Preparation of new alkyne-modified ansamitocins by mutasynthesis

The preparation of alkyne-modified ansamitocins by mutasynthetic supplementation of Actinosynnema pretiosum mutants with alkyne-substituted aminobenzoic acids is described. This modification paved the way to introduce a thiol linker by Huisgen-type cycloaddition which can principally be utilized to...

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Autores principales: Harmrolfs, Kirsten, Mancuso, Lena, Drung, Binia, Sasse, Florenz, Kirschning, Andreas
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Beilstein-Institut 2014
Materias:
Full Research Paper
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3943755/
https://www.ncbi.nlm.nih.gov/pubmed/24605171
http://dx.doi.org/10.3762/bjoc.10.49
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author Harmrolfs, Kirsten
Mancuso, Lena
Drung, Binia
Sasse, Florenz
Kirschning, Andreas
author_facet Harmrolfs, Kirsten
Mancuso, Lena
Drung, Binia
Sasse, Florenz
Kirschning, Andreas
author_sort Harmrolfs, Kirsten
collection PubMed
description The preparation of alkyne-modified ansamitocins by mutasynthetic supplementation of Actinosynnema pretiosum mutants with alkyne-substituted aminobenzoic acids is described. This modification paved the way to introduce a thiol linker by Huisgen-type cycloaddition which can principally be utilized to create tumor targeting conjugates. In bioactivity tests, only those new ansamitocin derivatives showed strong antiproliferative activity that bear an ester side chain at C-3.
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spelling pubmed-39437552014-03-06 Preparation of new alkyne-modified ansamitocins by mutasynthesis Harmrolfs, Kirsten Mancuso, Lena Drung, Binia Sasse, Florenz Kirschning, Andreas Beilstein J Org Chem Full Research Paper The preparation of alkyne-modified ansamitocins by mutasynthetic supplementation of Actinosynnema pretiosum mutants with alkyne-substituted aminobenzoic acids is described. This modification paved the way to introduce a thiol linker by Huisgen-type cycloaddition which can principally be utilized to create tumor targeting conjugates. In bioactivity tests, only those new ansamitocin derivatives showed strong antiproliferative activity that bear an ester side chain at C-3. Beilstein-Institut 2014-03-03 /pmc/articles/PMC3943755/ /pubmed/24605171 http://dx.doi.org/10.3762/bjoc.10.49 Text en Copyright © 2014, Harmrolfs et al. https://creativecommons.org/licenses/by/2.0https://www.beilstein-journals.org/bjoc/termsThis is an Open Access article under the terms of the Creative Commons Attribution License (https://creativecommons.org/licenses/by/2.0), which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited. The license is subject to the Beilstein Journal of Organic Chemistry terms and conditions: (https://www.beilstein-journals.org/bjoc/terms)
spellingShingle Full Research Paper
Harmrolfs, Kirsten
Mancuso, Lena
Drung, Binia
Sasse, Florenz
Kirschning, Andreas
Preparation of new alkyne-modified ansamitocins by mutasynthesis
title Preparation of new alkyne-modified ansamitocins by mutasynthesis
title_full Preparation of new alkyne-modified ansamitocins by mutasynthesis
title_fullStr Preparation of new alkyne-modified ansamitocins by mutasynthesis
title_full_unstemmed Preparation of new alkyne-modified ansamitocins by mutasynthesis
title_short Preparation of new alkyne-modified ansamitocins by mutasynthesis
title_sort preparation of new alkyne-modified ansamitocins by mutasynthesis
topic Full Research Paper
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3943755/
https://www.ncbi.nlm.nih.gov/pubmed/24605171
http://dx.doi.org/10.3762/bjoc.10.49
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