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Preparation of new alkyne-modified ansamitocins by mutasynthesis.

ABSTRACT: 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.

SUBMITTER: Harmrolfs K

PROVIDER: S-EPMC3943755 | biostudies-literature | 2014

REPOSITORIES: biostudies-literature

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Preparation of new alkyne-modified ansamitocins by mutasynthesis.

Harmrolfs Kirsten K Mancuso Lena L Drung Binia B Sasse Florenz F Kirschning Andreas A

Beilstein journal of organic chemistry 20140303

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. ...[more]

PMID: 24605171

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