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Synthesis of New Cyclomarin Derivatives and Their Biological Evaluation towards Mycobacterium Tuberculosis and Plasmodium Falciparum
Author(s) -
Kiefer Alexander,
Bader Chantal D.,
Held Jana,
Esser Anna,
Rybniker Jan,
Empting Martin,
Müller Rolf,
Kazmaier Uli
Publication year - 2019
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201901640
Subject(s) - antimycobacterial , plasmodium falciparum , mycobacterium tuberculosis , mode of action , pathogen , biology , malaria , microbiology and biotechnology , computational biology , tuberculosis , chemistry , stereochemistry , combinatorial chemistry , biochemistry , medicine , immunology , pathology
Cyclomarins are highly potent antimycobacterial and antiplasmodial cyclopeptides isolated from a marine bacterium (Streptomyces sp.). Previous studies have identified the target proteins and elucidated a novel mode of action, however there are currently only a few studies examining the structure–activity relationship (SAR) for both pathogens. Herein, we report the synthesis and biological evaluation of 17 novel desoxycyclomarin‐inspired analogues. Optimization via side chain modifications of the non‐canonical amino acids led to potent lead structures for each pathogen.