Squalenoylation: A generic platform for nanoparticular drug delivery

被引:113
作者
Desmaele, Didier [1 ]
Gref, Ruxandra [1 ]
Couvreur, Patrick [1 ]
机构
[1] Univ Paris 11, Fac Pharm, UMR CNRS 8612, F-92296 Chatenay Malabry, France
基金
欧洲研究理事会;
关键词
Nanoassemblies; Squalenoylation; Nucleosidic analogues; Paclitaxel; Anticancer activity; Antiviral activity; DHA-PACLITAXEL TAXOPREXIN; II OPEN-LABEL; PHASE-I; ANTICANCER NANOMEDICINE; BIOLOGICAL EVALUATION; FATTY-ACID; CELL LINES; GEMCITABINE; SQUALENE; DERIVATIVES;
D O I
10.1016/j.jconrel.2011.07.038
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Squalene is a triterpene widely distributed in nature that is an intermediate in the cholesterol biosynthesis pathway. The remarkable dynamic folded conformation of squalene has been used to chemically conjugate this lipid with various therapeutic molecules to construct nanoassemblies of 100-300 nm. In this review, we discuss the new concept of "squalenoylation" through application to anticancer (i.e. gemcitabine, paclitaxel, cisplatin etc...) or antiviral (ddI, ddC) compounds. In a lego-type approach, it is also possible to construct multifunctional nanoparticles endowed with additional imaging functionalities (i.e. "Nanotheragnostics"). This new nanotechnology platform is expected to have important applications in pharmacology. (c) 2011 Elsevier B.V. All rights reserved.
引用
收藏
页码:609 / 618
页数:10
相关论文
共 72 条
[1]   A PHASE-I CLINICAL, PLASMA, AND CELLULAR PHARMACOLOGY STUDY OF GEMCITABINE [J].
ABBRUZZESE, JL ;
GRUNEWALD, R ;
WEEKS, EA ;
GRAVEL, D ;
ADAMS, T ;
NOWAK, B ;
MINEISHI, S ;
TARASSOFF, P ;
SATTERLEE, W ;
RABER, MN ;
PLUNKETT, W .
JOURNAL OF CLINICAL ONCOLOGY, 1991, 9 (03) :491-498
[2]   Troxacitabine prodrugs for pancreatic cancer [J].
Adema, A. D. ;
Radi, M. ;
Daft, J. ;
Narayanasamy, J. ;
Hoebe, E. K. ;
Alexander, L. E. ;
Chu, C. K. ;
Peters, G. J. .
NUCLEOSIDES NUCLEOTIDES & NUCLEIC ACIDS, 2007, 26 (8-9) :1073-1077
[3]   The use of 1H NMR for yield determination in the regioselective epoxidation of squalene [J].
Aerts, HAJ ;
Sels, BFE ;
Jacobs, PA .
JOURNAL OF THE AMERICAN OIL CHEMISTS SOCIETY, 2005, 82 (06) :409-413
[4]   Lipid nucleoside conjugates for the treatment of cancer [J].
Alexander, RL ;
Kucera, GL .
CURRENT PHARMACEUTICAL DESIGN, 2005, 11 (09) :1079-1089
[5]   Synthesis and biological evaluation of gemcitabine-lipid conjugate (NE06002) [J].
Ali, SM ;
Khan, AR ;
Ahmad, MU ;
Chen, P ;
Sheikh, S ;
Ahmad, I .
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (10) :2571-2574
[6]   Interaction of Self-Assembled Squalenoyl Gemcitabine Nanoparticles with Phospholipid-Cholesterol Monolayers Mimicking a Biomembrane [J].
Ambike, Anshuman ;
Rosilio, Veronique ;
Stella, Barbara ;
Lepetre-Mouelhi, Sinda ;
Couvreur, Patrick .
LANGMUIR, 2011, 27 (08) :4891-4899
[7]   Magnetoresponsive squalenoyl gemcitabine composite nanoparticles for cancer active targeting [J].
Arias, Jose L. ;
Reddy, L. Harivardhan ;
Couvreur, Patrick .
LANGMUIR, 2008, 24 (14) :7512-7519
[8]   Squalene Based Nanocomposites: A New Platform for the Design of Multifunctional Pharmaceutical Theragnostics [J].
Arias, Jose L. ;
Reddy, L. Harivardhan ;
Othman, Mohammad ;
Gillet, Brigitte ;
Desmaele, Didier ;
Zouhiri, Fatima ;
Dosio, Franco ;
Gref, Ruxandra ;
Couvreur, Patrick .
ACS NANO, 2011, 5 (02) :1513-1521
[9]   Synthesis, characterization, and cytotoxicity of a series of estrogen-tethered platinum(IV) complexes [J].
Barnes, KR ;
Kutikov, A ;
Lippard, SJ .
CHEMISTRY & BIOLOGY, 2004, 11 (04) :557-564
[10]   Novel PEGylated Nanoassemblies Made of Self-Assembled Squalenoyl Nucleoside Analogues [J].
Bekkara-Aounallah, Fawzia ;
Gref, Ruxandra ;
Othman, Mohammad ;
Reddy, L. Harivardhan ;
Pili, Barbara ;
Allain, Vanessa ;
Bourgaux, Claudie ;
Hillaireau, Herve ;
Lepetre-Mouelhi, Sinda ;
Desmaele, Didier ;
Nicolas, Julien ;
Chafi, Noja ;
Couvreur, Patrick .
ADVANCED FUNCTIONAL MATERIALS, 2008, 18 (22) :3715-3725