Universität zu Köln

Krahn, Daniel, Heilmann, Geronimo, Vogel, Felix C. E., Papadopoulos, Chrisovalantis, Zweerink, Susanne, Kaschani, Farnusch, Meyer, Hemmo, Roesch, Alexander and Kaiser, Markus (2020). Zelkovamycin is an OXPHOS Inhibitory Member of the Argyrin Natural Product Family. Chem.-Eur. J., 26 (39). S. 8524 - 8532. WEINHEIM: WILEY-V C H VERLAG GMBH. ISSN 1521-3765

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Abstract

Natural products (NPs) are an important inspirational source for developing drugs and chemical probes. In 1999, the group of Omura reported the constitutional elucidation of zelkovamycin. Although largely unrecognized so far, this NP displays structural similarities as well as differences to the argyrin NP family, a class of peptidic NPs with promising anticancer activities and diverse mode-of-action at the molecular level. By a combination of structure elucidation experiments, the first total synthesis of zelkovamycin and bioassays, the zelkovamycin configuration was determined and its previously proposed molecular structure was revised. The full structure assignment proves zelkovamycin as an additional member of the argyrins with however unique OXPHOS inhibitory properties. Zelkovamycin may therefore not only serve as a new starting point for chemical inhibitors of the OXPHOS system, but also guide customized argyrin NP isolation and biosynthesis studies.

Item Type:	Journal Article
Creators:	Creators Email ORCID ORCID Put Code Krahn, Daniel UNSPECIFIED UNSPECIFIED UNSPECIFIED Heilmann, Geronimo UNSPECIFIED UNSPECIFIED UNSPECIFIED Vogel, Felix C. E. UNSPECIFIED UNSPECIFIED UNSPECIFIED Papadopoulos, Chrisovalantis UNSPECIFIED UNSPECIFIED UNSPECIFIED Zweerink, Susanne UNSPECIFIED UNSPECIFIED UNSPECIFIED Kaschani, Farnusch UNSPECIFIED UNSPECIFIED UNSPECIFIED Meyer, Hemmo UNSPECIFIED UNSPECIFIED UNSPECIFIED Roesch, Alexander UNSPECIFIED UNSPECIFIED UNSPECIFIED Kaiser, Markus UNSPECIFIED UNSPECIFIED UNSPECIFIED
URN:	urn:nbn:de:hbz:38-329817
DOI:	10.1002/chem.202001577
Journal or Publication Title:	Chem.-Eur. J.
Volume:	26
Number:	39
Page Range:	S. 8524 - 8532
Date:	2020
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 IMMUNOSUPPRESSIVE CYCLIC-PEPTIDES; MYXOBACTERIA; MITOCHONDRIA; ELUCIDATION; METABOLISM; PROTEASOME; RESISTANCE; MELANOMA; GROWTH Multiple languages Chemistry, Multidisciplinary Multiple languages
URI:	http://kups.ub.uni-koeln.de/id/eprint/32981