Poly-ε-caprolactone based nanoparticles for delivery of genistein in melanoma treatment
DOI:
https://doi.org/10.1590/Keywords:
Genistein, Polymer-based Nanoparticles, HPLC-UV, D-α-tocopherol polyethylene glycol-1000 succinate, Nanoparticles stabilizersAbstract
We developed poly-ε-caprolactone (PCL)-based nanoparticles containing D-α-tocopherol polyethylene glycol-1000 succinate (TPGS) or Poloxamer 407 as stabilizers to efficiently encapsulate genistein (GN). Two formulations, referred to as PNTPGS and PNPol, were prepared using nanoprecipitation. They were characterized by size and PDI distribution, zeta potential, nanoparticle tracking analysis (NTA), GN association (AE%), infrared spectroscopy (FT-IR), and differential scanning calorimetry (DSC). PNTPGS-GN exhibited a particle size of 141.2 nm, a PDI of 0.189, a zeta potential of -32.9 mV, and an AE% of 77.95%. PNPol-GN had a size of 146.3 nm, a better PDI than PNTPGS-GN (0.150), a less negative zeta potential (-21.0 mV), and an AE% of 68.73%. Thermal and spectrometric analyses indicated that no new compounds were formed, and there was no incompatibility detected in the formulations. Cellular studies revealed that Poloxamer 407 conferred less toxicity to PCL nanoparticles. However, the percentage of uptake decreased compared to the use of TPGS, which exhibited almost 80% cellular uptake. This study contributes to the investigation of stabilizers capable of conferring stability to PCL nanoparticles efficiently encapsulating GN. Thus, the PCL nanoparticle proposed here is an innovative nanomedicine for melanoma therapy and represents a strong candidate for specific pre-clinical and in vivo studies.
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Abbad S, Abbad S, Waddad AY, Lv H, Zhou J. Preparation, in vitro and in vivo evaluation of Polymeric nanoparticles based on hyaluronic acid-Poly(butyl cyanoacrylate) and D-alpha-tocopheryl Polyethylene glycol 1000 succinate for tumor-targeted delivery of Morin hydrate. Int J Nanomedicine. 2015;10:305-20.
Almeida H, Amaral MH, Lobão P, Lobo JMS. Pluronic® F-127 and Pluronic Lecithin Organogel (PLO): main features and their applications in topical and transdermal administration of drugs. J Pharm Pharm Sci. 2012;15(4):592-605.
Averineni RK, Shavi G V, Gurram AK, Deshpande PB, Arumugam K, Maliyakkal N, et al. PLGA 50:50 nanoparticles of paclitaxel: Development , in vitro anti-tumor activity in BT-549 cells and in vivo evaluation. Bull Mater Sci. 2012;35(3):319-26.
BRASIL. Ministério da Saúde. RDC no 166, de julho de 2017. Dispõe sobre a validação de métodos analíticos a dá outras providências. 2017.
De Carvalho Zampieri, Ferreira FS, Resende ÉC, Gaeti MPN, Diniz DGA, Taveira SF, et al. Biodegradable polymeric nanocapsules based on poly (DL-lactide) for genistein topical delivery: Obtention, characterization and skin permeation studies. J Biomed Nanotechnol. 2013;9(3):527-34.
Chorny M, Fishbein I, Danenberg HD, Golomb G. Lipophilic drug loaded nanospheres prepared by nanoprecipitation: effect of formulation variables on size, drug recovery and release kinetics. J Control Release. 2002;83(3):389-400.
Crucho CIC, Barros MT. Polymeric nanoparticles: A study on the preparation variables and characterization methods. Mater Sci Eng C. 2017;80:771-84.
Cui S, Wang J, Wu Q, Qian J, Yang C, Bo P. Genistein inhibits the growth and regulates the migration and invasion abilities of melanoma cells via the FAK/paxillin and MAPK pathways. Oncotarget. 2017;8(13):21674-91.
Da Violante G, Zerrouk N, Richard I, Provot G, Chaumeil JC, Arnaud P. Evaluation of the cytotoxicity effect of dimethyl sulfoxide (DMSO) on Caco2/TC7 colon tumor cell cultures. Biol Pharm Bull. 2002;25(12):1600-3.
Danciu C, Soica C, Dehelean C, Zupko I, Csanyi E, Pinzaru I. Preliminary in vitro evaluation of genistein chemopreventive capacity as a result of esterification and cyclodextrin encapsulation. Anal Cell Pathol. 2015;2015.
Dobrzynska M, Napierala M, Florek E. Flavonoid nanoparticles: A promising approach for cancer therapy. Biomolecules. 2020;10(9):1-17.
Enayati M, Ahmad Z, Stride E, Edirisinghe M. Size mapping of electric field-assisted production of polycaprolactone particles. J R Soc Interface. 2010;7(Suppl_4):S393-402.
Farina HG, Pomies M, Alonso DF, Gomez DE. Antitumor and antiangiogenic activity of soy isoflavone genistein in mouse models of melanoma and breast cancer. Oncol Rep. 2006;16(4):885-91.
Fessi H, Puisieux F, Devissaguet JP, Ammoury N, Benita S. Nanocapsule formation by interfacial polymer deposition following solvent displacement. Int J Pharm. 1989;55(1):R1-4.
Filipe V, Hawe A, Jiskoot W. Critical evaluation of nanoparticle tracking analysis (NTA) by NanoSight for the measurement of nanoparticles and protein aggregates. Pharm Res. 2010;27(5):796-810.
Foroozandeh P, Aziz AA. Insight into Cellular Uptake and Intracellular Trafficking of Nanoparticles. Nanoscale Res Lett. 2018;13.
Giuliano E, Paolino D, Fresta M, Cosco D. Mucosal applications of poloxamer 407-based hydrogels: An overview. Pharmaceutics. 2018a;10(3):1-26.
Giuliano E, Paolino D, Fresta M, Cosco D. Drug-Loaded Biocompatible Nanocarriers Embedded in Poloxamer 407 Hydrogels as Therapeutic Formulations. Medicines. 2018b;6(1):7.
Goh YX, Jalil J, Lam KW, Husain K, Premakumar CM. Genistein: A Review on its Anti-Inflammatory Properties. Front Pharmacol. 2022;13(January):1-23.
Gross J, Sayle S, Karow AR, Bakowsky U, Garidel P. Nanoparticle tracking analysis of particle size and concentration detection in suspensions of polymer and protein samples: Influence of experimental and data evaluation parameters. Eur J Pharm Biopharm. 2016;104:30-41.
Hewitt A. Soy extract inhibits mammary adenocarcinoma growth in a syngeneic mouse model. Cancer Lett. 2003;192(2):133-43.
ICH. ICH Topic Q2 (R1) Validation of Analytical Procedures: Text and Methodology. Int Conf Harmon. 2005;1994(November 1996): 17.
Ji C, Yang YL, He L, Gu B, Xia JP, Sun WL, et al. Increasing ceramides sensitizes genistein-induced melanoma cell apoptosis and growth inhibition. Biochem Biophys Res Commun. 2012;421(3):462-7.
Kuzumaki T, Kobayashi T, Ishikawa K. Genistein Induces p21Cip1/WAF1Expression and Blocks the G1 to S Phase Transition in Mouse Fibroblast and Melanoma Cells. Biochem Biophys Res Commun . 1998;251(1):291-5.
Legrand P, Lesieur S, Bochot A, Gref R, Raatjes W, Barratt G, et al. Influence of polymer behaviour in organic solution on the production of polylactide nanoparticles by nanoprecipitation. Int J Pharm . 2007;344(1-2):33-43.
Li C, Wallace S. Polymer-drug conjugates: Recent development in clinical oncology. Adv Drug Deliv Rev. 2008;60(February):886-98.
Mainardes RM, Evangelista RC. PLGA nanoparticles containing praziquantel: Effect of formulation variables on size distribution. Int J Pharm . 2005;290(1-2):137-44.
Mora-Huertas CE, Garrigues O, Fessi H, Elaissari A. Nanocapsules prepared via nanoprecipitation and emulsification-diffusion methods: Comparative study. Eur J Pharm Biopharm . 2012;80(1):235-9.
Nordström P. Formation of polymeric nanoparticles encapsulating and releasing a new hydrophobic cancer drug. [Tese Formation of polymeric nanoparticles encapsulating and releasing a new hydrophobic cancer drug]. Chalmers University of Technology; 2011.
Pavese JM, Farmer RL, Bergan RC. Inhibition of cancer cell invasion and metastasis by genistein. Cancer Metastasis Rev. 2010;29(3):465-82.
Pool H, Campos-Vega R, Herrera-Hernández MG, García-Solis P, García-Gasca T, Sánchez IC, et al. Development of genistein-PEGylated silica hybrid nanomaterials with enhanced antioxidant and antiproliferative properties on HT29 human colon cancer cells. Am J Transl Res. 2018;10(8):2306-23.
Rauth S, Kichina J, Green A. Inhibition of growth and induction of differentiation of metastatic melanoma cells in vitro by genistein: Chemosensitivity is regulated by cellular p53. Br J Cancer. 1997;75(11):1559-66.
Sharifi-Rad J, Quispe C, Imran M, Rauf A, Nadeem M, Gondal TA, et al. Genistein: An Integrative Overview of Its Mode of Action, Pharmacological Properties, and Health Benefits. Oxid Med Cell Longev. 2021;2021(June).
Singh P, Sharma S, Rath SK. Genistein induces deleterious effects during its acute exposure in Swiss mice. Biomed Res Int. 2014;619617.
Tyagi N, Song YH, De R. Recent progress on biocompatible nanocarrier-based genistein delivery systems in cancer therapy. J Drug Target. 2019;27(4):394-407.
Venza I, Visalli M, Oteri R, Beninati C, Teti D, Venza M. Genistein reduces proliferation of EP3-expressing melanoma cells through inhibition of PGE2-induced IL-8 expression. Int Immunopharmacol. 2018;62(May):86-95.
Yan A, Bussche A von Dem, Kane AB, Hurt RH. Tocopheryl Polyethylene Glycol Succinate as a Safe, Antioxidant Surfactant for Processing Carbon Nanotubes and Fullerenes. Carbon N Y. 2007;45:2463-70.
Zhang H, Liu G, Zeng X, Wu Y, Yang C, Mei L, et al. Fabrication of genistein-loaded biodegradable TPGS-b-PCL nanoparticles for improved therapeutic effects in cervical cancer cells. Int J Nanomed. 2015;10:2461-73.
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