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Synthesis of poly(propylene imine) dendrimers via homogeneous reduction process using lithium aluminium hydride: Bioconjugation with folic acid and doxorubicin release kinetics
Author(s) -
Golshan Marzieh,
SalamiKalajahi Mehdi,
RoghaniMamaqani Hossein,
Mohammadi Maryam
Publication year - 2017
Publication title -
applied organometallic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.53
H-Index - 71
eISSN - 1099-0739
pISSN - 0268-2605
DOI - 10.1002/aoc.3789
Subject(s) - chemistry , dendrimer , polymer chemistry , lithium (medication) , lithium aluminium hydride , nuclear chemistry , organic chemistry , medicine , endocrinology
The heterogeneous reduction process for synthesis of poly(propylene imine) (PPI) dendrimer has been replaced by a novel and homogeneous process. Accordingly, to prepare half generations, acrylonitrile was added to amine groups via Michael addition reaction. Then, nitrile groups were reduced via homogeneous hydrogenation using lithium aluminium hydride to synthesize fifth‐generation PPI dendrimers with ethylenediamine core. Also, peripheral primary amine groups were conjugated with folic acid (FA). Fourier transform infrared and 13 C NMR spectroscopies and gel permeation chromatograph y were used to prove the synthesis of the various structures. Finally fifth‐generation and FA‐conjugated fifth‐generation PPI dendrimers were loaded with doxorubicin and exposed to environments with different pH values to examine the release properties of the structures. Also, drug release kinetics was investigated by fitting experimental data with various release models. The synthesized dendritic structures showed Higuchi model release behaviour due to better solubility of drug in release media with respect to dendrimer cavities.

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