Preparation and evaluation of astaxanthin-loaded 2-hydroxypropyl-beta-cyclodextrin and Soluplus® nanoparticles based on electrospray technology.
astaxanthin
bioavailability
nanoparticle
nanotechnology
oral absorption
poorly water-soluble drug
Journal
Journal of the science of food and agriculture
ISSN: 1097-0010
Titre abrégé: J Sci Food Agric
Pays: England
ID NLM: 0376334
Informations de publication
Date de publication:
May 2023
May 2023
Historique:
revised:
20
02
2023
received:
10
10
2022
accepted:
25
02
2023
medline:
6
4
2023
pubmed:
26
2
2023
entrez:
25
2
2023
Statut:
ppublish
Résumé
Astaxanthin is a type of food-derived active ingredient with antioxidant, antidiabetic and non-toxicity functions, but its poor solubility and low bioavailability hinder further application in food industry. In the present study, through inclusion technologies, micellar solubilization and electrospray techniques, we prepared astaxanthin nanoparticles before optimizing the formulation to regulate the physical and chemical properties of micelles. We accomplished the preparation of astaxanthin nanoparticle delivery system based on single needle electrospray technology through use of 2-hydroxypropyl-β-cyclodextrin and Soluplus® to improveme the release behavior of the nanocarrier. Through this experiment, we successfully prepared astaxanthin nanoparticles with a particle size of approximately 80 nm, which was further verified with scanning electron microscopy and transmission electron microscopy. Furthermore, the encapsulation of astaxanthin molecules into the carrier nanoparticles was verified via the results of attenuated total reflectance intensity and X-ray powder diffraction techniques. The in vitro release behavior of astaxanthin nanoparticles was different in media that contained 0.5% Tween 80 (pH 1.2, 4.5 and 6.8) buffer solution and distilled water. Also, we carried out a pharmacokinetic study of astaxanthin nanoparticles, in which it was observed that astaxanthin nanoparticle showed an effect of immediate release and significant improved bioavailability. 2-hydroxypropyl-β-cyclodextrin and Soluplus® were used in the present study as a hydrophilic nanocarrier that could provide a simple way of encapsulating natural function food with repsect to improving the solubility and bioavailability of poorly water-soluble ingredients. © 2023 Society of Chemical Industry.
Sections du résumé
BACKGROUND
BACKGROUND
Astaxanthin is a type of food-derived active ingredient with antioxidant, antidiabetic and non-toxicity functions, but its poor solubility and low bioavailability hinder further application in food industry. In the present study, through inclusion technologies, micellar solubilization and electrospray techniques, we prepared astaxanthin nanoparticles before optimizing the formulation to regulate the physical and chemical properties of micelles. We accomplished the preparation of astaxanthin nanoparticle delivery system based on single needle electrospray technology through use of 2-hydroxypropyl-β-cyclodextrin and Soluplus® to improveme the release behavior of the nanocarrier.
RESULTS
RESULTS
Through this experiment, we successfully prepared astaxanthin nanoparticles with a particle size of approximately 80 nm, which was further verified with scanning electron microscopy and transmission electron microscopy. Furthermore, the encapsulation of astaxanthin molecules into the carrier nanoparticles was verified via the results of attenuated total reflectance intensity and X-ray powder diffraction techniques. The in vitro release behavior of astaxanthin nanoparticles was different in media that contained 0.5% Tween 80 (pH 1.2, 4.5 and 6.8) buffer solution and distilled water. Also, we carried out a pharmacokinetic study of astaxanthin nanoparticles, in which it was observed that astaxanthin nanoparticle showed an effect of immediate release and significant improved bioavailability.
CONCLUSION
CONCLUSIONS
2-hydroxypropyl-β-cyclodextrin and Soluplus® were used in the present study as a hydrophilic nanocarrier that could provide a simple way of encapsulating natural function food with repsect to improving the solubility and bioavailability of poorly water-soluble ingredients. © 2023 Society of Chemical Industry.
Substances chimiques
polyvinyl caprolactam-polyvinyl acetate-polyethylene glycol graft copolymer
0
2-Hydroxypropyl-beta-cyclodextrin
1I96OHX6EK
astaxanthine
8XPW32PR7I
Micelles
0
Water
059QF0KO0R
Types de publication
Journal Article
Langues
eng
Sous-ensembles de citation
IM
Pagination
3628-3637Subventions
Organisme : National Natural Science Foundation of China
ID : 31871810
Organisme : Six Talent Peaks Scientific Project in Jiangsu Province
ID : SWYY-163
Organisme : Research Foundation for Distinguished Scholars of Jiangsu University
ID : 15JDG074
Organisme : Key Laboratory financial support of Zhenjiang
ID : SS2018004
Informations de copyright
© 2023 Society of Chemical Industry.
Références
Jiang J, Nuez-Ortin W, Angell A, Zeng C, de Nys R and Vucko MJ, Enhancing the colouration of the marine ornamental fish Pseudochromis fridmani using natural and synthetic sources of astaxanthin. Algal Res 42:101596 (2019).
Nagendraprabhu P and Sudhandiran G, Astaxanthin inhibits tumor invasion by decreasing extracellular matrix production and induces apoptosis in experimental rat colon carcinogenesis by modulating the expressions of ERK-2, NFkB and COX-2. Invest New Drugs 29:207-224 (2011).
Pashkow FJ, Watumull DG and Campbell CL, Astaxanthin: a novel potential treatment for oxidative stress and inflammation in cardiovascular disease. Am J Cardiol 101:58D-68D (2008).
Fassett RG and Coombes JS, Astaxanthin in cardiovascular health and disease. Molecules 17:2030-2048 (2012).
Karimian A, Mir Mohammadrezaei F, Hajizadeh Moghadam A, Bahadori MH, Ghorbani-Anarkooli M, Asadi A et al., Effect of astaxanthin and melatonin on cell viability and DNA damage in human breast cancer cell lines. Acta Histochem 124:151832 (2022).
Yang L, Qiao X, Gu J, Li X, Cao Y, Xu J et al., Influence of molecular structure of astaxanthin esters on their stability and bioavailability. Food Chem 343:128497 (2021).
Hama S, Takahashi K, Inai Y, Shiota K, Sakamoto R, Yamada A et al., Protective effects of topical application of a poorly soluble antioxidant astaxanthin liposomal formulation on ultraviolet-induced skin damage. J Pharm Sci 101:2909-2916 (2012).
Aneesh PA, Ajeeshkumar KK, Lekshmi RGK, Anandan R, Ravishankar CN and Mathew S, Bioactivities of astaxanthin from natural sources, augmenting its biomedical potential: a review. Trends Food Sci Technol 125:81-90 (2022).
Burgos-Díaz C, Opazo-Navarrete M, Soto-Añual M, Leal-Calderón F and Bustamante M, Food-grade Pickering emulsion as a novel astaxanthin encapsulation system for making powder-based products: evaluation of astaxanthin stability during processing, storage, and its bioaccessibility. Food Res Int 134:109244 (2020).
Tachaprutinun A, Udomsup T, Luadthong C and Wanichwecharungruang S, Preventing the thermal degradation of astaxanthin through nanoencapsulation. Int J Pharm 374:119-124 (2009).
Youn H-C, Bak S-M, Park S-H, Yoon S-B, Roh KC and Kim K-B, One-step preparation of reduced graphene oxide/carbon nanotube hybrid thin film by electrostatic spray deposition for supercapacitor applications. Met Mater Int 20:975-981 (2014).
Su W, Polyakov NE, Xu W and Su W, Preparation of astaxanthin micelles self-assembled by a mechanochemical method from hydroxypropyl beta-cyclodextrin and glyceryl monostearate with enhanced antioxidant activity. Int J Pharm 605:120799 (2021).
Mutukuri TT, Maa YF, Gikanga B, Sakhnovsky R and Zhou QT, Electrostatic spray drying for monoclonal antibody formulation. Int J Pharm 607:120942 (2021).
Ma X, Ye Y, Qiao F, Qian M, Cao X, Wei Y et al., Homogeneous MnO nanoparticles fabricated by electrostatic spray precipitation and lithium-storage performances. Scr Mater 187:76-81 (2020).
Aytac Z, Yildiz ZI, Kayaci-Senirmak F, Tekinay T and Uyar T, Electrospinning of cyclodextrin/linalool-inclusion complex nanofibers: fast-dissolving nanofibrous web with prolonged release and antibacterial activity. Food Chem 231:192-201 (2017).
Balogh A, Horváthová T, Fülöp Z, Loftsson T, Harasztos AH, Marosi G et al., Electroblowing and electrospinning of fibrous diclofenac sodium-cyclodextrin complex-based reconstitution injection. J Drug Delivery Sci Technol 26:28-34 (2015).
Celebioglu A and Uyar T, Electrospinning of nanofibers from non-polymeric systems: electrospun nanofibers from native cyclodextrins. J Colloid Interface Sci 404:1-7 (2013).
Qiao X, Yang L, Hu X, Cao Y, Li Z, Xu J et al., Characterization and evaluation of inclusion complexes between astaxanthin esters with different molecular structures and hydroxypropyl-β-cyclodextrin. Food Hydrocolloids 110:106208 (2021).
Anarjan N and Tan CP, Chemical stability of astaxanthin nanodispersions in orange juice and skimmed milk as model food systems. Food Chem 139:527-531 (2013).
Sammeta SM, Vaka SR and Murthy SN, Transcutaneous electroporation mediated delivery of doxepin-HPCD complex: a sustained release approach for treatment of postherpetic neuralgia. J Controlled Release 142:361-367 (2010).
Schonfeld B, Westedt U and Wagner KG, Vacuum drum drying - a novel solvent-evaporation based technology to manufacture amorphous solid dispersions in comparison to spray drying and hot melt extrusion. Int J Pharm 596:120233 (2021).
Lin L, Dai Y and Cui H, Antibacterial poly(ethylene oxide) electrospun nanofibers containing cinnamon essential oil/beta-cyclodextrin proteoliposomes. Carbohydr Polym 178:131-140 (2017).
Xu D, Li X, Huang Y, Tang Z, Ran C, Jing B et al., Preparation, characterization and pharmacokinetic studies of sulfobutyl ether-β-cyclodextrin-toltrazuril inclusion complex. J Mol Struct 1223:128969 (2021).
Tirumaleshand N and Chowdary K, Enhancement of Solubility and Dissolution rate of telmisartan employing beta-cyclodextrin and Soluplus-A factorial study Indo American Journal of Pharmaceutical Sciences 4:2095-2099 (2017).
Dong S, Huang Y, Zhang R, Lian Z, Wang S and Liu Y, Inclusion complexes of astaxanthin with hydroxypropyl-β-cyclodextrin: parameters optimization, spectroscopic profiles, and properties. Eur J Lipid Sci Technol 116:978-986 (2014).
Yang L, Cao X, Gai A, Qiao X, Wei Z, Li J et al., Chitosan/guar gum nanoparticles to stabilize Pickering emulsion for astaxanthin encapsulation. LWT--Food Sci Technol 165:113727 (2022).
Zhao Y, Liu J, Zhang S, Wang Z, Jia H, Oda H et al., Fabrication and characterization of the H/J-type aggregates astaxanthin/bovine serum albumin/chitosan nanoparticles. Int J Biol Macromol 223:1186-1195 (2022).
Yousaf AM, Mustapha O, Kim DW, Kim DS, Kim KS, Jin SG et al., Novel electrosprayed nanospherules for enhanced aqueous solubility and oral bioavailability of poorly water-soluble fenofibrate. Int J Nanomedicine 11:213-221 (2016).
Jakubowska E and Lulek J, The application of freeze-drying as a production method of drug nanocrystals and solid dispersions-a review. J Drug Delivery Sci Technol 62:102357 (2021).
Li Q, Chen L, Huang J, Meng D, Nan F and He W, Electrostatic spraying construction strategy and performance of NGEC-based core-shell nanoenergetic material. FirePhysChem 3:48-53 (2022).
Lv C, Wang F, He C, Kang J, He X and Li Z, Preparation of silicone-PCL composite particles with hierarchical structure and the super-hydrophobic fabrics via directly electrostatic spraying. Surf Coat Technol 449:128933 (2022).
Li X, Shan Z, Song X, Ouyang J, Xu Y, Yong Q et al., Immobilization of xylanase on poly (ethylene glycol) methyl ether 5000 and its self-extractive bioconversion for the production of xylo-oligosaccharides. Appl Biochem Biotechnol 172:2022-2029 (2014).
Patil S, Ujalambkar V and Mahadik A, Electrospray technology as a probe for cocrystal synthesis: influence of solvent and coformer structure. J Drug Delivery Sci Technol 39:217-222 (2017).
Tang J, Schutzman R, Rodriguez CA, Lahann J, Rodriguez-Hornedo N, Prausnitz MR et al., Coaxial electrospray of uniform polylactide core-shell microparticles for long-acting contraceptive. J Controlled Release 341:634-645 (2022).
Gu Z, Xue Y, Li S, Adu-Frimpong M, Xu Y, Yu J et al., Design, characterization, and evaluation of diosmetin-loaded solid self-microemulsifying drug delivery system prepared by electrospray for improved bioavailability. AAPS PharmSciTech 23:106 (2022).
Edelman R, Engelberg S, Fahoum L, Meyron-Holtz EG and Livney YD, Potato protein- based carriers for enhancing bioavailability of astaxanthin. Food Hydrocolloids 96:72-80 (2019).
Wang R, Bao Q, Clark AG, Wang Y, Zhang S and Burgess DJ, Characterization and in vitro release of minocycline hydrochloride microspheres prepared via coacervation. Int J Pharm 628:122292 (2022).
Abel SDA and Baird SK, Honey is cytotoxic towards prostate cancer cells but interacts with the MTT reagent: considerations for the choice of cell viability assay. Food Chem 241:70-78 (2018).
Bottani M, Cornaghi L, Donetti E and Ferraretto A, Excess of nutrient-induced morphofunctional adaptation and inflammation degree in a Caco2/HT-29 in vitro intestinal co-culture. Nutrition 58:156-166 (2019).
Angius F and Floris A, Liposomes and MTT cell viability assay: an incompatible affair. Toxicol In Vitro 29:314-319 (2015).
Lupu AR and Popescu T, The noncellular reduction of MTT tetrazolium salt by TiO(2) nanoparticles and its implications for cytotoxicity assays. Toxicol In Vitro 27:1445-1450 (2013).
Bi J, Zhao C, Jin W, Chen Q, Fan B and Qian C, Study on pharmacokinetics and tissue distribution of Polygonatum sibiricum polysaccharide in rats by fluorescence labeling. Int J Biol Macromol 215:541-549 (2022).
Zhu Y, Gu Z, Liao Y, Li S, Xue Y, Firempong MA et al., Improved intestinal absorption and oral bioavailability of astaxanthin using poly (ethylene glycol)-graft-chitosan nanoparticles: preparation, in vitro evaluation, and pharmacokinetics in rats. J Sci Food Agric 102:1002-1011 (2022).
Liu L, Yan X, Li L, Su J, Ramakrishna S, Long Y-Z et al., Preparation of high-performance graphene materials by adjusting internal micro-channels using a combined electrospray/electrospinning technique. J Alloys Compd 940:168882 (2023).
Bernabeu E, Gonzalez L, Cagel M, Gergic EP, Moretton MA and Chiappetta DA, Novel Soluplus((R))-TPGS mixed micelles for encapsulation of paclitaxel with enhanced in vitro cytotoxicity on breast and ovarian cancer cell lines. Colloids Surf, B 140:403-411 (2016).
Butt S, Hasan SMF, Hassan MM, Alkharfy KM and Neau SH, Directly compressed rosuvastatin calcium tablets that offer hydrotropic and micellar solubilization for improved dissolution rate and extent of drug release. Saudi Pharm J 27:619-628 (2019).
Liu G, Hu M, Zhao Z, Lin Q, Wei D and Jiang Y, Enhancing the stability of astaxanthin by encapsulation in poly (l-lactic acid) microspheres using a supercritical anti-solvent process. Particuology 44:54-62 (2019).
Costa BLA, Sauceau M, Del Confetto S, Sescousse R and Re MI, Determination of drug-polymer solubility from supersaturated spray-dried amorphous solid dispersions: a case study with efavirenz and Soluplus(R). Eur J Pharm Biopharm 142:300-306 (2019).
Anarjan N, Tan CP, Nehdi IA and Ling TC, Colloidal astaxanthin: preparation, characterisation and bioavailability evaluation. Food Chem 135:1303-1309 (2012).
Kaga K, Honda M, Adachi T, Honjo M, Kanda H and Goto M, Nanoparticle formation of PVP/astaxanthin inclusion complex by solution-enhanced dispersion by supercritical fluids (SEDS): effect of PVP and astaxanthin Z-isomer content. J Supercrit Fluids 136:44-51 (2018).
Iacovino R, Caso JV, Rapuano F, Russo A, Isidori M, Lavorgna M et al., Physicochemical characterization and cytotoxic activity evaluation of hydroxymethylferrocene:β-cyclodextrin inclusion complex. Molecules 17:6056-6070 (2012).
Feng Z-Z, Li M-Y, Wang Y-T and Zhu M-J, Astaxanthin from Phaffia rhodozyma: microencapsulation with carboxymethyl cellulose sodium and microcrystalline cellulose and effects of microencapsulated astaxanthin on yogurt properties. LWT--Food Sci Technol 96:152-160 (2018).
Yuan C, Jin Z and Xu X, Inclusion complex of astaxanthin with hydroxypropyl-beta-cyclodextrin: UV, FTIR, 1H NMR and molecular modeling studies. Carbohydr Polym 89:492-496 (2012).
Hu Q, Hu S, Fleming E, Lee J-Y and Luo Y, Chitosan-caseinate-dextran ternary complex nanoparticles for potential oral delivery of astaxanthin with significantly improved bioactivity. Int J Biol Macromol 151:747-756 (2020).
Haq M and Chun B-S, Microencapsulation of omega-3 polyunsaturated fatty acids and astaxanthin-rich salmon oil using particles from gas saturated solutions (PGSS) process. LWT--Food Sci Technol 92:523-530 (2018).
Amuti A, Wang X, Zan M, Lv S and Wang Z, Formulation and characterization of curcumin-loaded microemulsions: evaluation of antioxidant stability and in vitro release. J Mol Liq 336:116881 (2021).
Rekha S and Anila EI, In vitro cytotoxicity studies of surface modified CaS nanoparticles on L929 cell lines using MTT assay. Mater Lett 236:637-639 (2019).
Guo R, Liu Q, Wang W, Tayebee R and Mollania F, Boron nitride nanostructures as effective adsorbents for melphalan anti-ovarian cancer drug. Preliminary MTT assay and in vitro cellular toxicity. J Mol Liq 325:114798 (2021).
Han X, Li Z, Sun J, Luo C, Li L, Liu Y et al., Stealth CD44-targeted hyaluronic acid supramolecular nanoassemblies for doxorubicin delivery: probing the effect of uncovalent pegylation degree on cellular uptake and blood long circulation. J Controlled Release 197:29-40 (2015).
Whiteley WJD and Hardman JG, Pharmacokinetic analysis. Anaesth Intensive Care Med 21:471-473 (2020).
Fratter A and Pellizzato M, Novel micellar system for vitamin D3 oral delivery: assessment of enteric absorption through a digestion-like in vitro model. J Drug Delivery Sci Technol 59:101840 (2020).
Huang X, Liu Y, Zou Y, Liang X, Peng Y, McClements DJ et al., Encapsulation of resveratrol in zein/pectin core-shell nanoparticles: stability, bioaccessibility, and antioxidant capacity after simulated gastrointestinal digestion. Food Hydrocolloids 93:261-269 (2019).