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Statements

Subject Item
n2:RIV%2F44555601%3A13440%2F14%3A43885809%21RIV15-GA0-13440___
rdf:type
n13:Vysledek skos:Concept
dcterms:description
A synthetic strategy has been developed for the preparation of anionic carbosilane dendrimers bearing sulfonate or carboxylate groups at their periphery by means of thiol-ene chemistry. It offers significant advantages, such as milder reaction conditions, shorter reaction times and more facile purification methods, when compared with other synthetic protocols used previously, e.g. hydrosilylation followed by a Michael-type addition or azide-alkyne coupling reactions. Molecular dynamics simulations of the second generation anionic dendrimers addressing shape and size effects of the terminal groups and conformational variability indicated that the core eccentricity and flexibility might need to be taken into account for toxicity and interaction with viral and/or cellular receptors, respectively. The biocompatibility of anionic carbosilane dendrimers has been explored showing differences between silicon-cored and polyphenoxo-cored dendrimers. In addition, silicon-cored dendrimers achieved 85-90% of HIV inhibition without inducing inflammation or vaginal irritation in mice, which makes them likely candidates for readily available, good and safe topical vaginal microbicides against HIV. A synthetic strategy has been developed for the preparation of anionic carbosilane dendrimers bearing sulfonate or carboxylate groups at their periphery by means of thiol-ene chemistry. It offers significant advantages, such as milder reaction conditions, shorter reaction times and more facile purification methods, when compared with other synthetic protocols used previously, e.g. hydrosilylation followed by a Michael-type addition or azide-alkyne coupling reactions. Molecular dynamics simulations of the second generation anionic dendrimers addressing shape and size effects of the terminal groups and conformational variability indicated that the core eccentricity and flexibility might need to be taken into account for toxicity and interaction with viral and/or cellular receptors, respectively. The biocompatibility of anionic carbosilane dendrimers has been explored showing differences between silicon-cored and polyphenoxo-cored dendrimers. In addition, silicon-cored dendrimers achieved 85-90% of HIV inhibition without inducing inflammation or vaginal irritation in mice, which makes them likely candidates for readily available, good and safe topical vaginal microbicides against HIV.
dcterms:title
Synthesis of new anionic carbosilane dendrimers via thiol-ene chemistry and their antiviral behaviour Synthesis of new anionic carbosilane dendrimers via thiol-ene chemistry and their antiviral behaviour
skos:prefLabel
Synthesis of new anionic carbosilane dendrimers via thiol-ene chemistry and their antiviral behaviour Synthesis of new anionic carbosilane dendrimers via thiol-ene chemistry and their antiviral behaviour
skos:notation
RIV/44555601:13440/14:43885809!RIV15-GA0-13440___
n3:aktivita
n18:P
n3:aktivity
P(GA13-06989S)
n3:cisloPeriodika
20
n3:dodaniDat
n14:2015
n3:domaciTvurceVysledku
n17:2991098
n3:druhVysledku
n19:J
n3:duvernostUdaju
n6:S
n3:entitaPredkladatele
n16:predkladatel
n3:idSjednocenehoVysledku
49041
n3:idVysledku
RIV/44555601:13440/14:43885809
n3:jazykVysledku
n15:eng
n3:klicovaSlova
behaviour; antiviral; their; and; chemistry; thiol-ene; via; dendrimers; carbosilane; anionic; new; Synthesis
n3:klicoveSlovo
n4:new n4:Synthesis n4:antiviral n4:thiol-ene n4:their n4:chemistry n4:anionic n4:and n4:behaviour n4:via n4:dendrimers n4:carbosilane
n3:kodStatuVydavatele
GB - Spojené království Velké Británie a Severního Irska
n3:kontrolniKodProRIV
[32AFB82913A2]
n3:nazevZdroje
Organic & Biomolecular Chemistry
n3:obor
n9:CD
n3:pocetDomacichTvurcuVysledku
1
n3:pocetTvurcuVysledku
8
n3:projekt
n12:GA13-06989S
n3:rokUplatneniVysledku
n14:2014
n3:svazekPeriodika
12
n3:tvurceVysledku
Gómez, Rafaël Relloso, Miguel De La Mata, Francisco Javier Jiménez, José Luis Malý, Marek Munóz-Fernández, María Ángeles Sánchez Rodríguez, Javier Galan, Marta
n3:wos
000335336800010
s:issn
1477-0520
s:numberOfPages
16
n5:doi
10.1039/c4ob00162a
n7:organizacniJednotka
13440