Universität zu Köln

Kiefer, Alexander ORCID: 0000-0002-4540-6501, Bader, Chantal D., Held, Jana ORCID: 0000-0002-7970-1429, Esser, Anna, Rybniker, Jan, Empting, Martin, Mueller, Rolf and Kazmaier, Uli ORCID: 0000-0001-9756-0589 (2019). Synthesis of New Cyclomarin Derivatives and Their Biological Evaluation towards Mycobacterium Tuberculosis and Plasmodium Falciparum. Chem.-Eur. J., 25 (37). S. 8894 - 8903. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1521-3765

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Abstract

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.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Kiefer, Alexander UNSPECIFIED orcid.org/0000-0002-4540-6501 UNSPECIFIED Bader, Chantal D. UNSPECIFIED UNSPECIFIED UNSPECIFIED Held, Jana UNSPECIFIED orcid.org/0000-0002-7970-1429 UNSPECIFIED Esser, Anna UNSPECIFIED UNSPECIFIED UNSPECIFIED Rybniker, Jan UNSPECIFIED UNSPECIFIED UNSPECIFIED Empting, Martin UNSPECIFIED UNSPECIFIED UNSPECIFIED Mueller, Rolf UNSPECIFIED UNSPECIFIED UNSPECIFIED Kazmaier, Uli UNSPECIFIED orcid.org/0000-0001-9756-0589 UNSPECIFIED
URN:	urn:nbn:de:hbz:38-135663
DOI:	10.1002/chem.201901640
Journal or Publication Title:	Chem.-Eur. J.
Volume:	25
Number:	37
Page Range:	S. 8894 - 8903
Date:	2019
Publisher:	WILEY-V C H VERLAG GMBH
Place of Publication:	WEINHEIM
ISSN:	1521-3765
Language:	English
Faculty:	Unspecified
Divisions:	Unspecified
Subjects:	no entry
Uncontrolled Keywords:	Keywords Language ENOLATE CLAISEN REARRANGEMENT; NATURAL-PRODUCTS; AMINO-ACIDS; CYCLIC-PEPTIDES; ANTITUBERCULOSIS; PRETUBULYSIN; MECHANISMS; PRECURSOR; REAGENT; LIPASE Multiple languages Chemistry, Multidisciplinary Multiple languages
Refereed:	Yes
URI:	http://kups.ub.uni-koeln.de/id/eprint/13566