دورية أكاديمية
Anti-inflammatory and antinociceptive effects, and safety toxicological profile of a new paracetamol analog, LQFM291.
| العنوان: | Anti-inflammatory and antinociceptive effects, and safety toxicological profile of a new paracetamol analog, LQFM291. |
|---|---|
| المؤلفون: | Turones LC; Laboratory of Pharmacology of Natural and Synthetic Products, Institute of Biological Sciences, Federal University of Goiás, Room 209, Esperança Avenue, Campus Samambaia, Goiania, 74690-900, Brazil. larissa645@gmail.com., Machado LS; Laboratory of Chromatography and Mass Spectrometry, Chemistry Institute, Federal University of Goiás, Campus Colemar Natal e Silva, Goiânia, Brazil., Vaz BG; Laboratory of Chromatography and Mass Spectrometry, Chemistry Institute, Federal University of Goiás, Campus Colemar Natal e Silva, Goiânia, Brazil., de Almeida R Oliveira G; Department of Pharmacy, Health Sciences School, Universidade de Brasília, Brasília, DF, 70910-900, Brazil., da Silva Moreira LK; Laboratory of Pharmacology of Natural and Synthetic Products, Institute of Biological Sciences, Federal University of Goiás, Room 209, Esperança Avenue, Campus Samambaia, Goiania, 74690-900, Brazil., Almeida DS; Laboratory of Pharmacology of Natural and Synthetic Products, Institute of Biological Sciences, Federal University of Goiás, Room 209, Esperança Avenue, Campus Samambaia, Goiania, 74690-900, Brazil., Martins AN; Laboratory of Pharmacology of Natural and Synthetic Products, Institute of Biological Sciences, Federal University of Goiás, Room 209, Esperança Avenue, Campus Samambaia, Goiania, 74690-900, Brazil., Fajemiroye JO; Laboratory of Pharmacology of Natural and Synthetic Products, Institute of Biological Sciences, Federal University of Goiás, Room 209, Esperança Avenue, Campus Samambaia, Goiania, 74690-900, Brazil., Martins JLR; Laboratory of Pharmacology of Natural and Synthetic Products, Institute of Biological Sciences, Federal University of Goiás, Room 209, Esperança Avenue, Campus Samambaia, Goiania, 74690-900, Brazil., Ghedini PC; Laboratory of Molecular and Biochemical Pharmacology, Institute of Biological Sciences, Federal University of Goiás, Campus Samambaia, Goiânia, Brazil., Campos HM; Laboratory of Molecular and Biochemical Pharmacology, Institute of Biological Sciences, Federal University of Goiás, Campus Samambaia, Goiânia, Brazil., Dos Santos FCA; Laboratory of Microscopy Applied to Reproduction, Institute of Biological Sciences, Federal University of Goiás, Campus Samambaia, Goiânia, Brazil., da Silva CRB; Laboratory of Microscopy Applied to Reproduction, Institute of Biological Sciences, Federal University of Goiás, Campus Samambaia, Goiânia, Brazil., Lião LM; Chemistry Institute, Federal University of Goiás, Campus Samambaia, Goiânia, Brazil., Gil ES; Chemistry Institute, Federal University of Goiás, Campus Samambaia, Goiânia, Brazil., Costa EA; Laboratory of Pharmacology of Natural and Synthetic Products, Institute of Biological Sciences, Federal University of Goiás, Room 209, Esperança Avenue, Campus Samambaia, Goiania, 74690-900, Brazil., Menegatti R; Laboratory of Medicinal Pharmaceutical Chemistry, Faculty of Pharmacy, Federal University of Goiás, Goiânia, Brazil. |
| المصدر: | Inflammopharmacology [Inflammopharmacology] 2023 Oct; Vol. 31 (5), pp. 2451-2465. Date of Electronic Publication: 2023 Sep 04. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: Birkhäuser Country of Publication: Switzerland NLM ID: 9112626 Publication Model: Print-Electronic Cited Medium: Internet ISSN: 1568-5608 (Electronic) Linking ISSN: 09254692 NLM ISO Abbreviation: Inflammopharmacology Subsets: MEDLINE |
| أسماء مطبوعة: | Publication: Basel ; Boston : Birkhäuser Original Publication: Dordrecht, The Netherlands ; Norwell, MA, USA : Kluwer Academic Publishers, c1991- |
| مواضيع طبية MeSH: | Acetaminophen*/adverse effects , Anti-Inflammatory Agents*/therapeutic use, Animals ; Humans ; Pain/drug therapy ; Carrageenan ; Plant Extracts/pharmacology ; Analgesics/adverse effects ; Edema/chemically induced ; Edema/drug therapy |
| مستخلص: | In the scope of a research program with the goal of developing treatments for inflammatory diseases, the pharmacological evaluation of LQFM291, designed by molecular hybridization from butylated hydroxytoluene and paracetamol, was described. The antioxidant profile of LQFM291 was evaluated by electrochemical measurement. Also, acute or repeated treatments with equimolar doses to paracetamol were used to evaluate the antinociceptive and/or anti-inflammatory activities of LQFM291 in animal models. The toxicologic potential of LQFM291 was also evaluated and compared to paracetamol through biochemical and histopathological analysis after the repeated treatment schedule. As a result of the acute treatment, paracetamol showed a similar antinociceptive effect in formalin test compared to LQFM291. Whereas, after the repeated treatment, when carrageenan-induced hyperalgesia and edema tests were performed, paracetamol showed a delayed antinociceptive and anti-inflammatory effect compared to LQFM291. Furthermore, as other advantages the LQFM291 showed a high redox capacity, a gastroprotective activity and a safety pharmacological profile without any liver or kidney damage. These effects can be related to the prevention of oxidative stress by reduction of protein and lipid peroxidation in gastric tissue, maintenance of glutathione levels in hepatic homogenate, and a systemic reduction of pro-inflammatory cytokine levels, which may characterize the LQFM291 as a more viable and effective alternative to relief pain and inflammatory signs in patients with chronic disorders. (© 2023. The Author(s), under exclusive licence to Springer Nature Switzerland AG.) |
| References: | Aebi H (1984) Catalase in vitro. Methods Enzymol 105:121–126. https://doi.org/10.1016/s0076-6879(84)05016-3. (PMID: 10.1016/s0076-6879(84)05016-36727660) Ahmad S, Zeb A (2020) Nephroprotective property of Trifolium repens leaf extract against paracetamol-induced kidney damage in mice. Biotech 10:541. https://doi.org/10.1007/s13205-020-02539-0. (PMID: 10.1007/s13205-020-02539-0) Al-Azayzih A, Al-Azzam SI, Alzoubi KH et al (2020) Nonsteroidal Anti-inflammatory drugs utilization patterns and risk of adverse events due to drug-drug interactions among elderly patients: a study from Jordan. Saudi Pharm J 28(4):504–508. https://doi.org/10.1016/j.jsps.2020.03.001. (PMID: 10.1016/j.jsps.2020.03.001322738117132832) Alisi MA, Brufani M, Cazzolla N et al (2012) DPPH radical scavenging activity of paracetamol analogues. Tetrahedron 68(49):10180–10187. https://doi.org/10.1016/j.tet.2012.09.098. (PMID: 10.1016/j.tet.2012.09.098) Almeida DS, da Silva DP, Moreira LK, Menegatti R, Lião LM, Sanz G, Vaz BG, Ghedini PC, Costa EA, Florentino IF (2020) Investigation of anti-inflammatory potential of 5-(3,5-di-tert-butyl-4-hydroxybenzylidene)-2-thioxodihydropyrimidine-4,6(1H,5H)-dione compound. Eur J Pharmacol 886: 173388. https://doi.org/10.1016/j.ejphar.2020.173388. Antoniou T, Guan Q, Martins D, Gomes T (2002) CMAJ 194(15):e542–e548. https://doi.org/10.1503/cmaj.210842. (PMID: 10.1503/cmaj.210842) Aronoff DM, Oates JA, Boutaud O (2006) New insights into the mechanism of action of acetaminophen: Its clinical pharmacologic characteristics reflect its inhibition of the two prostaglandin H2 synthases. Clin Pharmacol Ther 79(1):9–19. https://doi.org/10.1016/j.clpt.2005.09.009. (PMID: 10.1016/j.clpt.2005.09.00916413237) Ballantyne JC (2017) Opioids for the treatment of chronic pain. Anest Analg 125(5):1769–1778. https://doi.org/10.1213/ane.0000000000002500. (PMID: 10.1213/ane.0000000000002500) Behmer OA, Tolosa EMC, Freitas de Neto AG (1976) Manual de técnicas para histologia normal e patológica. São Paulo: Edart, 240. Björck S, Svalander CT, Aurell M (1988) Acute renal failure after analgesic drugs including paracetamol (acetaminophen). Nephron 49(1):45–53. https://doi.org/10.1159/000184985. (PMID: 10.1159/0001849853380218) Blakely P, McDonald BR (1995) Acute renal failure due to acetaminophen ingestion: a case report and review of the literature. J Am Soc Nephrol 6(1):48–53. https://doi.org/10.1681/ASN.V6148. (PMID: 10.1681/ASN.V61487579069) Blough ER, Wu M (2011) Acetaminophen: beyond pain and Fever-relieving. Front Pharmacol 2:72. https://doi.org/10.3389/fphar.2011.00072. (PMID: 10.3389/fphar.2011.00072220871053213427) Boutaud O, Aronoff DM, Richardson JH, Marnett LJ, Oates JA (2002) Determinants of the cellular specificity of acetaminophen as an inhibitor of prostaglandin H(2) synthases. Proc Natl Acad Sci 99(10):7130–7135. https://doi.org/10.1073/pnas.102588199. (PMID: 10.1073/pnas.10258819912011469124540) Botting RM (2020) Mechanism of action of acetaminophen: Is there cyclooxygenase 3? Clin Infec Dis 31(5): S202–S210. https://doi.org/10.1086/317520. Bradford MM (1976) A rapid and sensitive method for the quantitation of microgram quantities of protein utilizing the principle of protein-dye binding. Anal Biochem 72:248–254. https://doi.org/10.1006/abio.1976.9999. (PMID: 10.1006/abio.1976.9999942051) Capasso F, Dunn CJ, Yamamoto S, Willoughby DA, Giroud JP (1975) Further studies on carrageenan-induced pleurisy in rats. J Pathol 116(2):117–124. https://doi.org/10.1002/path.1711160208. (PMID: 10.1002/path.1711160208168331) Colombo G, Clerici M, Garavaglia ME et al (2016) A step-by-step protocol for assaying protein carbonylation in biological samples. J Chromatogr B Analyt Technol Biomed Life Sci 1019:178–190. https://doi.org/10.1016/j.jchromb.2015.11.052. (PMID: 10.1016/j.jchromb.2015.11.05226706659) da Silva DP, Florentino IF, da Silva DM, Lino RC, Cardoso CS, Moreira LK, Vasconcelos GA, Vinhal DC, Cardoso ACD, Villavicencio B, Verli H, Vaz BG, Lião LM, da Cunha LC, Menegatti R, Costa EA (2018) Molecular docking and pharmacological/toxicological assessment of a new compound designed from celecoxib and paracetamol by molecular hybridization. Inflammopharmacol 26(5):1189–1206. https://doi.org/10.1007/s10787-018-0516-7. (PMID: 10.1007/s10787-018-0516-7) de Macêdo IYL, Garcia LF, Menegatti R et al (2018) Electrochemical characterizations of darbufelone, a di-tertbutylphenol derivative, by voltammetric techniques and density functional theory calculations. Electroch Acta 268:462–468. https://doi.org/10.1016/j.electacta.2018.02.128. (PMID: 10.1016/j.electacta.2018.02.128) Dearden JC, O’Hara JH, Townsend MS (1980) A doublepeaked quantitative structure activity relationship (QSAR) in a series of paracetamol derivatives. J Pharm Pharmacol 32:102. (PMID: 10.1111/j.2042-7158.1980.tb10905.x) Ding WX, Yin XM (2004) Dissection of the multiple mechanisms of TNF-alpha-induced apoptosis in liver injury. J Cell Mol Med 8(4):445–454. https://doi.org/10.1111/j.1582-4934.2004.tb00469.x. (PMID: 10.1111/j.1582-4934.2004.tb00469.x156015736740227) Duffy JC, Dearden JC, Rostron C (2001) Design, synthesis and biological testing of a novel series of anti-inflammatory drugs. J Pharm Pharmacol 53(11):1505–1514. https://doi.org/10.1211/0022357011778043. (PMID: 10.1211/002235701177804311732753) Engelhardt G (1984) Tierexperimentelle untersuchungen zur frage des zusammenwirkens von Paracetamol und Acetylsalicylsäure. Arzneimittelforschung 34:992–1001. (PMID: 6542377) Ghanem CI, Pérez MJ, Manautou JE, Mottino AD (2016) Acetaminophen from liver to brain: New insights into drug pharmacological action and toxicity. Pharmacol Res 09:119–131. https://doi.org/10.1016/j.phrs.2016.02.020. (PMID: 10.1016/j.phrs.2016.02.020) Harvison PJ, Egan RW, Gale PH, Christian GD, Hill BS, Nelson SD (1988) Acetaminophen and analogs as cosubstrates and inhibitors of prostaglandin H synthase. Chem Biol Interact 64(3):251–266. https://doi.org/10.1016/0009-2797(88)90101-9. (PMID: 10.1016/0009-2797(88)90101-93124965) Hengy B, Hayi-Slayman D, Page M et al (2009) Insuffisance rénale aiguë lors d’intoxication à l’acétaminophène: à propos de trois cas [Acute renal failure after acetaminophen poisoning: report of three cases]. Can J Anaesth 56(10):770–774. https://doi.org/10.1007/s12630-009-9155-1. (PMID: 10.1007/s12630-009-9155-119639374) Hinz B, Cheremina O, Brune K (2008) Acetaminophen (paracetamol) is a selective cyclooxygenase-2 inhibitor in man. FASEB J 22(2):383–390. https://doi.org/10.1096/fj.07-8506com. (PMID: 10.1096/fj.07-8506com17884974) Huang HS, Ho CH, Weng SF et al (2018) Long-term mortality of acetaminophen poisoning: a nationwide population-based cohort study with 10-year follow-up in Taiwan. Scand J Trauma Resusc Emerg Med 26(1):5. https://doi.org/10.1186/s13049-017-0468-8. (PMID: 10.1186/s13049-017-0468-8293106875759248) Hunskaar S, Fasmer OB, Hole K (1985) Formalin test in mice, a useful technique for evaluating mild analgesics. J Neurosci Methods 14(1):69–76. https://doi.org/10.1016/0165-0270(85)90116-5. (PMID: 10.1016/0165-0270(85)90116-54033190) Khandia R, Munjal A (2020) Interplay between inflammation and cancer. Adv Protein Chem Struct Biol 119:199–245. https://doi.org/10.1016/bs.apcsb.2019.09.004. (PMID: 10.1016/bs.apcsb.2019.09.00431997769) Kowalczyk-Pachel D, Iciek M, Wydra K et al (2016) Cysteine metabolism and oxidative processes in the rat liver and kidney after acute and repeated cocaine treatment. PLoS One 11(1):e0147238. https://doi.org/10.1371/journal.pone.0147238. (PMID: 10.1371/journal.pone.0147238268085334726505) Kurumbail RG, Stevens AM, Gierse JK et al (1996) Structural basis for selective inhibition of cyclooxygenase-2 by anti-inflammatory agents. Nature 384(6610):644–648. https://doi.org/10.1038/384644a0.Erratum.In:Nature1997;385(6616):555. (PMID: 10.1038/384644a0.Erratum.In:Nature1997;385(6616):5558967954) Lambrou GI, Hatziagapiou K, Vlahopoulos S (2020) Inflammation and tissue homeostasis: the NF-κB system in physiology and malignant progression. Mol Biol Rep 47(5):4047–4063. https://doi.org/10.1007/s11033-020-05410-w. (PMID: 10.1007/s11033-020-05410-w32239468) Larson AM, Polson J, Fontana RJ et al (2005) Acute Liver Failure Study Group. Acetaminophen-induced acute liver failure: results of a United States multicenter, prospective study. Hepatology 42(6):1364–72. https://doi.org/10.1002/hep.20948. (PMID: 10.1002/hep.2094816317692) Lee WM (2017) Acetaminophen (APAP) hepatotoxicity-Isn’t it time for APAP to go away? J Hepatol 67(6):1324–1331. https://doi.org/10.1016/j.jhep.2017.07.005. (PMID: 10.1016/j.jhep.2017.07.005287349395696016) Li CS, Black WC, Chan CC et al (1995) Cyclooxygenase-2 inhibitors. Synthesis and pharmacological activities of 5-methanesulfonamido-1-indanone derivatives. J Med Chem 25:4897–4905. https://doi.org/10.1021/jm00025a007. (PMID: 10.1021/jm00025a007) Luft FC (2021) Biomarkers and predicting acute kidney injury. Acta Physiol 1:e13479. https://doi.org/10.1111/apha.13479. (PMID: 10.1111/apha.13479) Ma Y, Hong FF, Yang SL (2021) Role of prostaglandins in rheumatoid arthritis. Clin Exp Rheumatol 39(1):162–172. https://doi.org/10.55563/clinexprheumatol/1jlh15. (PMID: 10.55563/clinexprheumatol/1jlh1532828139) Major JM, Zhou EH, Wong HL et al (2016) Trends in rates of acetaminophen-related adverse events in the United States. Pharmacoepidemiol Drug Saf 25(5):590–598. https://doi.org/10.1002/pds.3906. (PMID: 10.1002/pds.390626530380) Martins JL, Rodrigues OR, da Silva DM et al (2014) Mechanisms involved in the gastroprotective activity of Celtis iguanaea (Jacq.). Sargent on gastric lesions in mice. J Ethnopharmacol 155(3):1616–24. https://doi.org/10.1016/j.jep.2014.08.006. (PMID: 10.1016/j.jep.2014.08.00625153020) Miller RP, Roberts RJ, Fischer LJ (1976) Acetaminophen elimination kinetics in neonates, children, and adults. Clin Pharmacol Ther 19(3):284–294. https://doi.org/10.1002/cpt1976193284. (PMID: 10.1002/cpt19761932841261167) Mills SEE, Nicolson KP, Smith BH (2019) Chronic pain: a review of its epidemiology and associated factors in population-based studies. Br J Anaesth 123(2):e273–e283. https://doi.org/10.1016/j.bja.2019.03.023. (PMID: 10.1016/j.bja.2019.03.023310798366676152) Misra HP, Fridovich I (1972) The role of superoxide anion in the autoxidation of epinephrine and a simple assay for superoxide dismutase. J Biol Chem 247(10):3170–3175. (PMID: 10.1016/S0021-9258(19)45228-94623845) Morris CJ (2003) Carrageenan-induced paw edema in the rat and mouse. Methods Mol Biol 225:115–121. https://doi.org/10.1385/1-59259-374-7:115. (PMID: 10.1385/1-59259-374-7:11512769480) Ohkawa H, Ohishi N, Yagi K (1979) Assay for lipid peroxides in animal tissues by thiobarbituric acid reaction. Anal Biochem 95(2):351–358. https://doi.org/10.1016/0003-2697(79)90738-3. (PMID: 10.1016/0003-2697(79)90738-336810) Onodera Y, Teramura T, Takehara T, Shigi K, Fukuda K (2015) Reactive oxygen species induce Cox-2 expression via TAK1 activation in synovial fibroblast cells. FEBS Open Bio 5:492–501. https://doi.org/10.1016/j.fob.2015.06.001. (PMID: 10.1016/j.fob.2015.06.001261101054476901) Ouellet M, Percival MD (2001) Mechanism of acetaminophen inhibition of cyclooxygenase isoforms. Arch Biochem Biophys 387(2):273–280. https://doi.org/10.1006/abbi.2000.2232. (PMID: 10.1006/abbi.2000.223211370851) Pievsky D, Rustgi N, Pyrsopoulos NT (2018) Classification and epidemiologic aspects of acute liver failure. Cli Liver Dis 22(2):229–241. https://doi.org/10.1016/j.cld.2018.01.001. (PMID: 10.1016/j.cld.2018.01.001) Raevens S, Van Campenhout S, Debacker PJ et al (2020) Combination of sivelestat and N-acetylcysteine alleviates the inflammatory response and exceeds standard treatment for acetaminophen-induced liver injury. J Leukoc Biol 107(2):341–355. https://doi.org/10.1002/JLB.5A1119-279R. (PMID: 10.1002/JLB.5A1119-279R31841237) Raja SN, Carr DB, Cohen M et al (2020) The revised International Association for the Study of Pain definition of pain: concepts, challenges, and compromises. Pain 161(9):1976–1982. https://doi.org/10.1097/j.pain.0000000000001939. (PMID: 10.1097/j.pain.0000000000001939326943877680716) Ramachandran A, Jaeschke H (2020) A mitochondrial journey through acetaminophen hepatotoxicity. Food Chem Toxicol 140:111282. https://doi.org/10.1016/j.fct.2020.111282. (PMID: 10.1016/j.fct.2020.111282322093537254872) Ramachandran A, Visschers RGJ, Duan L, Akakpo JY, Jaeschke H (2018) Mitochondrial dysfunction as a mechanism of drug-induced hepatotoxicity: current understanding and future perspectives. J Clin Transl Res 4(1):75–100. https://doi.org/10.18053/jctres.04.201801.005. Ramachandran A, Jaeschke H (2019) Acetaminophen hepatotoxicity. Semin Liver Dis 39(2):221–234. https://doi.org/10.1055/s-0039-1679919. (PMID: 10.1055/s-0039-1679919308497826800176) Randall LO, Selitto JJ (1957) A method for measurement of analgesic activity on inflamed tissue. Arch Int Pharmacodyn Ther 111(4):409–419. (PMID: 13471093) Riediger C, Schuster T, Barlinn K et al (2017) Adverse effects of antidepressants for chronic pain: a systematic review and meta-analysis. Front Neurol 8:307. https://doi.org/10.3389/fneur.2017.00307. (PMID: 10.3389/fneur.2017.00307287698595510574) Selassie CD, Verma RP, Kapur S et al (2002) QSAR for the cytotoxicity of 2-alkyl or 2,6-dialkyl, 4-X-phenols: the nature of the radical reaction. J Chem Soc Perkin Trans 2:1112–1117. https://doi.org/10.1039/B201478E. (PMID: 10.1039/B201478E) Smith HS (2009) Potential analgesic mechanisms of acetaminophen. Pain Phys 12(1):269–280. (PMID: 10.36076/ppj.2009/12/269) Tripathy D, Grammas P (2009) Acetaminophen inhibits neuronal inflammation and protects neurons from oxidative stress. J Neuroinflam 6:10. https://doi.org/10.1186/1742-2094-6-10. (PMID: 10.1186/1742-2094-6-10) Um S-I, Lee J-K, Kang Y, Baek D-J (2005) The synthesis and properties of triazine-stilbene fluorescent brighteners containing the phenolic antioxidant. Dyes Pigm 64(2):93–99. https://doi.org/10.1016/j.dyepig.2004.04.008. (PMID: 10.1016/j.dyepig.2004.04.008) van de Straat R, Bijloo GJ, Vermeulen NP (1988) Paracetamol, 3-monoalkyl- and 3,5-dialkyl-substituted derivatives. Antioxidant activity and relationship between lipid peroxidation and cytotoxicity. Biochem Pharmacol 37(18):3473–3476. https://doi.org/10.1016/0006-2952(88)90699-5. (PMID: 10.1016/0006-2952(88)90699-53421998) Vassalle C, Maltinti M, Sabatino L (2020) Targeting oxidative stress for disease prevention and therapy: where do we stand, and where do we go from Here. Molecules 25(11):2653. https://doi.org/10.3390/molecules25112653. (PMID: 10.3390/molecules25112653325173687321135) Vinegar R, Truax JF, Selph JL (1976) Quantitative comparison of the analgesic and anti-inflammatory activities of aspirin, phenacetin and acetaminophen in rodents. Eur J Pharmacol 37(1):23–30. https://doi.org/10.1016/0014-2999(76)90004-2. (PMID: 10.1016/0014-2999(76)90004-21278245) Vuong LD, Nguyen QN, Truong VL (2019) Anti-inflammatory and anti-oxidant effects of combination between sulforaphane and acetaminophen in LPS-stimulated RAW 264.7 macrophage cells. Immunopharmacol Immunotoxicol 41(3):413–419. https://doi.org/10.1080/08923973.2019.1569049. (PMID: 10.1080/08923973.2019.156904931142171) Winter CA, Risley EA, Nuss GW (1962) Carrageenin-induced edema in hind paw of the rat as an assay for antiiflammatory drugs. Proc Soc Exp Biol Med 111:544–547. https://doi.org/10.3181/00379727-111-27849. (PMID: 10.3181/00379727-111-2784914001233) Yong RJ, Mullins PM, Bhattacharyya N (2022) Prevalence of chronic pain among adults in the United States. Pain 163(2):e328–e332. https://doi.org/10.1097/j.pain.0000000000002291. (PMID: 10.1097/j.pain.000000000000229133990113) Yousef MI, Omar SA, El-Guendi MI, Abdelmegid LA (2010) Potential protective effects of quercetin and curcumin on paracetamol-induced histological changes, oxidative stress, impaired liver and kidney functions and haematotoxicity in rat. Food Chem Toxicol 48:3246–3261. https://doi.org/10.1016/j.fct.2010.08.034. (PMID: 10.1016/j.fct.2010.08.03420804811) Yu Y, Xiong Z, Lv Y et al (2006) In vivo evaluation of early disease progression by X-ray phase-contrast imaging in the adjuvant-induced arthritic rat. Skeletal Radiol 35(3):156–164. https://doi.org/10.1007/s00256-005-0026-8. (PMID: 10.1007/s00256-005-0026-816249900) Zhao WX, Zhang JH, Cao JB et al (2017) Acetaminophen attenuates lipopolysaccharide-induced cognitive impairment through antioxidant activity. J Neuroinflam 14(1):17. https://doi.org/10.1186/s12974-016-0781-6. (PMID: 10.1186/s12974-016-0781-6) |
| معلومات مُعتمدة: | 88882.385886/2019-01 CAPES; 306530/2020-1 CNPq |
| فهرسة مساهمة: | Keywords: Antioxidant activity; Cytokine modulator; Paracetamol; Pharmacological improvement |
| المشرفين على المادة: | 362O9ITL9D (Acetaminophen) 0 (Anti-Inflammatory Agents) 9000-07-1 (Carrageenan) 0 (Plant Extracts) 0 (Analgesics) |
| تواريخ الأحداث: | Date Created: 20230904 Date Completed: 20240119 Latest Revision: 20240119 |
| رمز التحديث: | 20240119 |
| DOI: | 10.1007/s10787-023-01324-8 |
| PMID: | 37667090 |
| قاعدة البيانات: | MEDLINE |
Find this article in full text from Springer Verlag. 
Full Text Finder | تدمد: | 1568-5608 |
|---|---|
| DOI: | 10.1007/s10787-023-01324-8 |