Synthesis of lipopolyhydroxylalkyleneamines for gene delivery.
Various bis(2-hydroxy-3-chloropropyl)alkylamines were synthesized by coupling primary amine with epichlorohydrin and utilized as a monomer to react with ethylenediamine (EDA), N,N'-dimethylethylenediamine (DMEDA), or tetramethylethylenediamine (TMEDA) to generate a series of lipopolyhydroxylalkyleneamines. The number- and weight-average molecular weight (Mn and Mw) and polydispersity index (Mw/Mn) of the lipopolyhydroxylalkyleneamines were dependent on reactant solvent and reaction temperature. The compounds with EDA as backbone have better transfection activity and lower toxicity than those with DMEDA and TMEDA as backbone.
Department of Pharmaceutical Sciences, School of Pharmacy, University of Pittsburgh, Pittsburgh, PA 15261, USA.
Qun
Q
Li
Guisheng
G
Zhang
Joie
J
Marhefka
Marina V
MV
Kameneva
Dexi
D
Liu
D000818:Animals; D045744:Cell Line, Tumor; D004353:Drug Evaluation, Preclinical; D005029:Ethylenediamines / Q000737:chemistry; D005822:Genetic Vectors / Q000737:chemistry*; D051379:Mice; D008810:Mice, Inbred C57BL; D015394:Molecular Structure; D008970:Molecular Weight; D011073:Polyamines / Q000138:chemical synthesis* / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013696:Temperature; D014162:Transfection / Q000379:methods
D005029:Ethylenediamines; D011073:Polyamines; D012997:Solvents; C031234:ethylenediamine