Evaluation of pH-dependent amphiphilic carbosilane dendrons in micelle formation, drug loading and HIV-1 infection

Organic & Biomolecular Chemistry
Gabriel MenciaRafael Gómez

Abstract

New amphiphilic carbosilane dendrons with pH-dependent behaviour based on the presence of carboxylate (propionate or succinate) groups at their peripheries and a fatty acid at the focal point were developed. In the presence of salts, they were able to form micelles with critical aggregation concentrations increasing with increasing dendron generation. Their thermodynamic parameters were calculated from surface tension measurements and their diameters at different pHs were measured by dynamic light scattering. These micelles were stable at basic pH but degraded under acidic conditions. No significant differences were found for the propionate and succinate based dendron micelles at basic or acidic pH, but the succinate dendron assemblies were more stable at neutral pH. The properties of these systems as drug nano-carriers were studied using both hydrophilic and hydrophobic molecules, and the drug loading varied with the structure and charge of the drug. In addition, due to the presence of multiple negative charges, the dendrons exhibited anti-HIV activity. Higher generation dendrons with more peripheral carboxylates that were not assembled into micelles were more active than micelles composed of lower generation dendrons having f...Continue Reading

References

Dec 16, 2006·Current Pharmaceutical Design·S R Croy, G S Kwon
Dec 17, 2008·Journal of the American Chemical Society·Amanda L MartinElizabeth R Gillies
Mar 18, 2010·Journal of the American Chemical Society·Malar A AzagarsamyS Thayumanavan
Apr 24, 2010·Nature Chemistry·Mauri A KostiainenRoeland J M Nolte
Dec 7, 2013·Frontiers in Immunology·Bridgette J Connell, Hugues Lortat-Jacob
Jun 17, 2014·Biomaterials·Julie MovellanXavier Fernàndez-Busquets
Aug 23, 2017·Organic & Biomolecular Chemistry·Carlos E Gutierrez-UlloaRafael Gómez
Mar 24, 2018·Bioconjugate Chemistry·Carlos Guerrero-BeltranM Angeles Muñoz-Fernández
May 23, 2018·Molecular and Cellular Biochemistry·P Chanphai, H A Tajmir-Riahi
Jul 1, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Burcu Sumer BoluAmitav Sanyal
Feb 24, 2019·Journal of Controlled Release : Official Journal of the Controlled Release Society·Prajakta TambeVirendra Gajbhiye
Mar 8, 2019·Journal of Biomedical Nanotechnology·Zhishu BaoYuqin Wang
Mar 21, 2019·Materials Science & Engineering. C, Materials for Biological Applications·Kamel S AhmedJinghua Chen
Dec 7, 2019·Chemical Communications : Chem Comm·Ling DingLing Peng
Jan 17, 2020·Journal of Nanobiotechnology·Ming GaoTim Melander Bowden

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Citations

Oct 30, 2021·Chemistry : a European Journal·Evgeny Apartsin, Anne-Marie Caminade

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Methods Mentioned

BETA
transfection
NMR
surface tension measurements
dynamic light scattering
fluorescence emission spectroscopy

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