Self-assembled micelles enhance the oral delivery of curcumin for the management of alcohol-induced tissue injury

References

• Arafa HMM, Sayed-Ahmed MM. 2003. Protective role of carnitine esters against alcohol-induced gastric lesions in rats. Pharmacol Res. 48(3):285–290.
   PubMed Web of Science ®Google Scholar
• Bernabeu E, Gonzalez L, Cagel M, Moretton MA, Chiappetta DA. 2019. Deoxycholate-TPGS mixed nanomicelles for encapsulation of methotrexate with enhanced in vitro cytotoxicity on breast cancer cell lines. J Drug Delivery Sci Technol. 50:293–304.
   Web of Science ®Google Scholar
• Bhat IA, Jain R, Siddiqui MM, Saini DK, Mukherjee PS. 2017. Water-soluble PdL self-assembled molecular barrel as an aqueous carrier for hydrophobic curcumin. Inorg Chem.56(9):5352–5360.
   Web of Science ®Google Scholar
• Cai S, Li Y, Ding Y, Chen K, Jin M. 2014. Alcohol drinking and the risk of colorectal cancer death: a meta-analysis. Eur J Cancer Prev. 23(6):532–539.
   PubMed Web of Science ®Google Scholar
• Cao S, Wang C, Yan J, Li X, Wen J, Hu C. 2020. Curcumin ameliorates oxidative stress-induced intestinal barrier injury and mitochondrial damage by promoting Parkin dependent mitophagy through AMPK-TFEB signal pathway. Free Radic Biol Med. 147:8–22.
   PubMed Web of Science ®Google Scholar
• da Silva Monteiro CE, Franco ÁX, Sousa JAO, Matos VEA, de Souza EP, Fraga CAM, Barreiro EJ, de Souza MHLP, Soares PMG, Barbosa ALR. 2019. Gastroprotective effects of N-acylarylhydrazone derivatives on ethanol-induced gastric lesions in mice are dependent on the NO/cGMP/KATP pathway. Biochem Pharmacol. 169:113629.
   PubMed Web of Science ®Google Scholar
• Desai BN, Singhal G, Watanabe M, Stevanovic D, Lundasen T, Fisher Ffolliott M, Mather ML, Vardeh HG, Douris N, Adams AC, et al. 2017. Fibroblast growth factor 21 (FGF21) is robustly induced by ethanol and has a protective role in ethanol associated liver injury. Mol Metab. 6(11):1395–1406.
   PubMed Web of Science ®Google Scholar
• Dian L, Yu E, Chen X, Wen X, Zhang Z, Qin L, Wang Q, Li G, Wu C. 2014. Enhancing oral bioavailability of quercetin using novel soluplus polymeric micelles. Nanoscale Res Lett. 9(1):2406.
   PubMedGoogle Scholar
• Diao L, Shen A, Yang Y, Tao J, Hu Y. 2019. CD44-targeted hyaluronic acid–curcumin reverses chemotherapeutics resistance by inhibiting P-gp and anti-apoptotic pathways. RSC Adv. 9(70):40873–40882.
   PubMed Web of Science ®Google Scholar
• Dubey P, Barker SA, Craig DQM. 2020. Design and characterization of cyclosporine A-loaded nanofibers for enhanced drug dissolution. ACS Omega. 5(2):1003–1013.
   PubMed Web of Science ®Google Scholar
• Feiner-Gracia N, Buzhor M, Fuentes E, Pujals S, Amir RJ, Albertazzi L. 2017. Micellar stability in biological media dictates internalization in living cells. J Am Chem Soc. 139(46):16677–16687.
   PubMed Web of Science ®Google Scholar
• Gao Y, Chen G, Luan X, Zou M, Piao H, Cheng G. 2019. Improved oral absorption of poorly soluble curcumin via the concomitant use of borneol. AAPS PharmSciTech. 20(4):150.
   Web of Science ®Google Scholar
• Garaycoechea JI, Crossan GP, Langevin F, Mulderrig L, Louzada S, Yang F, Guilbaud G, Park N, Roerink S, Nik-Zainal S, et al. 2018. Alcohol and endogenous aldehydes damage chromosomes and mutate stem cells. Nature. 553(7687):171–177.
   PubMed Web of Science ®Google Scholar
• García-Niño WR, Zatarain-Barrón ZL, Hernández-Pando R, Vega-García CC, Tapia E, Pedraza-Chaverri J. 2015. Oxidative stress markers and histological analysis in diverse organs from rats treated with a hepatotoxic dose of Cr(VI): effect of curcumin. Biol Trace Elem Res. 167(1):130–145.
   PubMed Web of Science ®Google Scholar
• Global status report on alcohol and health. 2018. Geneva: World Health Organization; p. 1–85.
   Google Scholar
• Huang N ,Zhao Y ,Chen N ,Deziel M ,Dai N. 2018. Alcohol consumption and risk of thyroid cancer: a population based case-control study in Connecticut. Adv Exp Med Biol. 1032:1–14.
   PubMed Web of Science ®Google Scholar
• Ji H, Tang J, Li M, Ren J, Zheng N, Wu L. 2016. Curcumin-loaded solid lipid nanoparticles with Brij78 and TPGS improved in vivo oral bioavailability and in situ intestinal absorption of curcumin. Drug Deliv. 23(2):459–470.
   PubMed Web of Science ®Google Scholar
• Ji H-F, Shen L. 2014. Can improving bioavailability improve the bioactivity of curcumin? Trends Pharmacol Sci. 35(6):265–266.
   PubMed Web of Science ®Google Scholar
• Khan H, Ullah H, Nabavi SM. 2019. Mechanistic insights of hepatoprotective effects of curcumin: Therapeutic updates and future prospects. Food Chem Toxicol. 124:182–191.
   PubMed Web of Science ®Google Scholar
• Kong L-Z, Chandimali N, Han Y-H, Lee D-H, Kim J-S, Kim S-U, Kim T-D, Jeong DK, Sun H-N, Lee DS, et al. 2019. Pathogenesis, early diagnosis, and therapeutic management of alcoholic liver disease. IJMS. 20(11):2712.
   Web of Science ®Google Scholar
• Kurien BT, Scofield RH. 2009. Increasing aqueous solubility of curcumin for improving bioavailability. Trends Pharmacol Sci. 44(4):563–569.
   PubMed Web of Science ®Google Scholar
• Li F, Hu R, Wang B, Gui Y, Cheng G, Gao S, Ye L, Tang J. 2017. Self-microemulsifying drug delivery system for improving the bioavailability of huperzine A by lymphatic uptake. Acta Pharmaceutica Sinica B. 7(3):353–360.
   PubMed Web of Science ®Google Scholar
• Lim JM, Song CH, Park SJ, Park DC, Cho HR, Jung GW, Bashir KMI, Ku SK, Choi JS. 2018. Protective effects of a triple-fermented barley extract (FBe) against HCl/EtOH-induced gastric mucosa damage in mice. Food Sci Nutr. 6(8):2036–2046.
   PubMed Web of Science ®Google Scholar
• Lim SM, Pang ZW, Tan HY, Shaikh M, Adinarayana G, Garg S. 2015. Enhancement of docetaxel solubility using binary and ternary solid dispersion systems. Drug Dev Ind Pharm. 41(11):1847–1855.
   PubMed Web of Science ®Google Scholar
• Liu B, Feng X, Zhang J, Wei Y, Zhao X. 2019. Preventive effect of Anji white tea flavonoids on alcohol-induced gastric injury through their antioxidant effects in Kunming mice. Biomolecules. 9(4):137–113.
   Web of Science ®Google Scholar
• Liu B, Zhang C, Zhang J, Zhao X. 2019. Wu shan shen cha (Malus asiatica nakai. leaves)-derived flavonoids alleviate alcohol-induced gastric injury in mice via an anti-oxidative mechanism. Biomolecules. 9(5):169–113.
   Web of Science ®Google Scholar
• Llano S, Gómez S, Londoño J, Restrepo A. 2019. Antioxidant activity of curcuminoids. Phys Chem Chem Phys. 21(7):3752–3760.
   PubMed Web of Science ®Google Scholar
• Lu Y, Park K. 2013. Polymeric micelles and alternative nanonized delivery vehicles for poorly soluble drugs. Int J Pharm. 453(1):198–214.
   PubMed Web of Science ®Google Scholar
• Ma X, Bai S, Zhang X, Ma X, Jia D, Shi X, Shao J, Xue P, Kang Y, Xu Z. 2019. enhanced tumor penetration and chemotherapy efficiency by covalent self-assembled nanomicelle responsive to tumor microenvironment. Biomacromolecules. 20(7):2637–2648.
   PubMed Web of Science ®Google Scholar
• Mahattanadul S, Reanmongkol W, Yano S, Panichayupakaranant P, Phdoongsombut N, Tungsinmunkong K. 2006. Preventive and curative effects of curcumin on the development of gastric inflammatory diseases in rats. J Nat Med. 60(3):191–197.
   PubMed Web of Science ®Google Scholar
• Mandil R, Prakash A, Rahal A, Singh SP, Sharma D, Kumar R, Garg SK. 2020. In vitro and in vivo effects of flubendiamide and copper on cyto-genotoxicity, oxidative stress and spleen histology of rats and its modulation by resveratrol, catechin, curcumin and α-tocopherol. BMC Pharmacol Toxicol. 21(1):29.
   PubMed Web of Science ®Google Scholar
• Mei X, Xu D, Xu S, Zheng Y, Xu S. 2012. Novel role of Zn(II)-curcumin in enhancing cell proliferation and adjusting proinflammatory cytokine-mediated oxidative damage of ethanol-induced acute gastric ulcers. Chem Biol Interact. 197(1):31–39.
   PubMed Web of Science ®Google Scholar
• Mohan R, Jose S, Sukumaran S, S A, S S, John G IMK. 2019. Curcumin-galactomannosides mitigate alcohol-induced liver damage by inhibiting oxidative stress, hepatic inflammation, and enhance bioavailability on TLR4/MMP events compared to curcumin. J Biochem Mol Toxicol. 33(6):e22315.
   PubMed Web of Science ®Google Scholar
• Nagy LE. 2015. The role of innate immunity in alcoholic liver disease. Alcohol Res. 37(2):237–250.
   PubMed Web of Science ®Google Scholar
• Naksuriya O, van Steenbergen MJ, Torano JS, Okonogi S, Hennink WE. 2016. A kinetic degradation study of curcumin in its free form and loaded in polymeric micelles. AAPS J. 18(3):777–787.
   PubMed Web of Science ®Google Scholar
• Orona-Ortiz A, Medina-Torres L, Velázquez-Moyado JA, Pineda-Peña EA, Balderas-López JL, Bernad-Bernad MJ, Tavares Carvalho JC, Navarrete A. 2019. Mucoadhesive effect of Curcuma longa extract and curcumin decreases the ranitidine effect, but not bismuth subsalicylate on ethanol-induced ulcer model. Sci Rep. 9(1):16622.
   PubMedGoogle Scholar
• Parikh A, Kathawala K, Song Y, Zhou XF, Garg S. 2018. Curcumin-loaded self-nanomicellizing solid dispersion system: part I: development, optimization, characterization, and oral bioavailability. Drug Deliv Transl Res. 8(5):1389–1405.
   PubMed Web of Science ®Google Scholar
• Prokai-Tatrai K, De La Cruz DL, Nguyen V, Ross BP, Toth I, Prokai L. 2019. Brain delivery of thyrotropin-releasing hormone via a novel prodrug approach. Pharmaceutics. 11(7):349.
   PubMed Web of Science ®Google Scholar
• Pronko P, Bardina L, Satanovskaya V, Kuzmich A, Zimatkin S. 2002. Effect of chronic alcohol consumption on the ethanol- and acetaldehyde-metabolizing systems in the rat gastrointestinal tract. Alcohol Alcohol. 37(3):229–235.
   PubMed Web of Science ®Google Scholar
• Pu X, Zhao L, Li J, Song R, Wang Y, Yu K, Hou X, Qiao P, Zong L, Chang S. 2019. A polymeric micelle with an endosomal pH-sensitivity for intracellular delivery and enhanced antitumor efficacy of hydroxycamptothecin. Acta Biomater. 88:357–369.
   PubMed Web of Science ®Google Scholar
• Schneider C, Gordon ON, Edwards RL, Luis PB. 2015. Degradation of curcumin: from mechanism to biological implications. J Agric Food Chem. 63(35):7606–7614.
   PubMed Web of Science ®Google Scholar
• Shishodia S, Sethi G, Aggarwal BB. 2005. Curcumin: getting back to the roots. Ann N Y Acad Sci. 1056(none):206–217.
   PubMedGoogle Scholar
• Shukla M, Jaiswal S, Sharma A, Srivastava PK, Arya A, Dwivedi AK, Lal J. 2017. A combination of complexation and self-nanoemulsifying drug delivery system for enhancing oral bioavailability and anticancer efficacy of curcumin. Drug Dev Ind Pharm. 43(5):847–861.
   PubMed Web of Science ®Google Scholar
• Siviero A, Gallo E, Maggini V, Gori L, Mugelli A, Firenzuoli F, Vannacci A. 2015. Curcumin, a golden spice with a low bioavailability. J Herb Med. 5(2):57–70.
   Web of Science ®Google Scholar
• Slika L, Patra D. 2020. A short review on chemical properties, stability and nano-technological advances for curcumin delivery. Expert Opin Drug Deliv. 17(1):61–75.
   PubMed Web of Science ®Google Scholar
• Spruiell K, Gyamfi AA, Yeyeodu ST, Richardson RM, Gonzalez FJ, Gyamfi MA. 2015. Pregnane X receptor-humanized mice recapitulate gender differences in ethanol metabolism but not hepatotoxicity. J Pharmacol Exp Ther. 354(3):459–470.
   PubMed Web of Science ®Google Scholar
• Tang WH. 2013. P-gp induction by curcumin: an effective antidotal pathway. J Bioequivalence Bioavailability. 05(6):236–241.
   Google Scholar
• Teschke R. 2018. Alcoholic liver disease: alcohol metabolism, cascade of molecular mechanisms, cellular targets, and clinical aspects. Biomedicines. 6(4):106.
   PubMed Web of Science ®Google Scholar
• Tsuda T. 2018. Curcumin as a functional food-derived factor: degradation products, metabolites, bioactivity, and future perspectives. Food Funct. 9(2):705–714.
   PubMed Web of Science ®Google Scholar
• Wang X, Chen Y, Dahmani FZ, Yin L, Zhou J, Yao J. 2014. Amphiphilic carboxymethyl chitosan-quercetin conjugate with P-gp inhibitory properties for oral delivery of paclitaxel. Biomaterials. 35(26):7654–7665.
   PubMed Web of Science ®Google Scholar
• Yadav A, Saini V, Arora S. 2010. MCP-1: Chemoattractant with a role beyond immunity: a review. Clin Chim Acta. 411(21–22):1570–1579.
   PubMed Web of Science ®Google Scholar
• Yetkin G, Celebi N, Ozer C, Gönül B, Ozoğul C. 2004. The healing effect of TGF-alpha on gastric ulcer induced by acetylsalicylic acid in rats. Int J Pharm. 277(1–2):163–172.
   PubMedGoogle Scholar
• Yu W, Wen D, Cai D, Zheng J, Gan H, Jiang F, Liu X, Lao B, Yu W, Guan Y, et al. 2019. Simultaneous determination of curcumin, tetrahydrocurcumin, quercetin, and paeoniflorin by UHPLC-MS/MS in rat plasma and its application to a pharmacokinetic study. J Pharm Biomed Anal. 172:58–66.
   PubMed Web of Science ®Google Scholar
• Zeng YC, Li S, Liu C, Gong T, Sun X, Fu Y, Zhang ZR. 2017. Soluplus micelles for improving the oral bioavailability of scopoletin and their hypouricemic effect in vivo. Acta Pharmacol Sin. 38(3):424–433.
   PubMed Web of Science ®Google Scholar
• Zhang L, Liang D, Wang Y, Li D, Zhang J, Wu L, Feng M, Yi F, Xu L, Lei L, et al. 2018. Caged circular siRNAs for photomodulation of gene expression in cells and mice. Chem Sci. 9(1):44–51.
   PubMed Web of Science ®Google Scholar
• Zhang Y, Wang C, Liu Z, Meng Q, Huo X, Liu Q, Sun P, Yang X, Sun H, Ma X, et al. 2018. P-gp is involved in the intestinal absorption and biliary excretion of afatinib in vitro and in rats. Pharmacol Rep. 70(2):243–250.
   PubMed Web of Science ®Google Scholar
• Zhao Y. Y, Fan Y, Wang M, Wang J, Cheng J, Xue Zou J, Bo Zhang X, Fei Shi Y. j, Guo D. Yan   2020. Studies on pharmacokinetic properties and absorption mechanism of phloretin: in vivo and in vitro. Biomed Pharmacother. 132:110809.
   PubMed Web of Science ®Google Scholar
• Zheng B, Lin H, Zhang X, McClements DJ. 2019. Fabrication of curcumin-loaded dairy milks using the pH-shift method: formation, stability, and bioaccessibility. J Agric Food Chem. 67(44):12245–12254.
   PubMed Web of Science ®Google Scholar
• Zhu S, Guan L, Tan X, Li G, Sun C, Gao M, Zhang B, Xu L. 2020. Hepatoprotective effect and molecular mechanisms of Hengshun aromatic vinegar on non-alcoholic fatty liver disease. Front Pharmacol. 11:1–13.
   PubMed Web of Science ®Google Scholar