Araştırma Makalesi
BibTex RIS Kaynak Göster

Effect of Resveratrol and Quercetin on Intestinal Ischemia Reperfusion Injury in Rats

Yıl 2023, Cilt: 6 Sayı: 3, 467 - 472, 31.12.2023
https://doi.org/10.36516/jocass.1303016

Öz

Aim: Intestinal ischemia reperfusion (I/R) injury is an emergency condition with a high mortality rate and early diagnosis is very difficult. In this study, we aimed to examine the biochemical and histopathological effects of resveratrol and quercetin on intestinal I/R injury model.
Material and Method: In our study, 56 male Sprague-Dawley rats weighing 250-300 g were randomly divided into 7 groups consisting of 8 rats. Groups were control group (group 1), saline group (group 2), ethanol group (group 3), resveratrol group (group 4) (30mg/kg), quercetin group (group 5) (30mg/kg), resveratrol+quercetin group A (group 6) (15 mg/kg+15 mg/kg), resveratrol+quercetin group B (group 7) (30 mg/kg+30 mg/kg). At the end of the experiment rats intestinal tissues were divided into 2 parts for biochemical and histopathological examination. Total oxidant level (TOS), total antioxidant level (TAS), total thiol [(-SH)+(-S-S-)] (TT), native thiol [-SH] (NT), and protein content levels were measured spectrophotometrically, oxidative stress index (OSI) and disulfide [-S-S-] levels were calculated.
Results: A statistically significant difference was found between the groups in terms of TOS, OSI, TT, NT and disulfide levels (p <0.05). No statistically significant difference was observed between the groups in terms of TAS levels (p˃0.05). A significant improvement in histopathological scoring was observed in all treatment groups compared to saline and ethanol groups (p<0.05).
Conclusion: Resveratrol and quercetin have protective effects in reducing oxidative stress in intestinal I/R damage.

Destekleyen Kurum

KSÜ BAP

Proje Numarası

Proje No : 2019 / 2-28

Kaynakça

  • 1.Wang J, Zhang W, Wu G. Intestinal ischemic reperfusion injury: Recommended rats model and comprehensive review for protective strategies. Biomed Pharmacother. 2021;138:111482. https://doi.org/10.1016/j.biopha.2021.111482
  • 2.Tanyeli A, Ekinci Akdemir FN, Eraslan E, et al. The Effect of Evodiamine Against Intestinal Tissue Injury Induced by Mesenteric Ischemia-Reperfusion: Role of Oxidative Stress. Bozok Med. 2019;9(1):113-18. https://doi.org/10.16919/bozoktip.454706
  • 3.Akcilar R, Akcilar A, Savran B, et al. Effects of ukrain in rats with intestinal ischemia and reperfusion. Journal of surgical research. 2015; 195(1): 67-73. https://doi.org/10.1016/j.jss.2014.12.040
  • 4.Bahadir HM, Sarigoz T, Topuz Ö, et al. Protective Effects of Quercetin on Hepatic Ischemia-Reperfusion Injury. İstanbul Med J. 2018; 19: 47-51. https://doi.org/10.5152/imj.2018.72325
  • 5.Zhang YM, Zhang ZY, Wang RX. Protective Mechanisms of Quercetin Against Myocardial Ischemia Reperfusion Injury. Front Physiol. 2020; 11: 956. https://doi.org/10.3389/fphys.2020.00956
  • 6.Yazici S, Demirtas S, Guclu O, et al. Using oxidant and antioxidant levels to predict the duration of both acute peripheral and mesenteric ischemia. Perfusion. 2014;1–6. https://doi.org/10.1177/0267659114524012
  • 7.Tanyeli A, Ekinci Akdemir FN, Eraslan E, et al. Role of p-Coumaric acid in Alleviating of the Intestinal Ischemia/Reperfusion Injury. Kocaeli Med. J. 2020; 9(1): 166-73. https://doi.org/10.5505/ktd.2020.38233
  • 8.Erel O, Neselioglu SA. novel and automated assay for thiol/disulphide homeostasis. Clin Biochem. 2014;47(18):326-32. https://doi.org/10.1016/j.clinbiochem.2014.09.026
  • 9.Fremont L, Belguendouz L, Delpal S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci. 1999;64:2511-2521. https://doi.org/10.1016/s0024-3205(99)00209-x
  • 10.Frankel EN, Kanner J, German JB, et al. Inhibition of oxidation of human low-density lipoprotein by phenolic substances in red wine. Lancet. 1993; 34: 454-57. https://doi.org/10.1016/0140-6736(93)90206-v
  • 11.Cebova M, Pechanova O. Protective Effects of Polyphenols against Ischemia/Reperfusion Injury. Molecules. 2020; 25(15); 3469. https://doi.org/10.3390/molecules25153469
  • 12.Yildiz F, Terzi A, Coban S, et al. Protective effects of resveratrol on small intestines against intestinal ischemia–reperfusion injury in rats. Journal of Gastroenterology and Hepatology. 2009;24:1781–5. https://doi.org/10.1111/j.1440-1746.2009.05945.x
  • 13.Çiftçi U, Delen E, Vural M, et al. Efficiacy of resveratrol and quercetin after experimental spinal cord injury. Ulus Travma Acil Cerrahi Derg. 2016;22(5). https://doi.org/10.5505/tjtes.2016.44575
  • 14.Tóth Š, Jonecová Z, Čurgali K, et al. Quercetin attenuates the ischemia reperfusion induced COX-2 and MPO expression in the small intestine mucosa. Biomed Pharmacother. 2017;95:346-54. https://doi.org/10.1016/j.biopha.2017.08.038
  • 15.Nijveldt JR, Nood VE, Hoorn D, et al. Flavonoids: a review of probable mechanisms of action and potential applications. N J Clin Nutr. 2001;74:418-25. https://doi.org/10.1093/ajcn/74.4.418
  • 16.Yıldız F, Dönder Y, Arıkan TB. Sıçanlarda Oluşturulan Deneysel İntesti̇nal İskemi̇ Reperfüzyon Modeli̇nde Querci̇tri̇ni̇n Etki̇leṙ. Ahi Evran Medical Journal. 2018;2(1):5–10. https://dergipark.org.tr/en/pub/aemj/issue/36592/341981
  • 17.Sener G, Toklu HZ, Sehirli AO, et al. Protective effects of resveratrol against acetaminophen induced toxicity in mice. Hepatol Res. 2006;35(1):62–8. https://doi.org/10.1016/j.hepres.2006.02.005
  • 18.Singh D, Chander V, Chopra K. The effect of quercetin, a bioflavonoid on ischemia/reperfusion induced renal injury in rats. Arch Med Res. 2008;39(7):714. https://doi.org/10.1016/j.arcmed.2004.10.004
  • 19.Boybeyi Ö, Dere Gunal Y, Atasoy P, et al. The effect of colchicine and low-dose methotrexate on intestinal ischemia/reperfusion injury in an experimental model. J Pediatr Surg. 2014;49(10):1471-4. https://doi.org/10.1016/j.jpedsurg.2014.01.057.
  • 20.Lowry OH, Rosebrough NJ, Farr A, et al. Protein measurement with the folin phenol reagent. J Biol chem. 1951;193:265-75.
  • 21.Chiu, CJ, McArdle AH, Brown R, et al. Intestinal mucosal lesion in low-flow states. I. A morphological, hemodynamic, and metabolic reappraisal. Arch Sur 1970;101(4):478-83. https://doi.org/10.1001/archsurg.1970.01340280030009
  • 22.Dong WP, Li FF, Pan ZG, et al. Resveratrol ameliorates subacute intestinal ischemia-reperfusion injury. J Surg Res. 2013;185(1):182-9. https://doi.org/10.1016/j.jss.2013.05.013
  • 23.Ozkan OV, Yuzbasioglu M, Ciralik F, et al. Resveratrol, a natural antioxidant, attenuates intestinal ischemia/reperfusion injury in rats. Tohoku J Exp Med. 2009;218(3):251-8. https://doi.org/10.1620/tjem.218.251
  • 24.Petrat F, de Groot H. (2011). Protection against severe intestinal ischemia/reperfusion injury in rats by intravenous resveratrol. J Surg Res Epub. 2010;167(2):e145-55. https://doi.org/10.1016/j.jss.2010.06.004.
  • 25.Cucolas C, Ioana Daneasa A, Olteanu D, et al. Resveratrol and curcumin as protective agents in an experimental rat model of intestinal ischemia and reperfusion. Canadian Journal of Physiology and Pharmacology. 2016;94;11. https://doi.org/10.1139/cjpp-2016-0085
  • 26.Sanrı US, Özsin KK, Toktaş F, et al. On-pump koroner arter baypas greftleme yapılan hastalarda tiyol-disülfid homeostazının etkisi. Turkish Journal of Thoracic and Cardiovascular Surgery. 2019;27(4):484-92. http://dx.doi.org/doi: 10.5606/tgkdc.dergisi.2019.18033
  • 27.Öztorun C, Doruk H, Güney D, et al. Evaluation of Dynamic / Thiol Disulfide Balance and İschemia Modified Albumin in Children with Trauma. Int J Clin Pract. 2021;75(11):e14713. https://doi.org/10.1111/ijcp.14713.
  • 28.Erel Ö, Erdoğan S. Thiol-disulfide homeostasis: an integrated approach with biochemical and clinical aspects. Turk J Med Sci. 2020;50:1728-38. https://doi.org/10.3906/sag-2003-64
  • 29.Yıldırım MA, Kocabas R, Kılınc I, et al. Role of thiol-disulfide hemostasis in early diagnosis of acute mesentery ischemia: An experimental study. Ulus Travma Acil Cerrahi Derg. 2022;28(4):403-10. https://doi.org/10.14744/tjtes.2020.44025
  • 30.Ozcakir E, Avci Z, Neselioglu S, et al. The effect of intestinal ischemia on plasma thiol/disulphide homeostasis in an experimental study. Experimental Biomedical Research. 2021; 4(4): 322-30. https://doi.org/10.30714/j-ebr.2021471927
  • 31.Olas B, Wachowicz B, Bald E, et al. The protective effects of resveratrol against changes in blood platelet thiols induced by platinum compounds. J Physiol Pharmacol. 2004;55(2):467-76.
  • 32.Tas U, Ayan M, Sogut E, et al. Protective effects of thymoquinone and melatonin on intestinal ischemia–reperfusion injury. The Saudi journal of Gastrology. 2015;21(5):284-9. https://doi.org/10.4103/1319-3767.166203
  • 33.Noda T, Iwakiri R, Fujimoto K, et al. Programmed cell death induced by ischemia reperfusion in rat intestinal mucosa. Am J Physiol. 1998;274(2):G270-6. https://doi.org/10.1152/ajpgi.1998.274.2.G270.
  • 34.Pergel A, Kanter M, Yucel AF, et al. Anti-inflammatory and antioxidant effects of infliximab in a rat model of intestinal ischemia/reperfusion injury. Toxicol Ind Health. 2012; 28: 923-32. https://doi.org/10.1177/0748233711427056.
  • 35.Curgali K, Toth S, Jonecova Z, et al. Quercetin protects jejunal mucosa from experimental intestinal ischemia reperfusion injury by activation of CD68 positive cells. Acta Histochem. 2018;120(1):28-32. https://doi.org/10.1016/j.acthis.2017.11.001.

EFFECT OF RESVERATROL AND QUERCETİN ON INTESTİNAL ISCHEMİA REPERFUSİON INJURY İN RATS

Yıl 2023, Cilt: 6 Sayı: 3, 467 - 472, 31.12.2023
https://doi.org/10.36516/jocass.1303016

Öz

Giriş: İntestinal iskemi reperfüzyon (İ/R) hasarı yüksek mortalite oranına sahip, erken tanısı çok zor olan acil bir durumdur. Bu çalışmamızda resveratrol ve quercetin’in mezenter İ/R hasarı modeliyle oluşan intestinal hasardaki oksidatif stres ve antioksidan sistem üzerine etkilerinin biyokimyasal ve histopatolojik olarak incelenmesi amaçlanmıştır.
Gereç ve Yöntem: Çalışmamızda 250-300 gr ağırlığında 56 adet Sprague-Dawley cinsi erkek sıçan randomize bir şekilde her grupta 8’er sıçandan oluşan 7 gruba ayrılmıştır: kontrol grubu (grup 1), salin grubu (grup 2), etanol grubu (grup 3), resveratrol grubu (grup 4) (30mg/kg), quercetin grubu (grup 5) (30mg/kg), resveratrol+quercetin grubu A (grup 6) (15mg/kg+15 mg/kg), resveratrol+quercetin grubu B (grup 7) (30 mg/kg+30 mg/kg). Deney sonunda tüm ratlar sakrifiye edilerek bağırsak dokuları alınmış ve biyokimyasal ve histopatolojik inceleme için 2 parçaya ayrılmıştır. Total oksidan seviye (TOS), total antioksidan seviye (TAS), total tiyol [(-SH)+(-S-S-)] (TT), native tiyol [-SH] (NT) ve protein miktarı düzeyleri spektrofotometrik olarak ölçülmüş, oksidatif stres indeksi (OSI) ve disülfit [-S-S-] düzeyleri hesaplanmıştır.
Sonuç: TOS, OSI, TT, NT ve disülfit düzeyleri açısından gruplar arasında istatistiksel olarak anlamlı fark gözlenirken (p<0.05), TAS düzeyleri açısından gruplar arasında istatistiksel olarak anlamlı fark gözlenmemiştir (p˃0.05). Histopatalojik skorlamada, tüm tedavi gruplarında salin ve etanol gruplarına göre anlamlı bir düzelme görülmüştür (p<0.05).
Tartışma: Resveratrol ve quercetin intestinal I/R hasarında oksidatif stresin azaltılmasında koruyucu etkilidir.

Proje Numarası

Proje No : 2019 / 2-28

Kaynakça

  • 1.Wang J, Zhang W, Wu G. Intestinal ischemic reperfusion injury: Recommended rats model and comprehensive review for protective strategies. Biomed Pharmacother. 2021;138:111482. https://doi.org/10.1016/j.biopha.2021.111482
  • 2.Tanyeli A, Ekinci Akdemir FN, Eraslan E, et al. The Effect of Evodiamine Against Intestinal Tissue Injury Induced by Mesenteric Ischemia-Reperfusion: Role of Oxidative Stress. Bozok Med. 2019;9(1):113-18. https://doi.org/10.16919/bozoktip.454706
  • 3.Akcilar R, Akcilar A, Savran B, et al. Effects of ukrain in rats with intestinal ischemia and reperfusion. Journal of surgical research. 2015; 195(1): 67-73. https://doi.org/10.1016/j.jss.2014.12.040
  • 4.Bahadir HM, Sarigoz T, Topuz Ö, et al. Protective Effects of Quercetin on Hepatic Ischemia-Reperfusion Injury. İstanbul Med J. 2018; 19: 47-51. https://doi.org/10.5152/imj.2018.72325
  • 5.Zhang YM, Zhang ZY, Wang RX. Protective Mechanisms of Quercetin Against Myocardial Ischemia Reperfusion Injury. Front Physiol. 2020; 11: 956. https://doi.org/10.3389/fphys.2020.00956
  • 6.Yazici S, Demirtas S, Guclu O, et al. Using oxidant and antioxidant levels to predict the duration of both acute peripheral and mesenteric ischemia. Perfusion. 2014;1–6. https://doi.org/10.1177/0267659114524012
  • 7.Tanyeli A, Ekinci Akdemir FN, Eraslan E, et al. Role of p-Coumaric acid in Alleviating of the Intestinal Ischemia/Reperfusion Injury. Kocaeli Med. J. 2020; 9(1): 166-73. https://doi.org/10.5505/ktd.2020.38233
  • 8.Erel O, Neselioglu SA. novel and automated assay for thiol/disulphide homeostasis. Clin Biochem. 2014;47(18):326-32. https://doi.org/10.1016/j.clinbiochem.2014.09.026
  • 9.Fremont L, Belguendouz L, Delpal S. Antioxidant activity of resveratrol and alcohol-free wine polyphenols related to LDL oxidation and polyunsaturated fatty acids. Life Sci. 1999;64:2511-2521. https://doi.org/10.1016/s0024-3205(99)00209-x
  • 10.Frankel EN, Kanner J, German JB, et al. Inhibition of oxidation of human low-density lipoprotein by phenolic substances in red wine. Lancet. 1993; 34: 454-57. https://doi.org/10.1016/0140-6736(93)90206-v
  • 11.Cebova M, Pechanova O. Protective Effects of Polyphenols against Ischemia/Reperfusion Injury. Molecules. 2020; 25(15); 3469. https://doi.org/10.3390/molecules25153469
  • 12.Yildiz F, Terzi A, Coban S, et al. Protective effects of resveratrol on small intestines against intestinal ischemia–reperfusion injury in rats. Journal of Gastroenterology and Hepatology. 2009;24:1781–5. https://doi.org/10.1111/j.1440-1746.2009.05945.x
  • 13.Çiftçi U, Delen E, Vural M, et al. Efficiacy of resveratrol and quercetin after experimental spinal cord injury. Ulus Travma Acil Cerrahi Derg. 2016;22(5). https://doi.org/10.5505/tjtes.2016.44575
  • 14.Tóth Š, Jonecová Z, Čurgali K, et al. Quercetin attenuates the ischemia reperfusion induced COX-2 and MPO expression in the small intestine mucosa. Biomed Pharmacother. 2017;95:346-54. https://doi.org/10.1016/j.biopha.2017.08.038
  • 15.Nijveldt JR, Nood VE, Hoorn D, et al. Flavonoids: a review of probable mechanisms of action and potential applications. N J Clin Nutr. 2001;74:418-25. https://doi.org/10.1093/ajcn/74.4.418
  • 16.Yıldız F, Dönder Y, Arıkan TB. Sıçanlarda Oluşturulan Deneysel İntesti̇nal İskemi̇ Reperfüzyon Modeli̇nde Querci̇tri̇ni̇n Etki̇leṙ. Ahi Evran Medical Journal. 2018;2(1):5–10. https://dergipark.org.tr/en/pub/aemj/issue/36592/341981
  • 17.Sener G, Toklu HZ, Sehirli AO, et al. Protective effects of resveratrol against acetaminophen induced toxicity in mice. Hepatol Res. 2006;35(1):62–8. https://doi.org/10.1016/j.hepres.2006.02.005
  • 18.Singh D, Chander V, Chopra K. The effect of quercetin, a bioflavonoid on ischemia/reperfusion induced renal injury in rats. Arch Med Res. 2008;39(7):714. https://doi.org/10.1016/j.arcmed.2004.10.004
  • 19.Boybeyi Ö, Dere Gunal Y, Atasoy P, et al. The effect of colchicine and low-dose methotrexate on intestinal ischemia/reperfusion injury in an experimental model. J Pediatr Surg. 2014;49(10):1471-4. https://doi.org/10.1016/j.jpedsurg.2014.01.057.
  • 20.Lowry OH, Rosebrough NJ, Farr A, et al. Protein measurement with the folin phenol reagent. J Biol chem. 1951;193:265-75.
  • 21.Chiu, CJ, McArdle AH, Brown R, et al. Intestinal mucosal lesion in low-flow states. I. A morphological, hemodynamic, and metabolic reappraisal. Arch Sur 1970;101(4):478-83. https://doi.org/10.1001/archsurg.1970.01340280030009
  • 22.Dong WP, Li FF, Pan ZG, et al. Resveratrol ameliorates subacute intestinal ischemia-reperfusion injury. J Surg Res. 2013;185(1):182-9. https://doi.org/10.1016/j.jss.2013.05.013
  • 23.Ozkan OV, Yuzbasioglu M, Ciralik F, et al. Resveratrol, a natural antioxidant, attenuates intestinal ischemia/reperfusion injury in rats. Tohoku J Exp Med. 2009;218(3):251-8. https://doi.org/10.1620/tjem.218.251
  • 24.Petrat F, de Groot H. (2011). Protection against severe intestinal ischemia/reperfusion injury in rats by intravenous resveratrol. J Surg Res Epub. 2010;167(2):e145-55. https://doi.org/10.1016/j.jss.2010.06.004.
  • 25.Cucolas C, Ioana Daneasa A, Olteanu D, et al. Resveratrol and curcumin as protective agents in an experimental rat model of intestinal ischemia and reperfusion. Canadian Journal of Physiology and Pharmacology. 2016;94;11. https://doi.org/10.1139/cjpp-2016-0085
  • 26.Sanrı US, Özsin KK, Toktaş F, et al. On-pump koroner arter baypas greftleme yapılan hastalarda tiyol-disülfid homeostazının etkisi. Turkish Journal of Thoracic and Cardiovascular Surgery. 2019;27(4):484-92. http://dx.doi.org/doi: 10.5606/tgkdc.dergisi.2019.18033
  • 27.Öztorun C, Doruk H, Güney D, et al. Evaluation of Dynamic / Thiol Disulfide Balance and İschemia Modified Albumin in Children with Trauma. Int J Clin Pract. 2021;75(11):e14713. https://doi.org/10.1111/ijcp.14713.
  • 28.Erel Ö, Erdoğan S. Thiol-disulfide homeostasis: an integrated approach with biochemical and clinical aspects. Turk J Med Sci. 2020;50:1728-38. https://doi.org/10.3906/sag-2003-64
  • 29.Yıldırım MA, Kocabas R, Kılınc I, et al. Role of thiol-disulfide hemostasis in early diagnosis of acute mesentery ischemia: An experimental study. Ulus Travma Acil Cerrahi Derg. 2022;28(4):403-10. https://doi.org/10.14744/tjtes.2020.44025
  • 30.Ozcakir E, Avci Z, Neselioglu S, et al. The effect of intestinal ischemia on plasma thiol/disulphide homeostasis in an experimental study. Experimental Biomedical Research. 2021; 4(4): 322-30. https://doi.org/10.30714/j-ebr.2021471927
  • 31.Olas B, Wachowicz B, Bald E, et al. The protective effects of resveratrol against changes in blood platelet thiols induced by platinum compounds. J Physiol Pharmacol. 2004;55(2):467-76.
  • 32.Tas U, Ayan M, Sogut E, et al. Protective effects of thymoquinone and melatonin on intestinal ischemia–reperfusion injury. The Saudi journal of Gastrology. 2015;21(5):284-9. https://doi.org/10.4103/1319-3767.166203
  • 33.Noda T, Iwakiri R, Fujimoto K, et al. Programmed cell death induced by ischemia reperfusion in rat intestinal mucosa. Am J Physiol. 1998;274(2):G270-6. https://doi.org/10.1152/ajpgi.1998.274.2.G270.
  • 34.Pergel A, Kanter M, Yucel AF, et al. Anti-inflammatory and antioxidant effects of infliximab in a rat model of intestinal ischemia/reperfusion injury. Toxicol Ind Health. 2012; 28: 923-32. https://doi.org/10.1177/0748233711427056.
  • 35.Curgali K, Toth S, Jonecova Z, et al. Quercetin protects jejunal mucosa from experimental intestinal ischemia reperfusion injury by activation of CD68 positive cells. Acta Histochem. 2018;120(1):28-32. https://doi.org/10.1016/j.acthis.2017.11.001.
Toplam 35 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Konular Cerrahi
Bölüm Makaleler
Yazarlar

Işıl Yağmur 0000-0002-7009-4693

Selen Dindar Bu kişi benim 0000-0003-3780-8479

Rabia Tural 0000-0003-3394-6890

Aslı Yaylalı 0000-0003-2360-5320

Atila Yoldaş 0000-0002-7807-0661

Fatma İnanç Tolun Bu kişi benim 0000-0002-1157-2958

Hasan Dağlı 0000-0003-2756-6277

Proje Numarası Proje No : 2019 / 2-28
Yayımlanma Tarihi 31 Aralık 2023
Kabul Tarihi 14 Eylül 2023
Yayımlandığı Sayı Yıl 2023 Cilt: 6 Sayı: 3

Kaynak Göster

APA Yağmur, I., Dindar, S., Tural, R., Yaylalı, A., vd. (2023). Effect of Resveratrol and Quercetin on Intestinal Ischemia Reperfusion Injury in Rats. Journal of Cukurova Anesthesia and Surgical Sciences, 6(3), 467-472. https://doi.org/10.36516/jocass.1303016

download

You are free to:
Share — copy and redistribute the material in any medium or format The licensor cannot revoke these freedoms as long as you follow the license terms.
Under the following terms: Attribution — You must give appropriate credit, provide a link to the license, and indicate if changes were made. You may do so in any reasonable manner, but not in any way that suggests the licensor endorses you or your use. NonCommercial — You may not use the material for commercial purposes. NoDerivatives — If you remix, transform, or build upon the material, you may not distribute the modified material. No additional restrictions — You may not apply legal terms or technological measures that legally restrict others from doing anything the license permits.