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First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC
A new class of phosphorus dendritic compounds (PDCs) having a cyclotriphosphazene (P(3)N(3)) core and decorated with six β-cyclodextrin (βCD) units, named P(3)N(3)-[O-C(6)H(4)-O-(CH(2))(n)-βCD](6), where n = 3 or 4 was designed, and the synthesis was performed using copper (I) catalyzed alkyne-azide...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2020
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7570757/ https://www.ncbi.nlm.nih.gov/pubmed/32899600 http://dx.doi.org/10.3390/molecules25184034 |
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author | Sorroza-Martínez, Kendra González-Méndez, Israel Vonlanthen, Mireille Moineau-Chane Ching, Kathleen I. Caminade, Anne-Marie Illescas, Javier Rivera, Ernesto |
author_facet | Sorroza-Martínez, Kendra González-Méndez, Israel Vonlanthen, Mireille Moineau-Chane Ching, Kathleen I. Caminade, Anne-Marie Illescas, Javier Rivera, Ernesto |
author_sort | Sorroza-Martínez, Kendra |
collection | PubMed |
description | A new class of phosphorus dendritic compounds (PDCs) having a cyclotriphosphazene (P(3)N(3)) core and decorated with six β-cyclodextrin (βCD) units, named P(3)N(3)-[O-C(6)H(4)-O-(CH(2))(n)-βCD](6), where n = 3 or 4 was designed, and the synthesis was performed using copper (I) catalyzed alkyne-azide cycloaddition (CuAAC). To obtain the complete substitution of the P(3)N(3), two linkers consisting of an aromatic ring and an aliphatic chain of two different lengths were assessed. We found that, with both linkers, the total modification of the periphery was achieved. The two new obtained dendritic compounds presented a considerably high water solubility (>1 g/mL). The compounds comprised in this new class of PDCs are potential drug carrier candidates, since the conjugation of the βCD units to the P(3)N(3) core through the primary face will not only serve as surface cover but, also, provide them the faculty to encapsulate various drugs inside the βCDs cavities. |
format | Online Article Text |
id | pubmed-7570757 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2020 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-75707572020-10-28 First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC Sorroza-Martínez, Kendra González-Méndez, Israel Vonlanthen, Mireille Moineau-Chane Ching, Kathleen I. Caminade, Anne-Marie Illescas, Javier Rivera, Ernesto Molecules Article A new class of phosphorus dendritic compounds (PDCs) having a cyclotriphosphazene (P(3)N(3)) core and decorated with six β-cyclodextrin (βCD) units, named P(3)N(3)-[O-C(6)H(4)-O-(CH(2))(n)-βCD](6), where n = 3 or 4 was designed, and the synthesis was performed using copper (I) catalyzed alkyne-azide cycloaddition (CuAAC). To obtain the complete substitution of the P(3)N(3), two linkers consisting of an aromatic ring and an aliphatic chain of two different lengths were assessed. We found that, with both linkers, the total modification of the periphery was achieved. The two new obtained dendritic compounds presented a considerably high water solubility (>1 g/mL). The compounds comprised in this new class of PDCs are potential drug carrier candidates, since the conjugation of the βCD units to the P(3)N(3) core through the primary face will not only serve as surface cover but, also, provide them the faculty to encapsulate various drugs inside the βCDs cavities. MDPI 2020-09-04 /pmc/articles/PMC7570757/ /pubmed/32899600 http://dx.doi.org/10.3390/molecules25184034 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Sorroza-Martínez, Kendra González-Méndez, Israel Vonlanthen, Mireille Moineau-Chane Ching, Kathleen I. Caminade, Anne-Marie Illescas, Javier Rivera, Ernesto First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC |
title | First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC |
title_full | First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC |
title_fullStr | First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC |
title_full_unstemmed | First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC |
title_short | First Class of Phosphorus Dendritic Compounds Containing β-Cyclodextrin Units in the Periphery Prepared by CuAAC |
title_sort | first class of phosphorus dendritic compounds containing β-cyclodextrin units in the periphery prepared by cuaac |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7570757/ https://www.ncbi.nlm.nih.gov/pubmed/32899600 http://dx.doi.org/10.3390/molecules25184034 |
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