Abstract
A new hypocrellin A (HA) encapsulated silica nanoparticles was prepared by an improved microemulsion method based on the unique character of cetyl trimethyl ammonium bromide (CTAB). Stable aqueous dispersions of the HA-loaded nanoparticles, with the diameter about 50 nm, owned superior photo-stability and singlet oxygen generation ability to free HA. In vitro studies demonstrated the active uptake of HA-doped nanoparticles into the cytosol of HeLa (human cervix epithelioid carcinoma) cells. Significant morphology change and phototoxicity to such impregnated tumor cells was observed upon irradiation with light. Thus, the potential of using this method to prepare silica nanoparticles as drug carriers for photodynamic therapy has been demonstrated.
Similar content being viewed by others
References
Kato H. Photodynamic therapy for lung cancer—a review of 19 years’ experience. J Photochem Photobiol B. 1998;42:96–9.
Doi Y, Ikeda A, Akiyama M, Nagano M, Shigematsu T, Ogawa T, et al. Intracellular uptake and photodynamic activity of water-soluble [60]—and [70] fullerenes incorporated in liposomes. Chem Eur J. 2008;14:8892–7.
Dougherty TJ, Gomer CJ, Henderson BW, Jori G, Kessel D, Korbelik M, et al. Photodynamic therapy. J Natl Cancer Inst. 1998;90:889–905.
Bechet D, Couleaud P, Frochot C, Viriot ML, Guillemin F, Barberi-Heyob M. Nanoparticles as vehicles for delivery of photodynamic therapy agents. Trends Biotechnol. 2008;26:612–21.
Wang SZ, Gao RM, Zhou FM, Selke M. Nanomaterials and singlet oxygen photosensitizers: potential applications in photodynamic therapy. J Mater Chem. 2004;14:487–93.
Baba K, Pudavar HE, Roy I, Ohulchanskyy TY, Chen YH, Pandey RK, et al. New method for delivering a hydrophobic drug for photodynamic therapy using pure nanocrystal form of the drug. Mol Pharm. 2007;4:289–97.
Zhao BZ, Xie J, Zhao JQ. A novel water-soluble nanoparticles of hypocrellin B and their interaction with a model protein—C-phycocyanin. Biochim Biophys Acta. 2004;1670:113–20.
Zou W, An JY, Jiang LJ. A study of spectra properties and the binding ability of hypercrellin A in liposomes. Acta Biochim Biophys Sin. 1995;27:685–9.
Roy I, Ohulchanskyy TY, Pudavar HE, Bergey EJ, Oseroff AR, Morgan J, et al. Ceramic-based nanoparticles entrapping water-insoluble photosensitizing anticancer drugs: a novel drug carrier system for photodynamic therapy. J Am Chem Soc. 2003;125:7860–5.
Xing XL, He XX, Peng JF, Wang KM, Tan WH. Uptake of silica-coated nanoparticles by hela cells. J Nanosci Nanotechnol. 2005;5:1688–93.
Santra S, Zhang P, Wang KM, Tapec R, Tang WH. Conjugation of biomolecules with luminophored silica nanoparticles for photostable biomarkers. Anal Chem. 2001;73:4988–93.
Bagwe RP, Yang C, Hilliard LR, Tan W. Optimization of dye-doped silica nanoparticles prepared using a reverse microemulsion method. Langmuir. 2004;20:8336–42.
Piao Y, Burns A, Kim J, Wiesner U, Hyeon T. Designed fabrication of silica-based nanostructured particle systems for nanomedicine applications. Adv Funct Mater. 2008;18:3745–58.
Kim S, Ohulchanskyy TY, Pudavar HE, Pandey RK, Prasad PN. Organically modified silica nanoparticles co-encapsulating photosensitizing drug and aggregation-enhanced two-photon absorbing fluorescent dye aggregates for two-photon photodynamic therapy. J Am Chem Soc. 2007;129:2669–75.
Ohulchanskyy TY, Roy I, Goswami LN, Chen YH, Bergey EJ, Pandey RK, et al. Organically modified silica nanoparticles with covalently incorporated photosensitizer for photodynamic therapy of cancer. Nano Lett. 2007;7:2835–42.
Qian J, Li X, Wei M, Gao XW, Xu ZP, He SL. Biomolecule-conjugated fluorescent organically modified silica nanoparticles as optical probes for cancer cell imaging. Opt Express. 2008;16:19568–78.
Compagnin C, Bau L, Mognato M, Celotti L, Miotto G, Arduini M, et al. The cellular uptake of metatetra (hydroxyphenyl)chlorin entrapped in organically modified silica nanoparticles is mediated by serum proteins. Nanotechnology. 2009;20:345101.
Kneuer C, Sameti M, Haltner EG, Schiestel T, Schirra H, Schmidt H, et al. Silica nanoparticles modified with amino silanes as carriers for plasmid DNA. Int J Pharm. 2000;196:257–64.
He XX, Wang KM, Tan WH, Liu B, Lin X, Huang SS, et al. A novel gene carrier based on amino-modified silica nanoparticles. Chin Sci Bull. 2003;48:223–8.
Hudson JB, Zhou J, Chen J, Harris L, Yip L, Towers GHN. Hypocrellin, from Hypocrella bambusae, is phototoxic to human immunodeficiency virus. Photochem Photobiol. 1994;60:253–5.
Zhou JH, Xia SQ, Chen JR, Wang XS, Zhang BW. The photodynamic property improvement of hypocrellin A by chelation with lanthanum ions. Chem Commun. 2003;12:1372–3.
Zhou JH, Liu JH, Xia SQ, Wang XS, Zhang BW. Effect of chelation to lanthanum ions on the photodynamic properties of hypocrellin A. J Phys Chem B. 2005;109:19529–35.
Lindig BA, Rodgers MAJ, Schaap AP. Determination of the lifetime of singlet oxygen in D2O using 9,10-anthracene dipropionic acid. J Am Chem Soc. 1980;102:5590–3.
Roy I, Ohulchanskyy TY, Bharali DJ, Pudavar HE, Mistretta RA, Kaur N, et al. Optical tracking of organically modified silica nanoparticles as DNA carriers: a nonviral, nanomedicine approach for gene delivery. Proc Natl Acad Sci USA. 2005;102:279–84.
Nie Y, Zhang ZR, Li L, Luo K, Ding H, Gu ZW. Synthesis, characterization and transfection of a novel folate-targeted multipolymeric nanoparticles for gene delivery. J Mater Sci: Mater Med. 2009;20:1849–57.
Mosmann T. Rapid colorimetric assay for cellular growth and survival: application to proliferation and cytotoxicity assays. J Immunol Methods. 1983;65:55–63.
Xu F, Cui FZ, Jiao YP, Meng QY, Wang XP, Cui XY. Improvement of cytocompatibility of electrospinning PLLA microfibers by blending PVP. J Mater Sci: Mater Med. 2009;20:1331–8.
Yang Y, Jiang JS, Du B, Gan ZF, Qian M, Zhang P. Preparation and properties of a novel drug delivery system with both magnetic and biomolecular targeting. J Mater Sci: Mater Med. 2009;20:301–7.
Donescu D, Serban S, Stanciu L, Bralieanu A, Zaharescu M. Interpenetrating networks obtained by crosslinking in the vinylacetate (VAc)-triethoxyvinylsilane (VTES)-tetraethoxysilane (TEOS) system. J Sol-Gel Sci Technol. 2000;19:839–43.
Tu HL, Lin YS, Lin HY, Hung Y, Lo LW, Chen YF, et al. In vitro studies of functionalized mesoporous silica nanoparticles for photodynamic therapy. Adv Mater. 2009;21:172–7.
Li JP, Wang SE. Distribution of iodide and sulphur at silver halidem icrocrystal surface. Photogr Sci Photochem. 1997;15:101–3.
Acknowledgments
This research was supported by the National Natural Science Foundation of China (No. 20603018) and the key laboratory of photochemical conversion and optoelectronic materials, TIPC, CAS.
Author information
Authors and Affiliations
Corresponding authors
Rights and permissions
About this article
Cite this article
Zhou, L., Ning, YW., Wei, SH. et al. A nanoencapsulated hypocrellin A prepared by an improved microemulsion method for photodynamic treatment. J Mater Sci: Mater Med 21, 2095–2101 (2010). https://doi.org/10.1007/s10856-010-4067-8
Received:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s10856-010-4067-8