Precursor‐Directed Syntheses and Biological Evaluation of New Elansolid Derivatives | Zendy

Steinmetz Heinrich | Zendy; Zander Wiebke | Zendy; Shushni Muftah A. M. | Zendy; Jansen Rolf | Zendy; Gerth Klaus | Zendy; Dehn Richard | Zendy; Dräger Gerald | Zendy; Kirschning Andreas | Zendy; Müller Rolf | Zendy

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Precursor‐Directed Syntheses and Biological Evaluation of New Elansolid Derivatives

Author(s) -

Steinmetz Heinrich,

Zander Wiebke,

Shushni Muftah A. M.,

Jansen Rolf,

Gerth Klaus,

Dehn Richard,

Dräger Gerald,

Kirschning Andreas,

Müller Rolf

Publication year - 2012

Publication title -

chembiochem

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.05

H-Index - 126

eISSN - 1439-7633

pISSN - 1439-4227

DOI - 10.1002/cbic.201200228

Subject(s) - micrococcus luteus , anthranilic acid , fermentation , conjugate , chemistry , staphylococcus aureus , nucleophile , michael reaction , combinatorial chemistry , stereochemistry , organic chemistry , biochemistry , bacteria , biology , escherichia coli , catalysis , gene , mathematical analysis , genetics , mathematics

The antibiotic elansolid C1 ( 8 ) was isolated from Chitinophaga sancti strain FxGBF13 after fermentation in the presence of anthranilic acid. Remarkably, 8 was also obtained by addition of anthranilic acid to a crude fermentation extract containing the macrolide elansolid A2 ( 1* ). This Michael‐type conjugate addition allowed us to generate 21 new derivatives of elansolid C1 ( 9 – 29 ) by using various nucleophiles. Biological activities of all derivatives were evaluated against Staphylococcus aureus , Micrococcus luteus , and the mouse cell line L929.

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