Surface functionalization of two-photon dye-doped mesoporous silica nanoparticles with folic acid: cytotoxicity studies with HeLa and MCF-7 cancer cells

被引:29
作者
Lebret, Valerie [1 ]
Raehm, Laurence [1 ]
Durand, Jean-Olivier [1 ]
Smaihi, Monique [2 ]
Werts, Martinus H. V. [3 ]
Blanchard-Desce, Mireille [3 ]
Methy-Gonnod, Delphine [4 ]
Dubernet, Catherine [4 ]
机构
[1] Univ Montpellier 2, Inst Charles Gerhardt, CNRS, UMR 5253, F-34095 Montpellier 05, France
[2] Univ Montpellier 2, Inst Europeen Membranes, CNRS, UMR 5635, F-34293 Montpellier 05, France
[3] Univ Rennes 1, CNRS, UMR 6510, F-35042 Rennes, France
[4] Univ Paris 05, Ctr Etud Pharmaceut, CNRS, UMR 8612, F-92296 Chatenay Malabry, France
关键词
mesoporous nanoparticle; cancer cells; fluorescence; biphotonic; MTT; charge transfer complex; chromophore;
D O I
10.1007/s10971-008-1724-1
中图分类号
TQ174 [陶瓷工业]; TB3 [工程材料学];
学科分类号
0805 ; 080502 ;
摘要
Two-photon dye-doped mesoporous silica nanoparticles (NPs) have been conjugated with folic acid (FA) in order to obtain efficient nanotools for bioimaging of cancer cells. The surface of the NPs was first functionalized with 3-aminopropyltriethoxysilane. The amine-covered NPs were subsequently reacted with an activated ester derivative of FA. Cytotoxicity studies performed with MCF7 and HeLa cancer cells demonstrate that these functionalized NPs are much less cytotoxic than the non-functionalized NPs against both cell lines. Unfortunately, the grafting of FA enables the formation of charge transfer complexes between the two-photon dye and FA which leads to quenching of the fluorescence of the NPs. Hence although these NPs cannot be used for biomaging purposes, they offer interesting potentialities if the two-photon dye used can be replaced by a two-photon fluorophore which do not interact with FA or if the interaction between the encapsulated dye and FA can be prevented by using a suitable spacer between the surface and the FA moiety.
引用
收藏
页码:32 / 39
页数:8
相关论文
共 27 条
[1]   Attaching folic acid on gold nanoparticles using noncovalent interaction via different polyethylene glycol backbones and targeting of cancer cells [J].
Bhattacharya, Resham ;
Patra, Chitta Ranjan ;
Earl, Alexis ;
Wang, Shanfeng ;
Katarya, Aaron ;
Lu, Lichun ;
Kizhakkedathu, Jayachandran N. ;
Yaszemski, Michael J. ;
Greipp, Philip R. ;
Mukhopadhyay, Debabrata ;
Mukherjee, Priyabrata .
NANOMEDICINE-NANOTECHNOLOGY BIOLOGY AND MEDICINE, 2007, 3 (03) :224-238
[2]   Synthesis and grafting of thioctic acid-PEG-folate conjugates onto Au nanoparticles for selective targeting of folate receptor-positive tumor cells [J].
Dixit, Vivechana ;
Van den Bossche, Jeroen ;
Sherman, Debra M. ;
Thompson, David H. ;
Andres, Ronald P. .
BIOCONJUGATE CHEMISTRY, 2006, 17 (03) :603-609
[3]   PREPARATION AND CHARACTERIZATION OF AU COLLOID MONOLAYERS [J].
GRABAR, KC ;
FREEMAN, RG ;
HOMMER, MB ;
NATAN, MJ .
ANALYTICAL CHEMISTRY, 1995, 67 (04) :735-743
[4]   Target-specific cellular uptake of PLGA nanoparticles coated with poly(L-lysine)-poly(ethylene glycol)-folate conjugate [J].
Kim, SH ;
Jeong, JH ;
Chun, KW ;
Park, TG .
LANGMUIR, 2005, 21 (19) :8852-8857
[5]  
LEBRET V, 2008, CHEM MAT IN PRESS
[6]  
LEE RJ, 1994, J BIOL CHEM, V269, P3198
[7]   Mesoporous silica nanoparticles as a delivery system for hydrophobic anticancer drugs [J].
Lu, Jie ;
Liong, Monty ;
Zink, Jeffrey I. ;
Tamanoi, Fuyuhiko .
SMALL, 2007, 3 (08) :1341-1346
[8]   Characterization of folate-chitosan-DNA nanoparticles for gene therapy [J].
Mansouri, S ;
Cuie, Y ;
Winnik, F ;
Shi, Q ;
Lavigne, P ;
Benderdour, M ;
Beaumont, E ;
Fernandes, JC .
BIOMATERIALS, 2006, 27 (09) :2060-2065
[9]   A NADPH substitute for selective photo-initiation of reductive bioprocesses via two-photon induced electron transfer [J].
Robin, Anne-Claire ;
Gmouh, Said ;
Mongin, Olivier ;
Jouikov, Viatcheslav ;
Werts, Martinus H. V. ;
Gautier, Clement ;
Slama-Schwok, Anny ;
Blanchard-Desce, Mireille .
CHEMICAL COMMUNICATIONS, 2007, (13) :1334-1336
[10]  
Sadasivan S, 2002, ANGEW CHEM INT EDIT, V41, P2151, DOI 10.1002/1521-3773(20020617)41:12<2151::AID-ANIE2151>3.0.CO