Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol

9-HC≡CCH2Me2N-nido-7,8-C2B9H11, a previously described carboranyl terminal alkyne, was used for the copper(I)-catalyzed azide-alkyne cycloaddition with azido-3β-chole...

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Autores principales:	Anna A. Druzina, Olga B. Zhidkova, Nadezhda V. Dudarova, Natalia A. Nekrasova, Kyrill Yu. Suponitsky, Sergey V. Timofeev, Vladimir I. Bregadze
Formato:	article
Lenguaje:	EN
Publicado:	MDPI AG 2021
Materias:	<i>nido</i>-carborane “click” reaction cholesterol X-ray diffraction Organic chemistry QD241-441
Acceso en línea:	https://doaj.org/article/8fe313b0f0764fba97c4271776152df6
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spelling	oai:doaj.org-article:8fe313b0f0764fba97c4271776152df62021-11-11T18:38:32ZSynthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol10.3390/molecules262166871420-3049https://doaj.org/article/8fe313b0f0764fba97c4271776152df62021-11-01T00:00:00Zhttps://www.mdpi.com/1420-3049/26/21/6687https://doaj.org/toc/1420-30499-HC≡CCH<sub>2</sub>Me<sub>2</sub>N-<i>nido</i>-7,8-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub>, a previously described carboranyl terminal alkyne, was used for the copper(I)-catalyzed azide-alkyne cycloaddition with azido-3β-cholesterol to form a novel zwitter-ionic conjugate of <i>nido</i>-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The conjugate of <i>nido</i>-carborane with cholesterol, containing a charge-compensated group in the linker, can be used as a precursor for the preparation of liposomes for BNCT (Boron Neutron Capture Therapy). The solid-state molecular structure of a <i>nido</i>-carborane derivative with the 9-Me<sub>2</sub>N(CH<sub>2</sub>)<sub>2</sub>Me<sub>2</sub>N-<i>nido</i>-7,8-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub> terminal dimethylamino group was determined by single-crystal X-ray diffraction.Anna A. DruzinaOlga B. ZhidkovaNadezhda V. DudarovaNatalia A. NekrasovaKyrill Yu. SuponitskySergey V. TimofeevVladimir I. BregadzeMDPI AGarticle<i>nido</i>-carborane“click” reactioncholesterolX-ray diffractionOrganic chemistryQD241-441ENMolecules, Vol 26, Iss 6687, p 6687 (2021)
institution	DOAJ
collection	DOAJ
language	EN
topic	<i>nido</i>-carborane “click” reaction cholesterol X-ray diffraction Organic chemistry QD241-441
spellingShingle	<i>nido</i>-carborane “click” reaction cholesterol X-ray diffraction Organic chemistry QD241-441 Anna A. Druzina Olga B. Zhidkova Nadezhda V. Dudarova Natalia A. Nekrasova Kyrill Yu. Suponitsky Sergey V. Timofeev Vladimir I. Bregadze Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol
description	9-HC≡CCH<sub>2</sub>Me<sub>2</sub>N-<i>nido</i>-7,8-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub>, a previously described carboranyl terminal alkyne, was used for the copper(I)-catalyzed azide-alkyne cycloaddition with azido-3β-cholesterol to form a novel zwitter-ionic conjugate of <i>nido</i>-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The conjugate of <i>nido</i>-carborane with cholesterol, containing a charge-compensated group in the linker, can be used as a precursor for the preparation of liposomes for BNCT (Boron Neutron Capture Therapy). The solid-state molecular structure of a <i>nido</i>-carborane derivative with the 9-Me<sub>2</sub>N(CH<sub>2</sub>)<sub>2</sub>Me<sub>2</sub>N-<i>nido</i>-7,8-C<sub>2</sub>B<sub>9</sub>H<sub>11</sub> terminal dimethylamino group was determined by single-crystal X-ray diffraction.
format	article
author	Anna A. Druzina Olga B. Zhidkova Nadezhda V. Dudarova Natalia A. Nekrasova Kyrill Yu. Suponitsky Sergey V. Timofeev Vladimir I. Bregadze
author_facet	Anna A. Druzina Olga B. Zhidkova Nadezhda V. Dudarova Natalia A. Nekrasova Kyrill Yu. Suponitsky Sergey V. Timofeev Vladimir I. Bregadze
author_sort	Anna A. Druzina
title	Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol
title_short	Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol
title_full	Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol
title_fullStr	Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol
title_full_unstemmed	Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol
title_sort	synthesis of zwitter-ionic conjugate of <i>nido</i>-carborane with cholesterol
publisher	MDPI AG
publishDate	2021
url	https://doaj.org/article/8fe313b0f0764fba97c4271776152df6
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Synthesis of Zwitter-Ionic Conjugate of <i>Nido</i>-Carborane with Cholesterol

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