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Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol
9-HC≡CCH(2)Me(2)N-nido-7,8-C(2)B(9)H(11), 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 nido-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The con...
Autores principales: | , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2021
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8588508/ https://www.ncbi.nlm.nih.gov/pubmed/34771096 http://dx.doi.org/10.3390/molecules26216687 |
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author | Druzina, Anna A. Zhidkova, Olga B. Dudarova, Nadezhda V. Nekrasova, Natalia A. Suponitsky, Kyrill Yu. Timofeev, Sergey V. Bregadze, Vladimir I. |
author_facet | Druzina, Anna A. Zhidkova, Olga B. Dudarova, Nadezhda V. Nekrasova, Natalia A. Suponitsky, Kyrill Yu. Timofeev, Sergey V. Bregadze, Vladimir I. |
author_sort | Druzina, Anna A. |
collection | PubMed |
description | 9-HC≡CCH(2)Me(2)N-nido-7,8-C(2)B(9)H(11), 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 nido-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The conjugate of nido-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 nido-carborane derivative with the 9-Me(2)N(CH(2))(2)Me(2)N-nido-7,8-C(2)B(9)H(11) terminal dimethylamino group was determined by single-crystal X-ray diffraction. |
format | Online Article Text |
id | pubmed-8588508 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2021 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-85885082021-11-13 Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol Druzina, Anna A. Zhidkova, Olga B. Dudarova, Nadezhda V. Nekrasova, Natalia A. Suponitsky, Kyrill Yu. Timofeev, Sergey V. Bregadze, Vladimir I. Molecules Article 9-HC≡CCH(2)Me(2)N-nido-7,8-C(2)B(9)H(11), 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 nido-carborane with cholesterol, bearing a 1,2,3-triazol fragment. The conjugate of nido-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 nido-carborane derivative with the 9-Me(2)N(CH(2))(2)Me(2)N-nido-7,8-C(2)B(9)H(11) terminal dimethylamino group was determined by single-crystal X-ray diffraction. MDPI 2021-11-05 /pmc/articles/PMC8588508/ /pubmed/34771096 http://dx.doi.org/10.3390/molecules26216687 Text en © 2021 by the authors. https://creativecommons.org/licenses/by/4.0/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 (https://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Druzina, Anna A. Zhidkova, Olga B. Dudarova, Nadezhda V. Nekrasova, Natalia A. Suponitsky, Kyrill Yu. Timofeev, Sergey V. Bregadze, Vladimir I. Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol |
title | Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol |
title_full | Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol |
title_fullStr | Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol |
title_full_unstemmed | Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol |
title_short | Synthesis of Zwitter-Ionic Conjugate of Nido-Carborane with Cholesterol |
title_sort | synthesis of zwitter-ionic conjugate of nido-carborane with cholesterol |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC8588508/ https://www.ncbi.nlm.nih.gov/pubmed/34771096 http://dx.doi.org/10.3390/molecules26216687 |
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