Self-Nanoemulsifying/ Self-Assembled Cubic Nanoparticles Lyophilized Tablet: A Novel Biphasic Release Approach to Enhance the Bioavailability of a Lipophilic Drug.
LC–MS/MS
bi-phasic release
darifenacin
lyophilisation
nocturia
overactive bladder
Journal
AAPS PharmSciTech
ISSN: 1530-9932
Titre abrégé: AAPS PharmSciTech
Pays: United States
ID NLM: 100960111
Informations de publication
Date de publication:
21 Oct 2024
21 Oct 2024
Historique:
received:
29
06
2024
accepted:
19
09
2024
medline:
22
10
2024
pubmed:
22
10
2024
entrez:
21
10
2024
Statut:
epublish
Résumé
This study aimed to prepare a combined self-nanoemulsifying and self-assembled cubic nanoparticles (SNE/SAC) lyophilized tablet eliciting biphasic release pattern escorted with enhanced bioavailability for drugs hampered with slow dissolution and poor absorption. The antimuscarinic Darifenacin hydrobromide (DRF) was selected as a model drug used to treat overactive bladder-associated nocturia. The DRF-SNE/SAC lyophilized tablet was prepared so that upon reconstitution a mixture of DRF-loaded cubic nanoparticles and nanoemulsion dispersion is obtained. The nanoemulsion portion is responsible for the fast release followed by controlled release of the remaining dose loaded in cubic nanoparticles. A comparative pharmacokinetic study adopting randomized crossover design in male albino rabbits versus marketed product Frequefenacine® tablet was performed. Half of the dose (52.05% ± 4.21%) was rapidly released in the first 4 h followed by sustained release of the remaining drug where (90.16% ± 8.85%) was released in 24 h. The tested system showed 2.45 folds higher % relative bioavailability and 1.57 folds higher C
Identifiants
pubmed: 39433620
doi: 10.1208/s12249-024-02952-1
pii: 10.1208/s12249-024-02952-1
doi:
Substances chimiques
Tablets
0
Emulsions
0
Delayed-Action Preparations
0
Muscarinic Antagonists
0
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
250Informations de copyright
© 2024. The Author(s).
Références
Nair AB, Shah J, Jacob S, Al-Dhubiab BE, Patel V, Sreeharsha N, et al. Development of mucoadhesive buccal film for rizatriptan: In vitro and in vivo evaluation. Pharmaceutics. 2021;13(5):728.
pubmed: 34063402
pmcid: 8157038
doi: 10.3390/pharmaceutics13050728
Gundu R, Pekamwar S, Shelke S, Kulkarni D, Shep S. Development, optimization and pharmacokinetic evaluation of biphasic extended-release osmotic drug delivery system of trospium chloride for promising application in treatment of overactive bladder. Future J Pharm Sci. 2021;7(1):1–20.
Mzoughi J, Vandamme T, Luchnikov V. Biphasic Drug Release from Rolled-Up Gelatin Capsules with a Cylindrical Cavity. Pharm. 2021;13(12):2040.
Bagde A, Dev S, Sriram LMK, Spencer SD, Kalvala A, Nathani A, et al. Biphasic burst and sustained transdermal delivery in vivo using an AI-optimized 3D-printed MN patch. Int J Pharm. 2023;636:122647.
pubmed: 36754185
pmcid: 10208719
doi: 10.1016/j.ijpharm.2023.122647
Thakkar A, Raval A, Mandal R, Parmar S, Jariwala A, Tailor J, et al. Development and evaluation of drug eluting stent having biphasic release from a single layer of biodegradable polymer. J Med Devices. 2013;7(1):011005.
doi: 10.1115/1.4023414
Zhou J, Wang P, Yu D-G, Zhu Y. Biphasic drug release from electrospun structures. Expert Opin Drug Deliv. 2023;20(5):621–40.
pubmed: 37140041
doi: 10.1080/17425247.2023.2210834
Tung N-T, Tran C-S, Chi S-C, Dao D-S, Nguyen D-H. Integration of lornoxicam nanocrystals into hydroxypropyl methylcellulose-based sustained release matrix to form a novel biphasic release system. Int J Biol Macromol. 2022;209:441–51.
pubmed: 35413313
doi: 10.1016/j.ijbiomac.2022.04.041
Callegari E, Malhotra B, Bungay PJ, Webster R, Fenner KS, Kempshall S, et al. A comprehensive non-clinical evaluation of the CNS penetration potential of antimuscarinic agents for the treatment of overactive bladder. Br J Clin Pharmacol. 2011;72(2):235–46.
pubmed: 21392072
pmcid: 3162653
doi: 10.1111/j.1365-2125.2011.03961.x
Wallis RM, Napier CM. Muscarinic antagonists in development for disorders of smooth muscle function. Life Sci. 1999;64(6–7):395–401.
pubmed: 10069502
doi: 10.1016/S0024-3205(98)00585-2
Chapple CR. Darifenacin: a novel M3 muscarinic selective receptor antagonist for the treatment of overactive bladder. Expert Opin Investig Drugs. 2004;13(11):1493–500.
pubmed: 15500396
doi: 10.1517/13543784.13.11.1493
Hussein AA. Preparation and Evaluation of Darifenacin Hydrobromide Loaded Nanostructured Lipid Carriers for Oral Administration. Iraqi J Pharm Sci. 2018;27(1):53–68.
SreeHarsha N, Shariff A, Shendkar YA, Al-Dhubiab BE, Meravanige G. Development and Evaluation of a (SEDDS) Self—Emulsifying Drug Delivery System for Darifenacin Hydrobromide. Indian J Pharm Educ Res. 2019;53:204–12.
doi: 10.5530/ijper.53.2s.67
Latha K, Lalitha P, Nasseb BS. Formulation and Evaluation of Darifenacin Hydrobromide Nano-Liposomes. J Chem Pharm Res. 2017;9(8):174–6.
Jagdale SC, Mohanty P, Chabukswar AR, Kuchekar BS. Dissolution rate enhancement, design and development of buccal drug delivery of darifenacin hydroxypropyl β-cyclodextrin inclusion complexes. J Pharm. 2013;2013(1):983702.
Farag MM, El-Sebaie W, Basalious EB, El-Gazayerly ON. Darifenacin Self-assembled Liquid Crystal Cubic Nanoparticles: a Sustained Release Approach for an Overnight Control of Overactive Bladder. AAPS PharmSciTech. 2023;24(5):120.
pubmed: 37173539
doi: 10.1208/s12249-023-02575-y
Dokmeci F, Cetinkaya SE, Seval MM, Dai O. Ambulatory urodynamic monitoring of women with overactive bladder syndrome during single voiding cycle. Eur J Obstet Gynecol Reprod Biol. 2017;212:126–31.
pubmed: 28355584
doi: 10.1016/j.ejogrb.2017.03.023
Cipullo LM, Cosimato C, Filippelli A, Conti V, Izzo V, Zullo F, et al. Pharmacological approach to overactive bladder and urge urinary incontinence in women: an overview. Eur J Obstet Gynecol Reprod Biol. 2014;174:27–34.
pubmed: 24411952
doi: 10.1016/j.ejogrb.2013.12.024
Barakat B, Franke K, May M, Gauger U, Vögeli T-A. Efficacy and safety of desmopressin on frequency and urgency in female patients with overactive bladder and nocturia, current clinical features and outcomes: a systematic review. Asian J Urol. 2022;9(1):27–34.
pubmed: 35198394
doi: 10.1016/j.ajur.2021.05.005
Soysal P, Cao C, Xu T, Yang L, Isik AT, Turan Kazancioglu R, et al. Trends and prevalence of nocturia among US adults, 2005–2016. Int Urol Nephrol. 2020;52:805–13.
pubmed: 31858342
doi: 10.1007/s11255-019-02361-5
Moon S, Yu SH, Chung HS, Kim YJ, Yu JM, Kim SJ, et al. Association of nocturia and cardiovascular disease: data from the National Health and Nutrition Examination Survey. Neurourol Urodyn. 2021;40(6):1569–75.
pubmed: 34036656
doi: 10.1002/nau.24711
FitzGerald MP, Litman HJ, Link CL, McKinlay JB, Investigators BS. The association of nocturia with cardiac disease, diabetes, body mass index, age and diuretic use: results from the BACH survey. J Urol. 2007;177(4):1385–9.
pubmed: 17382738
doi: 10.1016/j.juro.2006.11.057
Adan A, Archer SN, Hidalgo MP, Di Milia L, Natale V, Randler C. Circadian typology: a comprehensive review. Chronobiol Int. 2012;29(9):1153–75.
pubmed: 23004349
doi: 10.3109/07420528.2012.719971
Duffy FJ, ScheuermaierLoughlin KRK. Age-related sleep disruption and reduction in the circadian rhythm of urine output: contribution to nocturia? Curr Aging Sci. 2016;9(1):34–43.
pubmed: 26632430
pmcid: 4713267
doi: 10.2174/1874609809666151130220343
Andersson K-E. Potential benefits of muscarinic M3 receptor selectivity. Eur Urol Suppl. 2002;1(4):23–8.
doi: 10.1016/S1569-9056(02)00045-3
Wilson CG, Crowley PJ, editors. Controlled release in oral drug delivery. Springer Science & Business Media; 2011.
Jha MK, Rahman MH, Rahman MM. Biphasic oral solid drug delivery system: A review. Int J Pharm Sci Res. 2011;2(5):1108.
Acharya A, Satish N, Manoj L, Chitti R. Development and validation of RP-HPLC method for the determination of Darifenacin Hydrobromide in bulk drug and pharmaceutical dosage form. Kathmandu Univ J Sci Eng Technol. 2017;13(1):36–44.
doi: 10.3126/kuset.v13i1.21251
Dixit R, Nagarsenker M. Self-nanoemulsifying granules of ezetimibe: design, optimization and evaluation. Eur J Pharm Sci. 2008;35(3):183–92.
pubmed: 18652892
doi: 10.1016/j.ejps.2008.06.013
Teaima M, Hababeh S, Khanfar M, Alanazi F, Alshora D, El-Nabarawi M. Design and optimization of pioglitazone hydrochloride self-nanoemulsifying drug delivery system (SNEDDS) incorporated into an orally disintegrating tablet. Pharm. 2022;14(2):425.
Baral KC, Song J-G, Lee SH, Bajracharya R, Sreenivasulu G, Kim M, et al. Enhanced bioavailability of AC1497, a novel anticancer drug candidate, via a self-nanoemulsifying drug delivery system. Pharm. 2021;13(8):1142.
Kassem AA, Mohsen AM, Ahmed RS, Essam TM. Self-nanoemulsifying drug delivery system (SNEDDS) with enhanced solubilization of nystatin for treatment of oral candidiasis: Design, optimization, in vitro and in vivo evaluation. J Mol Liq. 2016;218:219–32.
doi: 10.1016/j.molliq.2016.02.081
Ujhelyi Z, Vecsernyés M, Fehér P, Kósa D, Arany P, Nemes D, et al. Physico-chemical characterization of self-emulsifying drug delivery systems. Drug Discov Today Technol. 2018;27:81–6.
pubmed: 30103867
doi: 10.1016/j.ddtec.2018.06.005
Agrawal AG, Kumar A, Gide PS. Formulation of solid self-nanoemulsifying drug delivery systems using N-methyl pyrrolidone as cosolvent. Drug Dev Ind Pharm. 2015;41(4):594–604.
pubmed: 24517575
doi: 10.3109/03639045.2014.886695
Jain S, Kumar N, Sharma R, Ghadi R, Date T, Bhargavi N, et al. Self-nanoemulsifying formulation for oral delivery of sildenafil: effect on physicochemical attributes and in vivo pharmacokinetics. Drug Deliv Transl Res. 2023;13(3):839–51.
pubmed: 36223029
doi: 10.1007/s13346-022-01247-x
Xi J, Chang Q, Chan CK, Meng ZY, Wang GN, Sun JB, et al. Formulation development and bioavailability evaluation of a self-nanoemulsified drug delivery system of oleanolic acid. AAPS PharmSciTech. 2009;10:172–82.
pubmed: 19224372
pmcid: 2663680
doi: 10.1208/s12249-009-9190-9
Ardad RM, Manjappa AS, Dhawale SC, Kumbhar PS, Pore YV. Concurrent oral delivery of non-oncology drugs through solid self-emulsifying system for repurposing in hepatocellular carcinoma. Drug Dev Ind Pharm. 2023;49(5):377–91 ((just-accepted):1-21).
Shoukri RA, Ahmed IS, Shamma RN. In vitro and in vivo evaluation of nimesulide lyophilized orally disintegrating tablets. Eur J Pharm Biopharm. 2009;73(1):162–71.
pubmed: 19406232
doi: 10.1016/j.ejpb.2009.04.005
Pharmacopoeia E. Published by the Directorate for the Quality of Medicines of the Council of Europe (EDQM). France: Strasbourg; 2002.
Farag MM, El AbdMalak NS, Yehia SA. Zaleplon loaded bi-layered chronopatch: a novel buccal chronodelivery approach to overcome circadian rhythm related sleep disorder. Int J Pharm. 2018;542(1–2):117–24.
pubmed: 29526622
doi: 10.1016/j.ijpharm.2018.03.014
Farag MM, Louis MM, Badawy AA, Nessem DI, Elmalak NSA. Drotaverine hydrochloride superporous hydrogel hybrid system: a gastroretentive approach for sustained drug delivery and enhanced viscoelasticity. AAPS PharmSciTech. 2022;23(5):124.
pubmed: 35471680
doi: 10.1208/s12249-022-02280-2
Maurer HH, Kratzsch C, Kraemer T, Peters FT, Weber AA. Screening, library-assisted identification and validated quantification of oral antidiabetics of the sulfonylurea-type in plasma by atmospheric pressure chemical ionization liquid chromatography–mass spectrometry. J Chromatogr B. 2002;773(1):63–73.
doi: 10.1016/S1570-0232(01)00618-3
Karavadi T, Challa B. Method Development and Validation of Darifenacin in Rat Plasma by Liquid Chromatography-Tandem Mass Spectrometry: Application to a Pharmacokinetic Study. Int Sch Res Not. 2012;2012(1):659257.
Parmar N, Singla N, Amin S, Kohli K. Study of cosurfactant effect on nanoemulsifying area and development of lercanidipine loaded (SNEDDS) self nanoemulsifying drug delivery system. Colloids Surf, B. 2011;86(2):327–38.
doi: 10.1016/j.colsurfb.2011.04.016
Badran MM, Taha EI, Tayel MM, Al-Suwayeh SA. Ultra-fine self nanoemulsifying drug delivery system for transdermal delivery of meloxicam: dependency on the type of surfactants. J Mol Liq. 2014;190:16–22.
doi: 10.1016/j.molliq.2013.10.015
Qi X, Wang L, Zhu J, Hu Z, Zhang J. Self-double-emulsifying drug delivery system (SDEDDS): A new way for oral delivery of drugs with high solubility and low permeability. Int J Pharm. 2011;409(1–2):245–51.
pubmed: 21356300
doi: 10.1016/j.ijpharm.2011.02.047
Balakumar K, Raghavan CV, Abdu S. Self nanoemulsifying drug delivery system (SNEDDS) of rosuvastatin calcium: design, formulation, bioavailability and pharmacokinetic evaluation. Colloids Surf, B. 2013;112:337–43.
doi: 10.1016/j.colsurfb.2013.08.025
Soliman KA, Ibrahim HK, Ghorab MM. Formulation of avanafil in a solid self-nanoemulsifying drug delivery system for enhanced oral delivery. Eur J Pharm Sci. 2016;93:447–55.
pubmed: 27590128
doi: 10.1016/j.ejps.2016.08.050
ElShagea HN, ElKasabgy NA, Fahmy RH, Basalious EB. Freeze-dried self-nanoemulsifying self-nanosuspension (snesns): A new approach for the preparation of a highly drug-loaded dosage form. AAPS PharmSciTech. 2019;20:1–14.
doi: 10.1208/s12249-019-1472-2
Zaichik S, Steinbring C, Caliskan C, Bernkop-Schnürch A. Development and in vitro evaluation of a self-emulsifying drug delivery system (SEDDS) for oral vancomycin administration. Int J Pharm. 2019;554:125–33.
pubmed: 30408530
doi: 10.1016/j.ijpharm.2018.11.010
Patel D, Menon M, Shah P, Patel M, Lalan M. Application Of D-Optimal Mixture Design In The Development Of Nanocarrier-Based Darifenacin Hydrobromide Gel. Recent Adv Drug Deliv Formulation. 2023;17(1):47–60.
doi: 10.2174/2667387817666230221141501
Singh AK, Chaurasiya A, Awasthi A, Mishra G, Asati D, Khar RK, et al. Oral bioavailability enhancement of exemestane from self-microemulsifying drug delivery system (SMEDDS). AAPS PharmSciTech. 2009;10:906–16.
pubmed: 19609837
pmcid: 2802159
doi: 10.1208/s12249-009-9281-7
Shafiq S, Shakeel F, Talegaonkar S, Ahmad FJ, Khar RK, Ali M. Development and bioavailability assessment of ramipril nanoemulsion formulation. Eur J Pharm Biopharm. 2007;66(2):227–43.
pubmed: 17127045
doi: 10.1016/j.ejpb.2006.10.014
Kanwal T, Saifullah S, ur Rehman J, Kawish M, Razzak A, Maharjan R, et al. Design of absorption enhancer containing self-nanoemulsifying drug delivery system (SNEDDS) for curcumin improved anti-cancer activity and oral bioavailability. J Mol Liq. 2021;324:114774.
doi: 10.1016/j.molliq.2020.114774
Gardouh AR, Nasef AM, Mostafa Y, Gad S. Design and evaluation of combined atorvastatin and ezetimibe optimized self-nano emulsifying drug delivery system. J Drug Deliv Sci Technol. 2020;60:102093.
doi: 10.1016/j.jddst.2020.102093
Kanuganti S, Jukanti R, Veerareddy PR, Bandari S. Paliperidone-loaded self-emulsifying drug delivery systems (SEDDS) for improved oral delivery. J Dispersion Sci Technol. 2012;33(4):506–15.
doi: 10.1080/01932691.2011.574920
Pouton CW. Lipid formulations for oral administration of drugs: non-emulsifying, self-emulsifying and ‘self-microemulsifying’drug delivery systems. Eur J Pharm Sci. 2000;11:S93–8.
pubmed: 11033431
doi: 10.1016/S0928-0987(00)00167-6
Mobarak D, Salah S, Ghorab M. Improvement of dissolution of a class II poorly water-soluble drug, by developing a five-component self-nanoemulsifying drug delivery system. J Drug Deliv Sci Technol. 2019;50:99–106.
doi: 10.1016/j.jddst.2018.12.018
Zhang P, Liu Y, Feng N, Xu J. Preparation and evaluation of self-microemulsifying drug delivery system of oridonin. Int J Pharm. 2008;355(1–2):269–76.
pubmed: 18242895
doi: 10.1016/j.ijpharm.2007.12.026
Nepal PR, Han H-K, Choi H-K. Preparation and in vitro–in vivo evaluation of Witepsol® H35 based self-nanoemulsifying drug delivery systems (SNEDDS) of coenzyme Q 10. Eur J Pharm Sci. 2010;39(4):224–32.
pubmed: 20035865
doi: 10.1016/j.ejps.2009.12.004
Lü QF, Huang MR, Li XG. Synthesis and heavy‐metal‐ion sorption of pure sulfophenylenediamine copolymer nanoparticles with intrinsic conductivity and stability. Chem–A Eur J. 2007;13(21):6009–18.
doi: 10.1002/chem.200700233
Choi K-O, Aditya N, Ko S. Effect of aqueous pH and electrolyte concentration on structure, stability and flow behavior of non-ionic surfactant based solid lipid nanoparticles. Food Chem. 2014;147:239–44.
pubmed: 24206712
doi: 10.1016/j.foodchem.2013.09.095
Farag MM, El-Nassan HB, Merey H, Eltanany BM, Galal MM, Wadie W, et al. Comparative pharmacodynamic study delineating the efficacy of amantadine loaded nano-emulsified organogel via intranasal versus transdermal route in rotenone-induced Parkinson’s disease rat model. J Drug Deliv Sci Technol. 2023;86:104765.
doi: 10.1016/j.jddst.2023.104765
Thomas N, Müllertz A, Graf A, Rades T. Influence of lipid composition and drug load on the in vitro performance of self-nanoemulsifying drug delivery systems. J Pharm Sci. 2012;101(5):1721–31.
pubmed: 22294458
doi: 10.1002/jps.23054
Djagny KB, Wang Z, Xu S. Gelatin: a valuable protein for food and pharmaceutical industries. Crit Rev Food Sci Nutr. 2001;41(6):481–92.
pubmed: 11592686
doi: 10.1080/20014091091904
Guan P, Lu Y, Qi J, Niu M, Lian R, Wu W. Solidification of liposomes by freeze-drying: the importance of incorporating gelatin as interior support on enhanced physical stability. Int J Pharm. 2015;478(2):655–64.
pubmed: 25510601
doi: 10.1016/j.ijpharm.2014.12.016
European Directorate for the Quality of Medicines (EDQM) European Pharmacopoeia. 8th ed. Strasbourg, France: Council of Europe; 2014.
AlHusban F, Perrie Y, Mohammed AR. Formulation and characterisation of lyophilised rapid disintegrating tablets using amino acids as matrix forming agents. Eur J Pharm Biopharm. 2010;75(2):254–62.
pubmed: 20332027
doi: 10.1016/j.ejpb.2010.03.012
Yaghmur A, Glatter O. Characterization and potential applications of nanostructured aqueous dispersions. Adv Coll Interface Sci. 2009;147:333–42.
doi: 10.1016/j.cis.2008.07.007
Yang Z, Tan Y, Chen M, Dian L, Shan Z, Peng X, et al. Development of amphotericin B-loaded cubosomes through the SolEmuls technology for enhancing the oral bioavailability. AAPS PharmSciTech. 2012;13:1483–91.
pubmed: 23090113
pmcid: 3513470
doi: 10.1208/s12249-012-9876-2
Gershkovich P, Wasan EK, Lin M, Sivak O, Leon CG, Clement JG, et al. Pharmacokinetics and biodistribution of amphotericin B in rats following oral administration in a novel lipid-based formulation. J Antimicrob Chemother. 2009;64(1):101–8.
pubmed: 19398459
doi: 10.1093/jac/dkp140
Korjamo T, Heikkinen AT, Mönkkönen J. Analysis of unstirred water layer in in vitro permeability experiments. J Pharm Sci. 2009;98(12):4469–79.
pubmed: 19653267
doi: 10.1002/jps.21762
Jin X, Zhang ZH, Sun E, Tan XB, Li SL, Cheng XD, You M, Jia XB. Enhanced oral absorption of 20 (S)-protopanaxadiol by self-assembled liquid crystalline nanoparticles containing piperine: in vitro and in vivo studies. Int J Nanomedicine. 2013;641–52.
Miao Y, Sun J, Chen G, Lili R, Ouyang P. Enhanced oral bioavailability of lurasidone by self-nanoemulsifying drug delivery system in fasted state. Drug Dev Ind Pharm. 2016;42(8):1234–40.
pubmed: 26582334
doi: 10.3109/03639045.2015.1118496
Xue X, Cao M, Ren L, Qian Y, Chen G. Preparation and optimization of rivaroxaban by self-nanoemulsifying drug delivery system (SNEDDS) for enhanced oral bioavailability and no food effect. AAPS PharmSciTech. 2018;19:1847–59.
pubmed: 29637496
doi: 10.1208/s12249-018-0991-6