Self-micellizing solid dispersion of thymoquinone with enhanced biopharmaceutical and nephroprotective effects

References

• Ahmad A, Khan RMA, Alkharfy KM, et al. (2015). Effects of thymoquinone on the pharmacokinetics and pharmacodynamics of glibenclamide in a rat model. Nat Prod Commun 10:1. doi: 10.1177/1934578X1501000821.
   Google Scholar
• Al-Ali A, Alkhawajah AA, Randhawa MA, Shaikh NA. (2008). Oral and intraperitoneal LD50 of thymoquinone, an active principle of Nigella sativa, in mice and rats. J Ayub Med Coll Abbottabad 20:25–16.
   PubMedGoogle Scholar
• Alam MA, Ali R, Al-Jenoobi FI, Al-Mohizea AM. (2012). Solid dispersions: a strategy for poorly aqueous soluble drugs and technology updates. Expert Opin Drug Deliv 9:1419–40. doi: 10.1517/17425247.2012.732064.
   PubMed Web of Science ®Google Scholar
• Amarachi A. (2020). Differential scanning calorimetry: a review. Int J Appl Biol Pharm Technol 1:1–7.
   Google Scholar
• Amidon GE, Secreast PJ, Mudie D, et al. (2009). Chapter 8 - Particle, powder, and compact characterization. In: Developing solid oral dosage forms, 163–86. Academic Press, doi: 10.1016/B978-0-444-53242-8.00008-4.
   Google Scholar
• Avsar SY, et al. (2019). Biomolecules turn self-assembling amphiphilic block co-polymer platforms into biomimetic interfaces. Front Chem 7:1–29.
   Google Scholar
• Bai G, Wang Y, Armenante PM. (2011). Velocity profiles and shear strain rate variability in the USP dissolution testing apparatus 2 at different impeller agitation speeds. Int J Pharm 403:1–14. doi: 10.1016/j.ijpharm.2010.09.022.
   PubMed Web of Science ®Google Scholar
• Banik S, Ghosh A. (2021). Prevalence of chronic kidney disease in Bangladesh: a systematic review and meta-analysis. Int Urol Nephrol 53:713–8. doi: 10.1007/s11255-020-02597-6.
   Google Scholar
• Banik S, Sato H, Onoue S. (2022). Self-micellizing solid dispersion of atorvastatin with improved physicochemical stability and oral absorption. J Drug Deliv Sci Technol 68:103065. doi: 10.1016/j.jddst.2021.103065.
   Google Scholar
• Batrakova EV, Kabanov AV. (2008). Pluronic block copolymers: evolution of drug delivery concept from inert nanocarriers to biological response modifiers. J Control Release 130:98–106. doi: 10.1016/j.jconrel.2008.04.013.
   PubMed Web of Science ®Google Scholar
• Bergonzi MC, Vasarri M, Marroncini G, et al. (2020). Thymoquinone-loaded soluplus®-solutol® HS15 mixed micelles: preparation, in vitro characterization, and effect on the SH-SY5Y cell migration. Molecules 25:4707. doi: 10.3390/molecules25204707.
   Google Scholar
• Bhattacharjee S. (2016). DLS and zeta potential – what they are and what they are not ? J Control Release 235:337–51. doi: 10.1016/j.jconrel.2016.06.017.
   PubMed Web of Science ®Google Scholar
• Bryda EC. (2013). The Mighty Mouse: the impact of rodents on advances in biomedical research. Mo Med 110:207–11.
   PubMedGoogle Scholar
• Chavan RB, Thipparaboina R, Kumar D, Shastri NR. (2016). Co amorphous systems: a product development perspective. Int J Pharm 515:403–15. doi: 10.1016/j.ijpharm.2016.10.043.
   PubMed Web of Science ®Google Scholar
• Choie DD, Longnecker DS, del Campo AA. (1981). Acute and chronic cisplatin nephropathy in rats. Lab Invest 44:397–402.
   PubMed Web of Science ®Google Scholar
• Dera AA, Rajagopalan P, Alfhili MA, et al. (2020). Thymoquinone attenuates oxidative stress of kidney mitochondria and exerts nephroprotective effects in oxonic acid-induced hyperuricemia rats. Biofactors 46:292–300. doi: 10.1002/biof.1590.
   PubMed Web of Science ®Google Scholar
• Dokoumetzidis A, Macheras P. (2006). A century of dissolution research: from Noyes and Whitney to the biopharmaceutics classification system. Int J Pharm 321:1–11. doi: 10.1016/j.ijpharm.2006.07.011.
   PubMed Web of Science ®Google Scholar
• Elmowafy M, Samy A, Raslan MA, et al. (2016). Enhancement of Bioavailability and Pharmacodynamic Effects of Thymoquinone Via Nanostructured Lipid Carrier (NLC) Formulation. AAPS PharmSciTech 17:663–72. doi: 10.1208/s12249-015-0391-0.
   PubMed Web of Science ®Google Scholar
• Fahmy HM, Khadrawy YA, Abd-El Daim TM, et al. (2020). Thymoquinone-encapsulated chitosan nanoparticles coated with polysorbate 80 as a novel treatment agent in a reserpine-induced depression animal model. Physiol Behav 222:112934. doi: 10.1016/j.physbeh.2020.112934.
   PubMed Web of Science ®Google Scholar
• Faisal Lutfi MF, Abdel-Moneim AMH, Alsharidah AS, et al. (2021). Thymoquinone lowers blood glucose and reduces oxidative stress in a rat model of diabetes. Molecules 26:1–13.
   Google Scholar
• Farooqui Z, Shahid F, Khan AA, Khan F. (2017). Oral administration of Nigella sativa oil and thymoquinone attenuates long term cisplatin treatment induced toxicity and oxidative damage in rat kidney. Biomed Pharmacother 96:912–23. doi: 10.1016/j.biopha.2017.12.007.
   Google Scholar
• Gangarde YM, T K S, Panigrahi NR, et al. (2020). Amphiphilic small-molecule assemblies to enhance the solubility and stability of hydrophobic drugs. ACS Omega 5:28375–81. doi: 10.1021/acsomega.0c04395.
   Google Scholar
• Ghezzi M, Pescina S, Padula C, et al. (2021). Polymeric micelles in drug delivery: an insight of the techniques for their characterization and assessment in biorelevant conditions. J Control Release 332:312–36. doi: 10.1016/j.jconrel.2021.02.031.
   PubMed Web of Science ®Google Scholar
• Goyal SN, Prajapati CP, Gore PR, et al. (2017). Therapeutic potential and pharmaceutical development of thymoquinone: a multitargeted molecule of natural origin. Front Pharmacol 8:656. doi: 10.3389/fphar.2017.00656.
   PubMed Web of Science ®Google Scholar
• Ha E, Baek I, Cho W, et al. (2014). Preparation and evaluation of solid dispersion of atorvastatin calcium with Soluplus® by spray drying technique. Chem Pharm Bull (Tokyo) 62:545–51. doi: 10.1248/cpb.c14-00030.
   PubMed Web of Science ®Google Scholar
• Halder S, Suzuki H, Seto Y, et al. (2019). Megestrol acetate-loaded self-micellizing solid dispersion system for improved oral absorption and reduced food effect. J Drug Deliv Sci Technol 49:586–93. doi: 10.1016/j.jddst.2018.12.033.
   Google Scholar
• Higuchi T, Connors KA. (1965). Phase solubility studies. Adv Anal Chem Instrum 4:117–212.
   Google Scholar
• Hosseinzadeh H, Parvardeh S, Asl MN, et al. (2007). Effect of thymoquinone and Nigella sativa seeds oil on lipid peroxidation level during global cerebral ischemia-reperfusion injury in rat hippocampus. Phytomedicine 14:621–7. doi: 10.1016/j.phymed.2006.12.005.
   PubMed Web of Science ®Google Scholar
• Huang BB, Liu DX, Liu DK, et al. (2020). Application of solid dispersion technique to improve solubility and sustain release of emamectin benzoate. Molecules 24:4315.
   Google Scholar
• Ilie A-R, Griffin BT, Vertzoni M, et al. (2021). Exploring precipitation inhibitors to improve in vivo absorption of cinnarizine from supersaturated lipid-based drug delivery systems. Eur J Pharm Sci 159:105691. doi: 10.1016/j.ejps.2020.105691.
   Google Scholar
• Jollow DJ, Mitchell JR, Zampaglione N, Gillette JR. (1974). Bromobenzene-induced liver necrosis. Protective role of glutathione and evidence for 3,4-bromobenzene oxide as the hepatotoxic metabolite. Pharmacology 11:151–69. doi: 10.1159/000136485.
   PubMed Web of Science ®Google Scholar
• Kang BK, Lee JS, Chon SK, et al. (2004). Development of self-microemulsifying drug delivery systems (SMEDDS) for oral bioavailability enhancement of simvastatin in beagle dogs. Int J Pharm 274:65–73. doi: 10.1016/j.ijpharm.2003.12.028.
   PubMed Web of Science ®Google Scholar
• Kawabata Y, Wada K, Nakatani M, et al. (2011). Formulation design for poorly water-soluble drugs based on biopharmaceutics classification system: basic approaches and practical applications. Int J Pharm 420:1–10. doi: 10.1016/j.ijpharm.2011.08.032.
   PubMed Web of Science ®Google Scholar
• Kohli K, Chopra S, Dhar D, et al. (2010). Self-emulsifying drug delivery systems: an approach to enhance oral bioavailability. Drug Discov Today 15:958–65. doi: 10.1016/j.drudis.2010.08.007.
   PubMed Web of Science ®Google Scholar
• Kojo Y, Matsunaga S, Suzuki H, et al. (2017). Improved oral absorption profile of itraconazole in hypochlorhydria by self-micellizing solid ­dispersion approach. Eur J Pharm Sci 97:55–61. doi: 10.1016/j.ejps.2016.10.032.
   Google Scholar
• Lee J-Y, Kang W-S, Piao J, et al. (2015). Soluplus®/TPGSGS-based solid dispersions prepared by hot-melt extrusion equipped with twin-screw systems for enhancing oral bioavailability of valsartan. Drug Des Devel Ther 9:2745–56. doi: 10.2147/DDDT.S84070.
   PubMed Web of Science ®Google Scholar
• Li C, Zhu Y. (2015). Quantitative polarized light microscopy using spectral multiplexing interferometry. Opt Lett 40:2622–5. doi: 10.1364/OL.40.002622.
   Google Scholar
• Lin Q, Fu Y, Li J, et al. (2015). A (polyvinyl caprolactam-polyvinyl acetate-polyethylene glycol graft copolymer)-dispersed sustained-release tablet for imperialine to simultaneously prolong the drug release and improve the oral bioavailability. Eur J Pharm Sci 79:44–52. doi: 10.1016/j.ejps.2015.08.018.
   Google Scholar
• Malatesta M. (2021). Transmission electron microscopy as a powerful tool to investigate the interaction of nanoparticles with subcellular structures. Int J Mol Sci 22:12789. doi: 10.3390/ijms222312789.
   PubMed Web of Science ®Google Scholar
• Marullo R, Werner E, Degtyareva N, et al. (2013). Cisplatin induces a mitochondrial-ROS response that contributes to cytotoxicity depending on mitochondrial redox status and bioenergetic functions. PLoS One 8:e81162. doi: 10.1371/journal.pone.0081162.
   PubMed Web of Science ®Google Scholar
• 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 247:3170–5. doi: 10.1016/S0021-9258(19)45228-9.
   PubMed Web of Science ®Google Scholar
• Morgen M, Bloom C, Beyerinck R, et al. (2012). Polymeric nanoparticles for increased oral bioavailability and rapid absorption using celecoxib as a model of a low-solubility, high-permeability drug. Pharm Res 29:427–40. doi: 10.1007/s11095-011-0558-7.
   PubMed Web of Science ®Google Scholar
• Noor NS, Kaus NHM, Szewczuk MR, Hamid SBS. (2021). Formulation, characterization and cytotoxicity effects of novel thymoquinone-plga-pf68 nanoparticles. Int J Mol Sci 22:9420. doi: 10.3390/ijms22179420.
   Google Scholar
• Onoue S, Kojo Y, Aoki Y, et al. (2012). Physicochemical and pharmacokinetic characterization of amorphous solid dispersion of tranilast with enhanced solubility in gastric fluid and improved oral bioavailability. Drug Metab Pharmacokinet 27:379–87. doi: 10.2133/dmpk.dmpk-11-rg-101.
   PubMed Web of Science ®Google Scholar
• Onoue S, Kojo Y, Suzuki H, et al. (2013). Development of novel solid dispersion of tranilast using amphiphilic block copolymer for improved oral bioavailability. Int J Pharm 452:220–6. doi: 10.1016/j.ijpharm.2013.05.022.
   PubMed Web of Science ®Google Scholar
• Onoue S, Nakamura T, Uchida A, et al. (2013). Physicochemical and biopharmaceutical characterization of amorphous solid dispersion of nobiletin, a citrus polymethoxylated flavone, with improved hepatoprotective effects. Eur J Pharm Sci 49:453–60. doi: 10.1016/j.ejps.2013.05.014.
   PubMed Web of Science ®Google Scholar
• Onoue S, Suzuki H, Kojo Y, et al. (2014). Self-micellizing solid dispersion of cyclosporine A with improved dissolution and oral bioavailability. Eur J Pharm Sci 62:16–22. doi: 10.1016/j.ejps.2014.05.006.
   PubMed Web of Science ®Google Scholar
• Onoue S, Yamada S, Chan HK. (2014). Nanodrugs: pharmacokinetics and safety. Int J Nanomedicine 9:1025–37. at doi: 10.2147/IJN.S38378.
   PubMed Web of Science ®Google Scholar
• Pandey MM, Jaipal A, Charde SY, et al. (2016). Dissolution enhancement of felodipine by amorphous nanodispersions using an amphiphilic polymer: insight into the role of drug–polymer interactions on drug dissolution. Pharm Dev Technol 21:463–74. doi: 10.3109/10837450.2015.1022785.
   PubMed Web of Science ®Google Scholar
• Pereira JM, Mejia-Ariza R, Ilevbare GA, et al. (2013). Interplay of degradation, dissolution and stabilization of clarithromycin and its amorphous solid dispersions. Mol Pharm 10:4640–53. doi: 10.1021/mp400441d.
   Google Scholar
• Perše M, Večerić-Haler Ž. (2018). Cisplatin-induced rodent model of kidney injury . Biomed Res Int 2018:1–29. doi: 10.1155/2018/1462802.
   Google Scholar
• Rodriguez-Aller M, Guillarme D, Veuthey JL, Gurny R. (2015). Strategies for formulating and delivering poorly water-soluble drugs. J Drug Deliv Sci Technol 30:342–51. doi: 10.1016/j.jddst.2015.05.009.
   Web of Science ®Google Scholar
• Sareen S, Joseph L, Mathew G. (2012). Improvement in solubility of poor water-soluble drugs by solid dispersion. Int J Pharm Investig 2:12–7. doi: 10.4103/2230-973X.96921.
   PubMedGoogle Scholar
• Serajuddln ATM. (1999). Solid dispersion of poorly water-soluble drugs: early promises, subsequent problems, and recent breakthroughs. J Pharm Sci 88:1058–66.
   Google Scholar
• Shariare MH, Khan MA, Al-Masum A, et al. (2022). Development of stable liposomal drug delivery system of thymoquinone and its in vitro anticancer studies using breast cancer and cervical cancer cell lines. Molecules 27:6744. doi: 10.3390/molecules27196744.
   Google Scholar
• Shaterzadeh-Yazdi H, Noorbakhsh M-F, Samarghandian S, Farkhondeh T. (2018). An overview on renoprotective effects of thymoquinone. Kidney Dis (Basel) 4:74–82. doi: 10.1159/000486829.
   Google Scholar
• Shi N-Q, Zhang Y, Li Y, et al. (2017). Self-micellizing solid dispersions enhance the properties and therapeutic potential of fenofibrate: advantages, profiles and mechanisms. Int J Pharm 528:563–77. doi: 10.1016/j.ijpharm.2017.06.017.
   PubMedGoogle Scholar
• Shill MC, Bepari AK, Khan M, et al. (2021). Therapeutic potentials of colocasia affinis leaf extract for the alleviation of streptozotocin-induced diabetes and diabetic complications: in vivo and in silico-based studies. J Inflamm Res 14:443–59. doi: 10.2147/JIR.S297348.
   PubMed Web of Science ®Google Scholar
• Shire SJ. (2015). Formulation of proteins and monoclonal antibodies (mAbs). In: Monoclonal antibodies. Woodhead Publishing. 93–120. doi: 10.1016/b978-0-08-100296-4.00004-x.
   Google Scholar
• Singh VK, Seed TM. (2021). How necessary are animal models for modern drug discovery? Expert Opin Drug Discov 16:1391–7. doi: 10.1080/17460441.2021.1972255.
   PubMedGoogle Scholar
• Song Y, Cong Y, Wang B, Zhang N. (2020). Applications of Fourier transform infrared spectroscopy to pharmaceutical preparations. Expert Opin Drug Deliv 17:551–71. doi: 10.1080/17425247.2020.1737671.
   PubMed Web of Science ®Google Scholar
• Soni H, Kaminski D, Gangaraju R, Adebiyi A. (2018). Cisplatin-induced oxidative stress stimulates renal Fas ligand shedding. Ren Fail 40:314–22. doi: 10.1080/0886022X.2018.1456938.
   PubMed Web of Science ®Google Scholar
• Suzuki H, Kojo Y, Yakushiji K, et al. (2016). Strategic application of self-micellizing solid dispersion technology to respirable powder formulation of tranilast for improved therapeutic potential. Int J Pharm 499:255–62. doi: 10.1016/j.ijpharm.2015.12.065.
   PubMed Web of Science ®Google Scholar
• The Institutional Animal Care and Use Committee. (2019). Guidelines for establishing humane endpoints in animal study proposals, 1–4.
   Google Scholar
• Tracey WR, Tse J, Carter G. (1995). Lipopolysaccharide-induced changes in plasma nitrite and nitrate concentrations in rats and mice: pharmacological evaluation of nitric oxide synthase inhibitors. J Pharmacol Exp Ther 272:1011–5.
   PubMed Web of Science ®Google Scholar
• Vasconcelos T, Marques S, Sarmento B. (2017). The biopharmaceutical classification system of excipients. Ther Deliv 8:65–78. doi: 10.4155/tde-2016-0067.
   PubMed Web of Science ®Google Scholar
• Vogt FG, Williams GR. (2011). Advanced approaches to effective solid-state analysis: X-ray diffraction, vibrational spectroscopy and solid-state NMR. Am Pharm Rev, 13:58–65. doi: 10.1002/chin.201118276.
   Google Scholar
• Witko-Sarsat V, Friedlander M, Capeillère-Blandin C, et al. (1996). Advanced oxidation protein products as a novel marker of oxidative stress in uremia. Kidney Int 49:1304–13. doi: 10.1038/ki.1996.186.
   PubMed Web of Science ®Google Scholar
• Xia D, Yu H, Tao J, et al. (2016). Supersaturated polymeric micelles for oral cyclosporine A delivery: the role of Soluplus-sodium dodecyl sulfate complex. Colloids Surf B Biointerfaces 141:301–10. doi: 10.1016/j.colsurfb.2016.01.047.
   PubMed Web of Science ®Google Scholar
• Yoshioka M, Hancock BC, Zografi G. (1994). Crystallization of indomethacin from the amorphous state below and above its glass transition temperature. J Pharm Sci 83:1700–5. doi: 10.1002/jps.2600831211.
   PubMed Web of Science ®Google Scholar
• Zhang K, Yu H, Luo Q, et al. (2013). Increased dissolution and oral absorption of itraconazole/Soluplus extrudate compared with itraconazole nanosuspension. Eur J Pharm Biopharm 85:1285–92. doi: 10.1016/j.ejpb.2013.03.002.
   PubMed Web of Science ®Google Scholar
• Zhang Y, Huo M, Zhou J, Xie S. (2010). PKSolver: an add-in program for pharmacokinetic and pharmacodynamic data analysis in Microsoft Excel. Comput Methods Programs Biomed 99:306–14. doi: 10.1016/j.cmpb.2010.01.007.
   PubMed Web of Science ®Google Scholar