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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...

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Autores principales: Sorroza-Martínez, Kendra, González-Méndez, Israel, Vonlanthen, Mireille, Moineau-Chane Ching, Kathleen I., Caminade, Anne-Marie, Illescas, Javier, Rivera, Ernesto
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
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.
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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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