Vincristine and ɛ-viniferine-loaded PLGA-b-PEG nanoparticles: pharmaceutical characteristics, cellular uptake and cytotoxicity

References

• Astete CE, Sabliov CM. Synthesis and characterization of PLGA nanoparticles. J Biomater Sci Polym Ed, 2006;17:247–89.
   PubMed Web of Science ®Google Scholar
• Bai Y, Mao QQ, Qin J, Zheng XY, Wang YB, Yang K, Shen HF, Xie LP. Resveratrol induces apoptosis and cell cycle arrest of human T24 bladder cancer cells in vitro and inhibits tumor growth in vivo. Cancer Sci, 2010;101:488–93.
   PubMed Web of Science ®Google Scholar
• Barichello JM, Morishita M, Takayama K, Nagai T. Encapsulation of hydrophilic and lipophilic drugs in PLGA nanoparticles by the nanoprecipitation method. Drug Dev Ind Pharm, 1999;25:471–6.
   PubMed Web of Science ®Google Scholar
• Barz M, Canal F, Koynov K, Zentel R, Vicent MJ. Synthesis and in vitro evaluation of defined HPMA folate conjugates: Influence of aggregation on folate receptor (FR) mediated cellular uptake. Biomacromolecules, 2010;11:2274–82.
   PubMed Web of Science ®Google Scholar
• Beletsi A, Panagi Z, Argoustakis K. Biodistribution properties of nanoparticles based on mixtures of PLGA with PLGA-PEG diblock copolymers. Int J Pharm, 2005;298:233–41.
   PubMed Web of Science ®Google Scholar
• Casado P, Zuazua-Villar P, Valle E, Mart ´ınez-Campa C, Lazo PS, Ramos S. Vincristine regulates the phosphorylation of the antiapoptotic protein HSP27 in breast cancer cells. Cancer Lett, 2007;247:273–82.
   PubMed Web of Science ®Google Scholar
• Chen CJ, Yu W, Fu YC, Wang X, Li JL, Wang W. Resveratrol protects cardiomyocytes from hypoxia-induced apoptosis through the SIRT1-FoxO1 pathway. Biochem Biophys Res Commun, 2009;378:389–93.
   PubMed Web of Science ®Google Scholar
• Chen CJ, Yu W, Wang W. Red wine may be used in the therapy of myocarditis. J Cell Biochem, 2010;111:808–10.
   PubMed Web of Science ®Google Scholar
• Chen J, Li S, Shen Q, He H, Zhang Y. Enhanced cellular uptake of folic acid-conjugated PLGA-b-PEG nanoparticles loaded with vincristine sulfate in human breast cancer. Drug Develop Indus Pharm, 2011;37:1339–46.
   PubMed Web of Science ®Google Scholar
• Chen J, Li S, Shen Q. Folic acid and cell-penetrating peptide conjugated PLGA–PEG bifunctional nanoparticles for vincristine sulfate delivery. Eur J Pharm Sci, 2012;47:430–43.
   PubMed Web of Science ®Google Scholar
• Chen ZH, Hurh YJ, Na HK, Kim JH, Chun YJ, Kim DH, Kang KS, Cho MH, Surh YJ. Resveratrol inhibits TCDD-induced expression of CYP1A1 and CYP1B1 and catechol estrogen-mediated oxidative DNA damage in cultured human mammary epithelial cells. Carcinog, 2004;25:2005–13.
   PubMed Web of Science ®Google Scholar
• Couvreur P, Puisicux F. Nano- and microparticles for the delivery of polypeptides and proteins. Adv Drug Deliv Rev, 1993;10:41–62.
   Web of Science ®Google Scholar
• Dagar A, Kuzmis A, Rubinstein I, Sekosan M, Önyüksel H. VIP-targeted cytotoxic nanomedicine for breast cancer. Drug Deliv Transl Res, 2012;2:454–62.
   PubMed Web of Science ®Google Scholar
• Danhier F, Lecouturier N, Vioman B, Jérôme C, Marchana- Brynaert J, Feron O, Préat V. Paclitaxel-loaded PEGylated PLGA-based nanoparticles: In vitro and in vivo evaluation. J Control Release, 2009;133:11–7.
   PubMed Web of Science ®Google Scholar
• Danhier F, Ansorena E, Azeitao J, Coco R, Le Breton A, Pre´at V. PLGA-based nanoparticles: An overview of biomedical applications. J Control Release, 2012;161:505–22.
   PubMed Web of Science ®Google Scholar
• Davda J, Labhasetwar V. Characterization of nanoparticle uptake by endothelial cells. Int J Pharm, 2002;233:51–9.
   PubMed Web of Science ®Google Scholar
• Deutschbein T, Fassnacht M, Weismann D, Reincke M, Mann K, Petersenn S. Treatment of malignant phaeochromocytoma with a combination of cyclophosphamide, vincristine and dacarbazine: Own experience and overview of the contemporary literature. Clin Endocrinol (Oxf), 2015;82:84–90.
   PubMed Web of Science ®Google Scholar
• Diez B, Ernst G, Teijo MJ, Batlle A, Hajos S, Fukuda H. Combined chemotherapy and ALA-based photodynamic therapy in leukemic murine cells. Leuk Res, 2012;36:1179–84.
   PubMed Web of Science ®Google Scholar
• Genç L, Demirel M. Preparation and characterization of polymeric and lipid nanoparticles of pilocarpine HCl for ocular application. Pharm Develop Tech, 2013;18:701–9.
   PubMed Web of Science ®Google Scholar
• Jang JH, Surh YJ. Protective effects of resveratrol on hydrogen peroxide-induced apoptosis in rat pheochromocytoma (PC12) cells. Mutat Res, 2001;496:181–90.
   PubMed Web of Science ®Google Scholar
• Joshi G, Kumar A, Sawant K. Enhanced bioavailability and intestinal uptake of Gemcitabine HCl loaded PLGA nanoparticles after oral delivery. Eur J Pharm Sci, 2014;60:80–9.
   PubMed Web of Science ®Google Scholar
• Kang L, Heng W, Yuan A, Baolin L, Fang H. Resveratrol modulates adipokine expression and improves insulin sensitivity in adipocytes: Relative to inhibition of inflammatory responses. Biochimie, 2010;92:789–96.
   PubMed Web of Science ®Google Scholar
• Kolb JP, Billard C. Flavones and polyphenols inhibit the NO pathway during apoptosis of leukemia B-cells. Leuk Res, 2004;28:851–61.
   PubMed Web of Science ®Google Scholar
• Kothari A, Hittelman WH, Chambers TC. Cell cycle-dependent mechanisms underlie vincristine-induced death of primary acute lymphoblastic leukemia cells. AACR, 2016;76:3553–61.
   Google Scholar
• Kumari A, Yadav SK, Yadav SC. Biodegradable polymeric nanoparticles based drug delivery systems. Colloids Surf B Biointerfaces, 2010;75:1–18.
   PubMed Web of Science ®Google Scholar
• Lammers T, Kiessling F, Hennink WE, Storm G. Nanotheranostics and image-guided drug delivery: Current concepts and future directions. Mol Pharmacol, 2010;7:1899–912.
   PubMed Web of Science ®Google Scholar
• Liang C, Yang Y, Ling Y, Huang Y, Li T, Li X. Improved therapeutic effect of folate-decorated PLGA-b-PEG nanoparticles for endometrial carcinoma. Bioorg Med Chem, 2011;19:4057–66.
   PubMed Web of Science ®Google Scholar
• Mandy MYC, Yaomei M, Ka YT, Karen KLC, Hextan YSN. Cyclophosphamide, hydroxyurea, actinomycin D, methotrexate, and vincristine in the treatment of gestational trophoblastic neoplasia. Int J Gynecol Cancer, 2015;25:498–503.
   PubMed Web of Science ®Google Scholar
• Mohanraj VJ, Chen Y. Nanoparticles. J Pharm Res, 2006;5(1):561–73.
   Google Scholar
• Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods, 1983;65(1–2):55–63.
   PubMed Web of Science ®Google Scholar
• Oshima Y, Namao K, Kamijon A, Matsuoka S, Nakano M, Terao K, Ohizumi Y. Powerful hepatoprotective and hepatotoxic plant oligostilbenes, isolated from the Oriental medicinal plan Vitis coignetiae (Vitaceate). Experientia, 1995;51:63–6.
   PubMedGoogle Scholar
• Özdemir F, Akalın G, S¸en M, Önder Nİ, İs¸can A, Kutlu HM, İncesu Z. Towards novel anti-tumor strategies for hepatic cancer: ɛ-viniferine in combination with vincristine displays pharmacodynamic synergy at lower doses in HepG2 cells. OMICS J Integr Biol, 2014;18:324–34.
   PubMed Web of Science ®Google Scholar
• Pachauri M, Gupta ED, Ghosh PC. Piperine loaded PEG-PLGA nanoparticles: Preparation, characterization and targeted delivery for adjuvant breast cancer chemotherapy. J Drug Deliv Sci Technol, 2015;29:269–82.
   Web of Science ®Google Scholar
• Phalen DN, Frimberger A, Pyecroft S, Peck S, Harmsen C, Lola S, Moore A. Vincristine chemotherapy trials and pharmacokinetics in Tasmanian devils with Tasmanian devil facial tumor disease. PLoS One, 2013; 8:e65133.
   PubMed Web of Science ®Google Scholar
• Piver B, Berthou F, Dreano Y, Lucas D. Differential inhibition of human cytochrome P450 enzymes by ɛ–viniferin, the dimer of resveratrol: Comparison with resveratrol and polyphenols from alcoholized beverages. Life Sci, 2003;73:1199–213.
   PubMed Web of Science ®Google Scholar
• Prabha S, Labhasetwar V. Critical determinants in PLGA/PLA nanoparticle-mediated gene expression. Pharm Res, 2004;21:354.
   PubMed Web of Science ®Google Scholar
• Privat C, Telo JOP, Bernardes-Genisson V, Vieira A, Souchard JP, Nepveu FO. Antioxidant properties of trans-ɛ-viniferin as compared to stilbene derivatives in aqueous and nonaqueous media. J Agric Food Chem, 2002;50:1213–17.
   PubMed Web of Science ®Google Scholar
• Raoul JL. Natural history of hepatocellular carcinoma and current treatment options. Semin Nucl Med, 2008;38:13–18.
   Web of Science ®Google Scholar
• Redhead HM, Davis SS, Illum L. Drug delivery in poly(lactide-co-glycolide) nanoparticles surface modified with poloxamer 407 and poloxamine 908: In vitro characterization and in vivo evaluation. J Control Release, 2001;70:353–63.
   PubMed Web of Science ®Google Scholar
• Rubinstein I, Önyüksel H. Intracellular delivery of VIP-grafted sterically stabilized phospholipid mixed nanomicelles in human breast cancer cells. Chem-Biol Interact, 2008;171:190–4.
   PubMed Web of Science ®Google Scholar
• Saiko P, Szakmary A, Jaeger W, Szekeres T. Resveratrol and its analogs: defense against cancer, coronary disease and neurodegenerative maladies or just a fad? Mutat Res, 2008;658:68–94.
   PubMed Web of Science ®Google Scholar
• Schleich N, Sibret P, Danhier P, Ucakar B, Laurent S, Muller RN, Jérôme C, Gallez B, Préat V, Danhier F. Dual anticancer drug/superparamagnetic iron oxide-loaded PLGA-based nanoparticles for cancer therapy and magnetic resonance imaging. Int J Pharm, 2013;447:94–101.
   PubMed Web of Science ®Google Scholar
• Shao J, Li X, Lu X, Jiang C, Hu J, Li Q, You Y, Fu Z. Enhanced growth inhibition effect of Resveratrol incorporated into biodegradable nanoparticles against glioma cells is mediated by the induction of intracellular reactive oxygen species levels. Colloid Surface B, 2009;72:40–7.
   PubMed Web of Science ®Google Scholar
• Singh R, Lillard JW. Nanoparticle-based targeted drug delivery. Exp Mol Pathol, 2009;86:215–23.
   PubMed Web of Science ®Google Scholar
• Song XR, Zhao Y, Hou S, Xu F, Zhao R, He J, Cai Z, Li Y, Chen Q. Dual agents loaded PLGA nanoparticles: Systematic study of particle size and drug entrapment efficiency. Eur J Pharm Biopharm, 2008;69:445–53.
   PubMed Web of Science ®Google Scholar
• Song XR, Zheng Y, He G, Yang L, Luo YF, He ZY, Lı SZ, Lı JM, Yu S, Luo X, et al. Development of PLGA Nanoparticles simultaneously loaded with Vincristine and verapamil for treatment of hepatocellular carcinoma. J Pharm Sci, 2010;99:4874–9.
   PubMed Web of Science ®Google Scholar
• Soma CE, Dubernet C, Barratt G, Benita S, Couvreur P. Investigation of the role of macrophages on the cytotoxicity of doxorubicin and doxorubicin-loaded nanoparticles on M5076 cells in vitro. J Control Release, 2000;68:283–9.
   PubMed Web of Science ®Google Scholar
• Sun T, Zhang YS, Pang B, Hyun C, Yang M, Xia Y. Engineered nanoparticles for drug delivery in cancer therapy. Angew Chem Int Ed Engl, 2014;53:12320–64.
   PubMed Web of Science ®Google Scholar
• Şimşek S, Erog˘lu H, Kurum H, Ulubayram K. Brain targeting of Atorvastatin loaded amphiphilic PLGA-b-PEG nanoparticles. J Microencapsul, 2013; 30:10–20.
   PubMed Web of Science ®Google Scholar
• Tarhan S, Ozdemir F, Incesu Z, Demirkan ES. Direct and protective effects of single or combined addition of vincristine and ɛ-viniferin on human HepG2 cellular oxidative stress markers in vitro. Cytotechnology, 2016;68:1081–94.
   PubMed Web of Science ®Google Scholar
• USP 31 (The United States Pharmacopeia). 2008;26:2488–2490. Rockville: The United States Pharmacopeial Convention.
   Google Scholar
• Venkatesh DN, Baskaran M, Karri VVSR, Mannemala SS, Radhakrishna K, Goti S. Fabrication and in vivo evaluation of Nelfinavir loaded PLGA nanoparticles for enhancing oral bioavailability and therapeutic effect. Saudi Pharm J, 2015; 23:667–74.
   PubMed Web of Science ®Google Scholar
• Vitrac X, Bornet A, Vandeline R, Valls J, Richard T, Delaumay J-C, Merillon J-M, Teissedre P-L. Determination of stilbenes (g-viniferin, trans-astringin, trans-piceid, cis- and trans-resveratrol, e-viniferin) in Brazillian wines. J Agric Food Chem, 2005;53:5664–9.
   PubMed Web of Science ®Google Scholar
• Wang Y, Dou L, He H, Zhang Y, Shen Q. Multifunctional nanoparticles as nanocarrier for vincristine sulfate delivery to overcome tumor multidrug resistance. Mol Pharm, 2014;11:885–94.
   PubMed Web of Science ®Google Scholar
• Wen J-G, Guo T, Zhu H, Xıao Y, Zhang X, Chen G, Chen Y. Preperation and optimization of PEG-PLGA loaded with vincristine sulfate and its in vitro release. J Bioequiv Availab, 2011;3:211–14.
   Google Scholar
• Win KY, Feng SS. Effects of particle size and surface coating on cellular uptake of polymeric nanoparticles for oral delivery of anticancer drugs. Biomaterials, 2005;26:2713–22.
   PubMed Web of Science ®Google Scholar
• Xu Y, Xia F, Ma L, Shan J, Shen J, Yang Z, Liu J, Cui Y, Bian X, Bie P, Qian C. MicroRNA-122 sensitizes HCC cancer cells to adriamycin and vincristine through modulating expression of MDR and inducing cell cycle arrest. Cancer Lett, 2011;310:160–9.
   PubMed Web of Science ®Google Scholar
• Yang X-Z, Du J-Z, Dou S, Mao C-Q, Long H-Y, Wang J. Sheddable ternary nanoparticles for tumor acidity-targeted siRNA delivery. ACS Nano, 2012;6:771–81.
   PubMed Web of Science ®Google Scholar
• Yurtdaş G, Demirel M, Genç L. Inclusion complexes of fluconazole with β-cyclodextrin: Physicochemical characterization and in vitro evaluation of its formulation. J Incl Phen Macrocyclic Chem, 2011;70:429–35.
   Web of Science ®Google Scholar
• Zamboni WC, Torchilin V, Patri AK, Hrkach J, Stern S, Lee R, Nel A, Panaro NJ, Grodzinski P. Best practices in cancer nanotechnology: Perspective from NCI nanotechnology alliance. Clin Cancer Res, 2012;18:3229–41.
   PubMed Web of Science ®Google Scholar
• Zghonda N, Yoshida S, Araki M, Kusunoki M, Mliki A, Ghorbel A, Miyazaki H. Greater effectiveness of epsilon-viniferin in red wine than its monomer resveratrol for inhibiting vascular smooth muscle cell proliferation and migration. Biosci Biotechnol Biochem, 2011;75:1259–67.
   PubMed Web of Science ®Google Scholar