Synthesis of a cytotoxic ansamycin hybrid

Gerrit Jürjens; Andreas Kirschning

doi:10.1021/ol5011278

Synthesis of a cytotoxic ansamycin hybrid

Gerrit Jürjens
, Andreas Kirschning^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Research › peer review

Abstract

The synthesis of a new ansamycin macrolactam derivative that contains an ansa chain based on ansamitocin and an aromatic core related to geldanamycin is reported. The selective introduction of the cyclic carbamoyl group at C7 and C9 relies on a biotransformation using a mutant strain of S. hygroscopicus, the geldanamycin producer. The ansamycin hybrid forms atropisomers that differ in their antiproliferative activity toward cancer cells.

Original language	English
Pages (from-to)	3000-3003
Number of pages	4
Journal	Organic Letters
Volume	16
Issue number	11
DOIs	https://doi.org/10.1021/ol5011278
Publication status	Published - 29 May 2014

UN Sustainable Development Goals (SDGs)

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

ASJC Scopus subject areas

Biochemistry
Physical and Theoretical Chemistry
Organic Chemistry

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10.1021/ol5011278

Cite this

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title = "Synthesis of a cytotoxic ansamycin hybrid",

abstract = "The synthesis of a new ansamycin macrolactam derivative that contains an ansa chain based on ansamitocin and an aromatic core related to geldanamycin is reported. The selective introduction of the cyclic carbamoyl group at C7 and C9 relies on a biotransformation using a mutant strain of S. hygroscopicus, the geldanamycin producer. The ansamycin hybrid forms atropisomers that differ in their antiproliferative activity toward cancer cells.",

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year = "2014",

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AU - Kirschning, Andreas

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AB - The synthesis of a new ansamycin macrolactam derivative that contains an ansa chain based on ansamitocin and an aromatic core related to geldanamycin is reported. The selective introduction of the cyclic carbamoyl group at C7 and C9 relies on a biotransformation using a mutant strain of S. hygroscopicus, the geldanamycin producer. The ansamycin hybrid forms atropisomers that differ in their antiproliferative activity toward cancer cells.

UR - https://www.scopus.com/pages/publications/84902105425

U2 - 10.1021/ol5011278

DO - 10.1021/ol5011278

M3 - Article

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AN - SCOPUS:84902105425

SN - 1523-7060

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JO - Organic Letters

JF - Organic Letters

IS - 11

ER -

Synthesis of a cytotoxic ansamycin hybrid

Abstract

UN Sustainable Development Goals (SDGs)

ASJC Scopus subject areas

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