Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives

(Z,Z’)-1,1′-(4-ortho-Caboranyldimethyl)-bis(2-methoxyphenylethan-1-oxime) intermediate 3 was synthesized by a three-step reaction with a final treatment with base to give a new series of ortho-carboranyl biphenyloxime derivatives (4–8). Compounds 7 and 8 showed high solubility and the in vitro study...

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Detalles Bibliográficos
Autores principales: Jin, Guofan, Xiao, Fuyan, Liu, Ruijiang
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Springer International Publishing 2018
Materias:
Research Article
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6026111/
https://www.ncbi.nlm.nih.gov/pubmed/29959549
http://dx.doi.org/10.1186/s13065-018-0444-z
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author Jin, Guofan
Xiao, Fuyan
Liu, Ruijiang
author_facet Jin, Guofan
Xiao, Fuyan
Liu, Ruijiang
author_sort Jin, Guofan
collection PubMed
description (Z,Z’)-1,1′-(4-ortho-Caboranyldimethyl)-bis(2-methoxyphenylethan-1-oxime) intermediate 3 was synthesized by a three-step reaction with a final treatment with base to give a new series of ortho-carboranyl biphenyloxime derivatives (4–8). Compounds 7 and 8 showed high solubility and the in vitro study results revealed high levels of accumulation in HeLa cells with higher cytotoxicity and boron uptake compared to l-boronphenylalanine. [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13065-018-0444-z) contains supplementary material, which is available to authorized users.
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spelling pubmed-60261112018-07-18 Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives Jin, Guofan Xiao, Fuyan Liu, Ruijiang Chem Cent J Research Article (Z,Z’)-1,1′-(4-ortho-Caboranyldimethyl)-bis(2-methoxyphenylethan-1-oxime) intermediate 3 was synthesized by a three-step reaction with a final treatment with base to give a new series of ortho-carboranyl biphenyloxime derivatives (4–8). Compounds 7 and 8 showed high solubility and the in vitro study results revealed high levels of accumulation in HeLa cells with higher cytotoxicity and boron uptake compared to l-boronphenylalanine. [Image: see text] ELECTRONIC SUPPLEMENTARY MATERIAL: The online version of this article (10.1186/s13065-018-0444-z) contains supplementary material, which is available to authorized users. Springer International Publishing 2018-06-29 /pmc/articles/PMC6026111/ /pubmed/29959549 http://dx.doi.org/10.1186/s13065-018-0444-z Text en © The Author(s) 2018 Open AccessThis article is distributed under the terms of the Creative Commons Attribution 4.0 International License (http://creativecommons.org/licenses/by/4.0/), which permits unrestricted use, distribution, and reproduction in any medium, provided you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons license, and indicate if changes were made. The Creative Commons Public Domain Dedication waiver (http://creativecommons.org/publicdomain/zero/1.0/) applies to the data made available in this article, unless otherwise stated.
spellingShingle Research Article
Jin, Guofan
Xiao, Fuyan
Liu, Ruijiang
Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives
title Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives
title_full Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives
title_fullStr Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives
title_full_unstemmed Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives
title_short Synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives
title_sort synthesis and biological evaluation of a new series of ortho-carboranyl biphenyloxime derivatives
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6026111/
https://www.ncbi.nlm.nih.gov/pubmed/29959549
http://dx.doi.org/10.1186/s13065-018-0444-z
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AT liuruijiang synthesisandbiologicalevaluationofanewseriesoforthocarboranylbiphenyloximederivatives

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