title: Self-assembled nucleolipids: from supramolecular structure to soft nucleic acid and drug delivery devices.
abstract: This short review aims at presenting some recent illustrative examples of spontaneous nucleolipids self-assembly. High-resolution structural investigations reveal the diversity and complexity of assemblies formed by these bioinspired amphiphiles, resulting from the interplay between aggregation of the lipid chains and base-base interactions. Nucleolipids supramolecular assemblies are promising soft drug delivery systems, particularly for nucleic acids. Regarding prodrugs, squalenoylation is an innovative concept for improving efficacy and delivery of nucleosidic drugs.
authors.affiliation: Laboratoire de Physicochimie, Pharmacotechnie et Biopharmacie, UMR CNRS 8612, Université Paris-Sud 11, Faculté de Pharmacie, 5 rue J.B. Clément, 92296 Châtenay-Malabry, France.
authors.forename: Vanessa
authors.initials: V
authors.lastname: Allain
authors.forename: Claudie
authors.initials: C
authors.lastname: Bourgaux
authors.forename: Patrick
authors.initials: P
authors.lastname: Couvreur
mesh_terms: D004337:Drug Carriers / Q000737:chemistry*; D015316:Genetic Therapy; D008055:Lipids / Q000737:chemistry*; D049329:Nanostructures / Q000737:chemistry; D009696:Nucleic Acids / Q000008:administration & dosage*; D009705:Nucleosides / Q000737:chemistry*; D011355:Prodrugs / Q000737:chemistry; D013185:Squalene / Q000737:chemistry; D014162:Transfection
chemical_list: D004337:Drug Carriers; D008055:Lipids; D009696:Nucleic Acids; D009705:Nucleosides; D011355:Prodrugs; D013185:Squalene
references.citation: Nano Lett. 2006 Nov;6(11):2544-8
references.pmid: 17090088
references.citation: PMC Biophys. 2009 Apr 17;2(1):3
references.pmid: 19374753
references.citation: Proc Natl Acad Sci U S A. 2002 Apr 16;99(8):4763-8
references.pmid: 11929970
references.citation: Angew Chem Int Ed Engl. 2007;46(17):3070-3
references.pmid: 17366502
references.citation: J Phys Chem B. 2007 Oct 11;111(40):11734-44
references.pmid: 17880129
references.citation: J Pharmacol Exp Ther. 2008 May;325(2):484-90
references.pmid: 18258784
references.citation: Biophys J. 2006 Feb 15;90(4):1260-9
references.pmid: 16326904
references.citation: Chem Soc Rev. 2005 Jan;34(1):9-21
references.pmid: 15643486
references.citation: Small. 2008 Feb;4(2):247-53
references.pmid: 18247384
references.citation: Adv Drug Deliv Rev. 1999 Oct 18;39(1-3):117-151
references.pmid: 10837771
references.citation: J Phys Chem B. 2006 Sep 7;110(35):17627-37
references.pmid: 16942108
references.citation: Nucleic Acids Res. 2001 Jun 15;29(12):2437-47
references.pmid: 11410649
references.citation: J Phys Chem B. 2008 Sep 11;112(36):11298-304
references.pmid: 18707167
references.citation: Chem Commun (Camb). 2005 Mar 14;(10):1261-3
references.pmid: 15742045
references.citation: Biochem Pharmacol. 2004 Dec 1;68(11):2097-106
references.pmid: 15498500
references.citation: J Med Chem. 2008 Aug 14;51(15):4374-6
references.pmid: 18605715
references.citation: Chem Biodivers. 2005 Aug;2(8):977-1063
references.pmid: 17193189
references.citation: Bioconjug Chem. 2009 Sep;20(9):1765-72
references.pmid: 19711898
references.citation: Biochim Biophys Acta. 2005 Jul 15;1713(1):15-28
references.pmid: 15963455
references.citation: Mol Biosyst. 2005 Sep;1(3):260-4
references.pmid: 16880990
references.citation: Bioconjug Chem. 2005 Jul-Aug;16(4):864-72
references.pmid: 16029028
references.citation: J Am Chem Soc. 2008 Nov 5;130(44):14454-5
references.pmid: 18850703
references.citation: J Am Chem Soc. 2007 Sep 26;129(38):11664-5
references.pmid: 17760441
references.citation: Bioconjug Chem. 2007 Mar-Apr;18(2):484-93
references.pmid: 17373770
references.citation: J Control Release. 2004 Dec 10;100(3):331-46
references.pmid: 15567500
references.citation: J Control Release. 2009 May 21;136(1):62-70
references.pmid: 19331848
references.citation: Bioconjug Chem. 2004 Nov-Dec;15(6):1342-8
references.pmid: 15546201
references.citation: Org Biomol Chem. 2008 Apr 21;6(8):1324-33
references.pmid: 18385837
references.citation: J Med Chem. 1992 May 29;35(11):1996-2001
references.pmid: 1317921
references.citation: Biochemistry. 1992 May 26;31(20):4757-65
references.pmid: 1591237
references.citation: Int J Pharm. 2008 Feb 28;350(1-2):330-7
references.pmid: 17920793
references.citation: Nat Biotechnol. 2007 Oct;25(10):1149-57
references.pmid: 17873866
references.citation: Eur J Pharm Biopharm. 2011 Nov;79(3):612-20
references.pmid: 21784150
references.citation: Bioconjug Chem. 2006 Mar-Apr;17(2):466-72
references.pmid: 16536479
references.citation: J Control Release. 2010 Oct 15;147(2):163-70
references.pmid: 20691740
references.citation: Chem Commun (Camb). 2009 Sep 14;(34):5127-9
references.pmid: 20448968
references.citation: Biochim Biophys Acta. 2010 Aug;1798(8):1522-32
references.pmid: 20435013
references.citation: J Control Release. 2007 Dec 4;124(1-2):20-7
references.pmid: 17878060
references.citation: Int J Pharm. 2009 Sep 11;379(2):235-43
references.pmid: 19467308
references.citation: Langmuir. 2010 Apr 6;26(7):4965-76
references.pmid: 19957973
references.citation: J Am Chem Soc. 2004 Jun 23;126(24):7533-9
references.pmid: 15198600
references.citation: Curr Pharm Des. 2008;14(11):1124-37
references.pmid: 18473859
references.citation: J Med Chem. 2011 Jun 23;54(12):4067-76
references.pmid: 21561161
references.citation: Bioconjug Chem. 2009 Feb;20(2):193-6
references.pmid: 19159294
references.citation: Proc Natl Acad Sci U S A. 2010 Jan 5;107(1):5-10
references.pmid: 20080797
references.citation: J Gene Med. 2010 Jan;12(1):45-54
references.pmid: 19937995