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Original Research

Liver Targeting of Daclatasvir via Tailoring Sterically Stabilized Bilosomes: Fabrication, Comparative In Vitro/In Vivo Appraisal and Biodistribution Studies

, , ORCID Icon, ORCID Icon &
Pages 6413-6426 | Published online: 17 Sep 2021

References

  • Lavanchy D. Evolving epidemiology of hepatitis C virus. Clin Microbiol Infection. 2011;17(2):107–115. doi:10.1111/j.1469-0691.2010.03432.x
  • Zaman B, Siddique F, Hassan W. RP-HPLC method for simultaneous determination of sofosbuvir and ledipasvir in tablet dosage form and its application to in vitro dissolution studies. Chromatographia. 2016;79(23–24):1605–1613. doi:10.1007/s10337-016-3179-9
  • Gandhi Y, Eley T, Fura A, Li W, Bertz RJ, Garimella T. Daclatasvir: a review of preclinical and clinical pharmacokinetics. Clin Pharmacokinet. 2018;57(8):911–928. doi:10.1007/s40262-017-0624-3
  • Jagadabi V, Nagendra Kumar P, Mahesh K, Pamidi S, Ramaprasad L, Nagaraju D. A stability-indicating UPLC method for the determination of potential impurities and its mass by a new QDa mass detector in daclatasvir drug used to treat hepatitis C infection. J Chromatogr Sci. 2019;57(1):44–53. doi:10.1093/chromsci/bmy079
  • Böttger R, Pauli G, Chao P-H, Al-Fayez N, Hohenwarter L, Li S-D. Lipid-based nanoparticle technologies for liver targeting. Adv Drug Deliv Rev. 2020;154–155:79–101.
  • El-Kharrag R, Amin A, Greish YE. Low temperature synthesis of monolithic mesoporous magnetite nanoparticles. Ceramics Int. 2012;38(1):627–634. doi:10.1016/j.ceramint.2011.07.052
  • Rabanel M, Aoun V, Elkin I, Mokhtar M, Hildgen P. Drug-loaded nanocarriers: passive targeting and crossing of biological barriers. Curr Med Chem. 2012;19(19):3070–3102. doi:10.2174/092986712800784702
  • Liu J, Li M, Luo Z, Dai L, Guo X, Cai K. Design of nanocarriers based on complex biological barriers in vivo for tumor therapy. Nano Today. 2017;15:56–90. doi:10.1016/j.nantod.2017.06.010
  • Hu S, Niu M, Hu F, et al. Integrity and stability of oral liposomes containing bile salts studied in simulated and ex vivo gastrointestinal media. Int J Pharm. 2013;441(1–2):693–700. doi:10.1016/j.ijpharm.2012.10.025
  • He H, Lu Y, Qi J, Zhu Q, Chen Z, Wu W. Adapting liposomes for oral drug delivery. Acta pharmaceutica sinica B. 2019;9(1):36–48. doi:10.1016/j.apsb.2018.06.005
  • Aburahma MH. Bile salts-containing vesicles: promising pharmaceutical carriers for oral delivery of poorly water-soluble drugs and peptide/protein-based therapeutics or vaccines. Drug Deliv. 2016;23(6):1847–1867.
  • Xue W, Trital A, Shen J, Wang L, Chen S. Zwitterionic polypeptide-based nanodrug augments pH-triggered tumor targeting via prolonging circulation time and accelerating cellular internalization. ACS Appl Mater Interfaces. 2020;12(41):46639–46652. doi:10.1021/acsami.0c11747
  • Di J, Gao X, Du Y, Zhang H, Gao J, Zheng A. Size, shape, charge and “stealthy” surface: carrier properties affect the drug circulation time in vivo. Asian J Pharmaceutical Sci. 2020. doi:10.1016/j.ajps.2020.07.005
  • Zheng L, Sundaram HS, Wei Z, Li C, Yuan Z. Applications of zwitterionic polymers. React Funct Polym. 2017;118:51–61. doi:10.1016/j.reactfunctpolym.2017.07.006
  • Kapoor M, Howard R, Hall I, Appleton I. Effects of epicatechin gallate on wound healing and scar formation in a full thickness incisional wound healing model in rats. Am J Pathol. 2004;165(1):299–307. doi:10.1016/S0002-9440(10)63297-X
  • Elkomy MH, El Menshawe SF, Abou-Taleb HA, Elkarmalawy MH. Loratadine bioavailability via buccal transferosomal gel: formulation, statistical optimization, in vitro/in vivo characterization, and pharmacokinetics in human volunteers. Drug Deliv. 2017;24(1):781–791. doi:10.1080/10717544.2017.1321061
  • El-Nabarawi MA, Shamma RN, Farouk F, Nasralla SM. Bilosomes as a novel carrier for the cutaneous delivery for dapsone as a potential treatment of acne: preparation, characterization and in vivo skin deposition assay. J Liposome Res. 2020;30(1):1–11. doi:10.1080/08982104.2019.1577256
  • Abdelbary AA, Abd-Elsalam WH, Al-mahallawi AM. Fabrication of novel ultradeformable bilosomes for enhanced ocular delivery of terconazole: in vitro characterization, ex vivo permeation and in vivo safety assessment. Int J Pharm. 2016;513(1–2):688–696. doi:10.1016/j.ijpharm.2016.10.006
  • Al-mahallawi AM, Abdelbary AA, Aburahma MH. Investigating the potential of employing bilosomes as a novel vesicular carrier for transdermal delivery of tenoxicam. Int J Pharm. 2015;485(1–2):329–340. doi:10.1016/j.ijpharm.2015.03.033
  • Albash R, El-Nabarawi MA, Refai H, Abdelbary AA. Tailoring of PEGylated bilosomes for promoting the transdermal delivery of olmesartan medoxomil: in-vitro characterization, ex-vivo permeation and in-vivo assessment. Int J Nanomedicine. 2019;14:6555. doi:10.2147/IJN.S213613
  • US FDA Center for Drug Evaluation and Research. Generic drugs division of bioequivalence. FDA Recommended Dissolution Methods. 2016.
  • Naik S, Patel D, Surti N, Misra A. Preparation of PEGylated liposomes of docetaxel using supercritical fluid technology. J Supercrit Fluids. 2010;54(1):110–119. doi:10.1016/j.supflu.2010.02.005
  • Soni K, Rizwanullah M, Kohli K. Development and optimization of sulforaphane-loaded nanostructured lipid carriers by the Box-Behnken design for improved oral efficacy against cancer: in vitro, ex vivo and in vivo assessments. Artif Cells, Nanomed Biotechnol. 2018;46(sup1):15–31. doi:10.1080/21691401.2017.1408124
  • Parashar P, Rana P, Dwivedi M, Saraf SA. Dextrose modified bilosomes for peroral delivery: improved therapeutic potential and stability of silymarin in diethylnitrosamine-induced hepatic carcinoma in rats. J Liposome Res. 2019;29(3):251–263. doi:10.1080/08982104.2018.1551408
  • Vukelic S, Stojadinovic O, Pastar I, et al. Farnesyl pyrophosphate inhibits epithelialization and wound healing through the glucocorticoid receptor. J Biol Chem. 2010;285(3):1980–1988. doi:10.1074/jbc.M109.016741
  • Aboud HM, Ali AA, El-Menshawe SF, Elbary AA. Nanotransfersomes of carvedilol for intranasal delivery: formulation, characterization and in vivo evaluation. Drug Deliv. 2016;23(7):2471–2481. doi:10.3109/10717544.2015.1013587
  • Rao TS, Sridevi M, Naidu CG, Nagaraju B. Ionic liquid-based vortex-assisted DLLME followed by RP-LC-PDA method for bioassay of daclatasvir in rat serum: application to pharmacokinetics. J Analytical Sci Tech. 2019;10(1):20. doi:10.1186/s40543-019-0179-z
  • Nasr M, Ghorab MK, Abdelazem A. In vitro and in vivo evaluation of cubosomes containing 5-fluorouracil for liver targeting. Acta pharmaceutica sinica B. 2015;5(1):79–88. doi:10.1016/j.apsb.2014.12.001
  • Abdallah OM, Abdel‐Megied AM, Gouda AS. Development and validation of LC‐MS/MS method for simultaneous determination of sofosbuvir and daclatasvir in human Plasma: application to pharmacokinetic study. Biomed Chromatography. 2018;32(6):e4186. doi:10.1002/bmc.4186
  • Dodiya S, Chavhan S, Korde A, Sawant KK. Solid lipid nanoparticles and nanosuspension of adefovir dipivoxil for bioavailability improvement: formulation, characterization, pharmacokinetic and biodistribution studies. Drug Dev Ind Pharm. 2013;39(5):733–743. doi:10.3109/03639045.2012.694889
  • Zhang Y, Huo M, Zhou J, Xie S. PKSolver: an add-in program for pharmacokinetic and pharmacodynamic data analysis in Microsoft Excel. Comput Methods Programs Biomed. 2010;99(3):306–314. doi:10.1016/j.cmpb.2010.01.007
  • Lai L, Guo H. Preparation of new 5-fluorouracil-loaded zein nanoparticles for liver targeting. Int J Pharm. 2011;404(1–2):317–323. doi:10.1016/j.ijpharm.2010.11.025
  • Moolakkadath T, Aqil M, Ahad A, et al. Preparation and optimization of fisetin loaded glycerol based soft nanovesicles by Box-Behnken design. Int J Pharm. 2020;578:119125. doi:10.1016/j.ijpharm.2020.119125
  • Vardhan MV, Sankaraiah G, Yohan M, Rao HJ. Optimization of Parameters in CNC milling of P20 steel using Response Surface methodology and Taguchi Method. Materials Today. 2017;4(8):9163–9169.
  • El-Marakby EM, Hathout RM, Taha I, Mansour S, Mortada ND. A novel serum-stable liver targeted cytotoxic system using valerate-conjugated chitosan nanoparticles surface decorated with glycyrrhizin. Int J Pharm. 2017;525(1):123–138. doi:10.1016/j.ijpharm.2017.03.081
  • Shah N, Gohil D, Seth A. Nanostructured Lipid Carriers. Efficient Drug Delivery Carrier. 2017;2:548.
  • Guan P, Lu Y, Qi J, Wu W. Readily restoring freeze-dried probilosomes as potential nanocarriers for enhancing oral delivery of cyclosporine A. Colloids Surf B Biointerfaces. 2016;144:143–151. doi:10.1016/j.colsurfb.2016.04.006
  • Ahad A, Raish M, Ahmad A, Al-Jenoobi FI, Al-Mohizea AM. Eprosartan mesylate loaded bilosomes as potential nano-carriers against diabetic nephropathy in streptozotocin-induced diabetic rats. Eur J Pharmaceutical Sci. 2018;111:409–417. doi:10.1016/j.ejps.2017.10.012
  • de Freitas CF, Calori IR, Tessaro AL, Caetano W, Hioka N. Rapid formation of Small Unilamellar Vesicles (SUV) through low-frequency sonication: an innovative approach. Colloids Surf B Biointerfaces. 2019;181:837–844. doi:10.1016/j.colsurfb.2019.06.027
  • El-Say KM, Abd-Allah FI, Lila AE, Hassan AE-SA, Kassem AEA. Diacerein niosomal gel for topical delivery: development, in vitro and in vivo assessment. J Liposome Res. 2016;26(1):57–68. doi:10.3109/08982104.2015.1029495
  • Chen Y, Lu Y, Chen J, et al. Enhanced bioavailability of the poorly water-soluble drug fenofibrate by using liposomes containing a bile salt. Int J Pharm. 2009;376(1–2):153–160. doi:10.1016/j.ijpharm.2009.04.022
  • Khalil RM, Abdelbary A, Kocova El-Arini S, Basha M, El-Hashemy HA. Evaluation of bilosomes as nanocarriers for transdermal delivery of tizanidine hydrochloride: in vitro and ex vivo optimization. J Liposome Res. 2019;29(2):171–182. doi:10.1080/08982104.2018.1524482
  • Matloub AA, Salama AH, Aglan HA, AbouSamra MM, ElSouda SSM, Ahmed HH. Exploiting bilosomes for delivering bioactive polysaccharide isolated from Enteromorpha intestinalis for hacking hepatocellular carcinoma. Drug Dev Ind Pharm. 2018;44(4):523–534. doi:10.1080/03639045.2017.1402922
  • Allam AF. Sublingual fast dissolving niosomal films for enhanced bioavailability and prolonged effect of metoprolol tartrate. Drug Des Devel Ther. 2016;10:2421–2433. doi:10.2147/DDDT.S113775
  • Mohsen AM, Asfour MH, Salama AA. Improved hepatoprotective activity of silymarin via encapsulation in the novel vesicular nanosystem bilosomes. Drug Dev Ind Pharm. 2017;43(12):2043–2054. doi:10.1080/03639045.2017.1361968
  • Ruckmani K, Sankar V. Formulation and optimization of zidovudine niosomes. AAps Pharmscitech. 2010;11(3):1119–1127. doi:10.1208/s12249-010-9480-2
  • Khelashvilia G, Johnera N, Zhaob G, Harries D, Scott HL. Molecular origins of bending rigidity in lipids with isolated and conjugated double bonds: the effect of cholesterol. Chem Phys Lipids. 2014;178:18–26. doi:10.1016/j.chemphyslip.2013.12.012
  • Ayee MA, Levitan I. Paradoxical impact of cholesterol on lipid packing and cell stiffness. Front Biosci. 2016;21:1245–1259. doi:10.2741/4454
  • Harbi I, Aljaeid B, Khalid M, Zidan AS. Glycosylated sertraline-loaded liposomes for brain targeting: qbD study of formulation variabilities and brain transport. AAPS PharmSciTech. 2016;17(6):1404–1420. doi:10.1208/s12249-016-0481-7
  • El-Helw A-RM, Fahmy UA. Improvement of fluvastatin bioavailability by loading on nanostructured lipid carriers. Int J Nanomedicine. 2015;10:5797. doi:10.2147/IJN.S91556
  • Detampel P, Witzigmann D, Krähenbühl S, Huwyler J. Hepatocyte targeting using pegylated asialofetuin-conjugated liposomes. J Drug Target. 2014;22(3):232–241. doi:10.3109/1061186X.2013.860982
  • Shehata T, Kimura T, Higaki K. In-vivo disposition characteristics of PEG niosome and its interaction with serum proteins. Int J Pharm. 2016;512(1):322–328. doi:10.1016/j.ijpharm.2016.08.058
  • Davarpanah F, Yazdi AK, Barani M, Mirzaei M, Torkzadeh-Mahani M. Magnetic delivery of antitumor carboplatin by using PEGylated-Niosomes. DARU J Pharmaceutical Sci. 2018;26(1):57–64. doi:10.1007/s40199-018-0215-3
  • Tsermentseli SK, Kontogiannopoulos KN, Papageorgiou VP, Assimopoulou AN. Comparative study of PEGylated and conventional liposomes as carriers for shikonin. Fluids. 2018;3(2):36. doi:10.3390/fluids3020036
  • Zeisig R, Shimada K, Hirota S, Arndt D. Effect of sterical stabilization on macrophage uptake in vitro and on thickness of the fixed aqueous layer of liposomes made from alkylphosphocholines. Biochimica et Biophysica Acta. 1996;1285(2):237–245. doi:10.1016/S0005-2736(96)00167-8
  • Abdelbary AA, Abd-Elsalam WH, Al-Mahallawi AM. Fabrication of levofloxacin polyethylene glycol decorated nanoliposomes for enhanced management of acute otitis media: statistical optimization, trans-tympanic permeation and in vivo evaluation. Int J Pharm. 2019;559:201–209. doi:10.1016/j.ijpharm.2019.01.037
  • Cruz LJ, Tacken PJ, Fokkink R, Figdor CG. The influence of PEG chain length and targeting moiety on antibody-mediated delivery of nanoparticle vaccines to human dendritic cells. Biomaterials. 2011;32(28):6791–6803. doi:10.1016/j.biomaterials.2011.04.082
  • Panwar P, Pandey B, Lakhera P, Singh K. Preparation, characterization, and in vitro release study of albendazole-encapsulated nanosize liposomes. Int J Nanomedicine. 2010;5:101.
  • Zhang L, Han L, Sun X, Gao D, Qin J, Wang J. The use of PEGylated liposomes to prolong the circulation lifetime of salvianolic acid B. Fitoterapia. 2012;83(4):678–689. doi:10.1016/j.fitote.2012.02.004
  • Ramana LN, Sharma S, Sethuraman S, Ranga U, Krishnan UM. Investigation on the stability of saquinavir loaded liposomes: implication on stealth, release characteristics and cytotoxicity. Int J Pharm. 2012;431(1–2):120–129. doi:10.1016/j.ijpharm.2012.04.054
  • Li T, Chen L, Deng Y, et al. Cholesterol derivative-based liposomes for gemcitabine delivery: preparation, in vitro, and in vivo characterization. Drug Dev Ind Pharm. 2017;43(12):2016–2025. doi:10.1080/03639045.2017.1361965
  • Guo B, Cheng Y, Li N, et al. In vitro and in vivo studies of galactose-modified liver-targeting liposomes. J Drug Target. 2013;21(3):257–264. doi:10.3109/1061186X.2012.741135
  • Gupta P, Hung C. Quantitative evaluation of targeted drug delivery systems. Int J Pharm. 1989;56(3):217–226. doi:10.1016/0378-5173(89)90018-5
  • Moghimi SM, Hunter AC, Murray JC. Long-circulating and target-specific nanoparticles: theory to practice. Pharmacol Rev. 2001;53(2):283–318.