Madurastatin D1 and D2, oxazoline containing siderophores isolated from an  Actinomadura sp.

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Abstract

Two new siderophores, madurastatin D1 and D2, together with (−)-madurastatin C1, the enantiomer of a known compound, were isolated from marine-derived Actinomadura sp. The presence of an unusual 4-imidazolidinone ring in madurastatins D1 and D2 inspired us to sequence the Actinomadura sp. genome and to identify the mad biosynthetic gene cluster, knowledge of which enables us to now propose a biosynthetic pathway. Madurastatin D1 and D2 are moderately active in antimicrobial assays with M. luteus.

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Journal

Journal ID (nlm-journal-id): 100890393

Journal ID (pubmed-jr-id): 21677

Journal ID (nlm-ta): Org Lett

Journal ID (iso-abbrev): Org. Lett.

Title: Organic letters

ISSN (Print): 1523-7060

ISSN (Electronic): 1523-7052

Publication date Nihms-submitted: 19 December 2019

Publication date (Electronic): 05 August 2019

Publication date (Print): 16 August 2019

Publication date PMC-release: 16 August 2020

Volume: 21

Issue: 16

Pages: 6275-6279

Affiliations

[1 ]Pharmaceutical Sciences Division, University of Wisconsin-Madison, 777 Highland Ave, Madison, WI, 53705, USA.

[2 ]Department of Genetics, University of Wisconsin-Madison, 425 G Henry Mall, Madison, WI, 53706, USA.

[3 ]Department of Medicinal Chemistry, University of Utah, 30 South 2000 East, Salt Lake City, UT, 84112, USA.

[4 ]Department of Bacteriology, University of Wisconsin-Madison, 1550 Linden Ave, Madison, WI, 53706, USA.

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Author Contributions

The manuscript was written through contributions of all authors. / All authors have given approval to the final version of the manuscript. /

[* ] Corresponding Author: tim.bugni@ 123456wisc.edu ; Tel.: +1-608-263-2519; Fax: +1-608-262-5345

Article

Accession ID: PMC6941472 Pmcid ID: PMC6941472 Pmc-uid ID: 6941472 Manuscript ID: nihpa1063857

DOI: 10.1021/acs.orglett.9b02159

PMC ID: 6941472

PubMed ID: 31380646

SO-VID: 45a8c0d8-6d5e-47eb-aa1d-b3aea0c584f2

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Madurastatin D1 and D2, oxazoline containing siderophores isolated from an Actinomadura sp.

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