Abstract
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.
Copyright © 2012 WILEY-VCH Verlag GmbH & Co. KGaA, Weinheim.
Publication types
-
Research Support, Non-U.S. Gov't
MeSH terms
-
Animals
-
Anti-Bacterial Agents / chemistry
-
Anti-Bacterial Agents / isolation & purification*
-
Anti-Bacterial Agents / pharmacology
-
Bacteria / chemistry
-
Cell Line
-
Cell Survival / drug effects
-
Complex Mixtures / chemistry
-
Drug Evaluation, Preclinical
-
Fermentation
-
Fibroblasts / drug effects*
-
Macrolides / chemistry
-
Macrolides / isolation & purification*
-
Macrolides / pharmacology
-
Magnetic Resonance Spectroscopy
-
Mass Spectrometry
-
Mice
-
Microbial Sensitivity Tests
-
Micrococcus luteus / drug effects*
-
Micrococcus luteus / growth & development
-
Staphylococcus aureus / drug effects*
-
Staphylococcus aureus / growth & development
-
ortho-Aminobenzoates / chemistry
Substances
-
Anti-Bacterial Agents
-
Complex Mixtures
-
Macrolides
-
elansolid C1
-
ortho-Aminobenzoates
-
anthranilic acid