Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties

The design of efficient drug-delivery vehicles remains a big challenge in materials science. Herein, we describe a novel class of amphiphilic hybrid dendrimers that consist of a poly(amidoamine) (PAMAM) dendritic core functionalized with bisMPA dendrons bearing cholesterol and coumarin moieties. The...

Full description

Bibliographic Details
Main Authors: Concellon Allueva, Alberto, San Anselmo, María, Hernández-Ainsa, Silvia, Romero, Pilar, Marcos, Mercedes, Serrano, José Luis
Other Authors: Massachusetts Institute of Technology. Department of Chemistry
Format: Article
Published: MDPI AG 2021
Online Access:https://hdl.handle.net/1721.1/128956
_version_ 1826204648322629632
author Concellon Allueva, Alberto
San Anselmo, María
Hernández-Ainsa, Silvia
Romero, Pilar
Marcos, Mercedes
Serrano, José Luis
author2 Massachusetts Institute of Technology. Department of Chemistry
author_facet Massachusetts Institute of Technology. Department of Chemistry
Concellon Allueva, Alberto
San Anselmo, María
Hernández-Ainsa, Silvia
Romero, Pilar
Marcos, Mercedes
Serrano, José Luis
author_sort Concellon Allueva, Alberto
collection MIT
description The design of efficient drug-delivery vehicles remains a big challenge in materials science. Herein, we describe a novel class of amphiphilic hybrid dendrimers that consist of a poly(amidoamine) (PAMAM) dendritic core functionalized with bisMPA dendrons bearing cholesterol and coumarin moieties. Their self-assembly behavior both in bulk and in water was investigated. All dendrimers exhibited smectic A or hexagonal columnar liquid crystal organizations, depending on the generation of the dendrimer. In water, these dendrimers self-assembled to form stable spherical micelles that could encapsulate Nile Red, a hydrophobic model compound. The cell viability in vitro of the micelles was studied in HeLa cell line, and proved to be non-toxic up to 72 h of incubation. Therefore, these spherical micelles allow the encapsulation of hydrophobic molecules, and at the same time provided fluorescent traceability due to the presence of coumarin units in their chemical structure, demonstrating the potential of these dendrimers as nanocarriers for drug-delivery applications.
first_indexed 2024-09-23T12:58:47Z
format Article
id mit-1721.1/128956
institution Massachusetts Institute of Technology
last_indexed 2024-09-23T12:58:47Z
publishDate 2021
publisher MDPI AG
record_format dspace
spelling mit-1721.1/1289562022-10-01T12:18:40Z Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties Concellon Allueva, Alberto San Anselmo, María Hernández-Ainsa, Silvia Romero, Pilar Marcos, Mercedes Serrano, José Luis Massachusetts Institute of Technology. Department of Chemistry The design of efficient drug-delivery vehicles remains a big challenge in materials science. Herein, we describe a novel class of amphiphilic hybrid dendrimers that consist of a poly(amidoamine) (PAMAM) dendritic core functionalized with bisMPA dendrons bearing cholesterol and coumarin moieties. Their self-assembly behavior both in bulk and in water was investigated. All dendrimers exhibited smectic A or hexagonal columnar liquid crystal organizations, depending on the generation of the dendrimer. In water, these dendrimers self-assembled to form stable spherical micelles that could encapsulate Nile Red, a hydrophobic model compound. The cell viability in vitro of the micelles was studied in HeLa cell line, and proved to be non-toxic up to 72 h of incubation. Therefore, these spherical micelles allow the encapsulation of hydrophobic molecules, and at the same time provided fluorescent traceability due to the presence of coumarin units in their chemical structure, demonstrating the potential of these dendrimers as nanocarriers for drug-delivery applications. 2021-01-05T19:56:06Z 2021-01-05T19:56:06Z 2020-11 2020-11 2020-12-10T14:11:11Z Article http://purl.org/eprint/type/JournalArticle 2073-4360 https://hdl.handle.net/1721.1/128956 Concellón, Alberto et al. "Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties." Polymers 12, 12 (November 2020): 2872 © 2020 The Authors http://dx.doi.org/10.3390/polym12122872 Polymers Creative Commons Attribution https://creativecommons.org/licenses/by/4.0/ application/pdf MDPI AG Multidisciplinary Digital Publishing Institute
spellingShingle Concellon Allueva, Alberto
San Anselmo, María
Hernández-Ainsa, Silvia
Romero, Pilar
Marcos, Mercedes
Serrano, José Luis
Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties
title Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties
title_full Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties
title_fullStr Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties
title_full_unstemmed Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties
title_short Micellar Nanocarriers from Dendritic Macromolecules Containing Fluorescent Coumarin Moieties
title_sort micellar nanocarriers from dendritic macromolecules containing fluorescent coumarin moieties
url https://hdl.handle.net/1721.1/128956
work_keys_str_mv AT concellonalluevaalberto micellarnanocarriersfromdendriticmacromoleculescontainingfluorescentcoumarinmoieties
AT sananselmomaria micellarnanocarriersfromdendriticmacromoleculescontainingfluorescentcoumarinmoieties
AT hernandezainsasilvia micellarnanocarriersfromdendriticmacromoleculescontainingfluorescentcoumarinmoieties
AT romeropilar micellarnanocarriersfromdendriticmacromoleculescontainingfluorescentcoumarinmoieties
AT marcosmercedes micellarnanocarriersfromdendriticmacromoleculescontainingfluorescentcoumarinmoieties
AT serranojoseluis micellarnanocarriersfromdendriticmacromoleculescontainingfluorescentcoumarinmoieties