Leban I, Marechal AML. Synthesis of new iminocoumarins and their transformations into N-chloro and hydrazono compounds. Tetrahedron. 2005;61(29):7012-7021.
- Ohkawa H, Ohishi N, Yagi K. Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal Biochem. 1979;95(2):351-8.
- Paueksakon P, Fogo AB. Drug-induced nephropathies. Histopathology. 2017;70(1):94-108.
- Altinoz E, Oner Z, Elbe H, Uremis N, Uremis M. Linalool exhibits therapeutic and protective effects in a rat model of doxorubicin-induced kidney injury by modulating oxidative stress. Drug Chem Toxicol. 2022;45(5):2024-2030.
- Aydin M, Zayman E, Turkoz Y. et al. Protective role of vitamin E against acrylamide-induced testicular toxicity from pregnancy to adulthood: insights into oxidative stress and aromatase regulation. Naunyn Schmiedebergs Arch Pharmacol. 2023. doi: 10.1007/s00210-023-02638-8.
- Aslan M, Gürel E, Üremiş N, Üremiş MM, Taşlıdere E. Anti-inflammatory and antioxidative effects of dexpanthenol on nicotine-induced lung injury in rats. Toxicology and Environmental Health Sciences. 2023;15(3):303-313.
- Iyanagi T. Molecular mechanism of phase I and phase II drug-metabolizing enzymes: implications for detoxification. Int Rev Cytol. 2007;260:35-112.
- Zollner A, Buchheit D, Meyer MR, Maurer HH, Peters FT, Bureik M. Production of human phase 1 and 2 metabolites by whole-cell biotransformation with recombinant microbes. Bioanalysis. 2010;2(7):1277-90.
- Fevrier-Paul A, Soyibo AK, Mitchell S, Voutchkov M. Role of Toxic Elements in Chronic Kidney Disease. J Health Pollut. 2018;8(20):181202.
- Saricicek E, Çelik A, Üremiş N, Kılınç M. Protective effects of simvastatin, Nigella sativa oil and thmoquinone against dimethylnitrosamine-induced oxidative stress in rat kidney. Biomedical Research. 2016;27(3).
- Orrenius S, Gogvadze V, Zhivotovsky B. Mitochondrial oxidative stress: implications for cell death. Annu Rev Pharmacol Toxicol. 2007;47:143-83.
- Peerapanyasut W, Kobroob A, Palee S, Chattipakorn N, Wongmekiat O. N-Acetylcysteine Attenuates the Increasing Severity of Distant Organ Liver Dysfunction after Acute Kidney Injury in Rats Exposed to Bisphenol A. Antioxidants (Basel). 2019;8(10).
- Abdelrazik E, Hassan HM, Abdallah Z, Magdy A, Farrag EA. Renoprotective effect of N-acetylcystein and vitamin E in bisphenol A-induced rat nephrotoxicity; Modulators of Nrf2/ NF-kappaB and ROS signaling pathway. Acta Biomed. 2022;93(6):e2022301.
- Aslanturk A, Uzunhisarcikli M. Protective potential of curcumin or taurine on nephrotoxicity caused by bisphenol A. Environ Sci Pollut Res Int. 2020;27(19):23994-24003.
- Yaribeygi H, Farrokhi FR, Rezaee R, Sahebkar A. Oxidative stress induces renal failure: A review of possible molecular pathways. J Cell Biochem. 2018;119(4):2990-2998.
- Cordiano R, Di Gioacchino M, Mangifesta R, Panzera C, Gangemi S, Minciullo PL. Malondialdehyde as a Potential Oxidative Stress Marker for Allergy-Oriented Diseases: An Update. Molecules. 2023;28(16):5979. doi: 10.3390/molecules28165979.
- Acaroz U, Ince S, Zhu K. et al. The ameliorative effects of boron against acrylamide-induced oxidative stress, inflammatory response, and metabolic changes in rats. Food Chem Toxicol. 2018;118:745-752. doi: 10.1016/j.fct.2018.06.029.
- Khan N, Sharma S, Sultana S. Amelioration of ferric nitrilotriacetate (Fe-NTA) induced renal oxidative stress and tumor promotion response by coumarin (1,2-benzopyrone) in Wistar rats. Cancer Lett. 2004; 8;210(1):17-26. doi: 10.1016/j.canlet.2004.01.011.
- Atmaca M, Bilgin HM, Obay BD, Diken H, Kelle M, Kale E. The hepatoprotective effect of coumarin and coumarin derivates on carbon tetrachloride-induced hepatic injury by antioxidative activities in rats J Physiol Biochem. 2011;67(4):569-76. doi: 10.1007/s13105-011-0103-5.
- Özkaya A, Türkan K. Protective Effects of 3-benzoyl-7-hydroxy Coumarin on Liver of Adult Rat Exposed to Aluminium Chloride Acta Chim Slov. 2021;68(1):222-228.
- Lin HC, Tsai HS, Chen CS et al. Structure-activity relationship of coumarin derivatives on xanthine oxidase-inhibiting and free radical-scavenging activities. Biochem Pharmacol, 2008, 75(6), 1416–1425. doi:10.1016/j.bcp.2007.11.023.
- Wu CR, Huang MY, Lin YT, Ju HY, Ching H. Antioxidant properties of Cortex Fraxini and its simple coumarins. Food Chemistry. 2007;104(4), 1464–1471. https://doi.org/10.1016/j.foodchem.2007.02.023.
- Borges F, Roleira F, Milhazes N, Santana L, Uriarte E Simple coumarins and analogues in medicinal chemistry: occurrence, synthesis and biological activity. Current Medicinal Chemistry. 2005;12(8):887-916. doi: 10.2174/092986705350731.
- Venugopala KN, Rashmi V, Odhav B. Review on natural coumarin lead compounds for their pharmacological activity. Biomed Res Int. 2013:963248. doi: 10.1155/2013/963248.
- Hoque E, Sujan KM, Mia MS et al. Effects of bisphenol-A (BPA) on body weight, hematological parameters and histo-texture of kidney in swiss albino mice. Asian J. Med. Biol. Res. 2020;6(4),635-640. doi: 10.3329/ajmbr.v6i4.51229.
- Rahimi O, Farokhi F, Khojasteh SMB, Ozi SA. The effect of Bisphenol A on serum parameters and morphology of kidney's tissue. Biological Forum – An International Journal. 2015;7(2): 79-90.
- Ahmad MM, Ameen SH. Histopathological Changes Produced by Bispenol A in the Renal Cortex of Adult Male Albino Rats. Med. J. Cairo Univ., 2019;87(3) 2045-2058.
- Türk A, Kuloğlu T, Özkaya A. et al. Effects of 3-Benzoyl-7-Hydroxy Coumarin Compound on TNF-α and Caspase-3 Immunreactivity in Kidneys of Rats Exposed to Aluminum. Commagene Journal of Biology, 2023;7(1), 73-78.
- Bilgiç Y, Alkuş H, Ozhan O, Üremis MM et al. Protective and Therapeutic Effects of Betulinic Acid on Acetic Acid-Induced Experimental Colitis Model. J Enterocolitis. 2022;1(1):6-11.
- Uremis MM, Uremis N, Turkoz Y. Cucurbitacin E shows synergistic effect with sorafenib by inducing apoptosis in hepatocellular carcinoma cells and regulates Jak/Stat3, ERK/MAPK, PI3K/Akt/mTOR signaling pathways. Steroids. 2023:198:109261. doi: 10.1016/j.steroids.2023.109261.
- Uremis N, Uremis MM, Tolun FI, Ceylan M, Doganer A, Kurt AH. Synthesis of 2-Substituted Benzothiazole Derivatives and Their In Vitro Anticancer Effects and Antioxidant Activities Against Pancreatic Cancer Cells. Anticancer Res. 2017;37(11):6381-6389. doi: 10.21873/anticanres.12091.
- Popova SA, Shevchenko OG, Chukicheva IY. Synthesis of new coumarin[1,3]oxazine derivatives of 7-hydroxy-6-isobornyl-4-methylcoumarin and their antioxidant activity. Chem Biol Drug Des. 2022;100(6):994-1004. doi: 10.1111/cbdd.13955
- Zhou R, Wen W, Gong X, Zhao Y, Zhang W. Nephro-protective effect of Daphnetin in hyperoxaluria-induced rat renal injury via alterations of the gut microbiota. J Food Biochem. 2022;46(12):e14377. doi: 10.1111/jfbc.14377