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. 2019 Aug 16;21(16):6275-6279.
doi: 10.1021/acs.orglett.9b02159. Epub 2019 Aug 5.

Madurastatin D1 and D2, Oxazoline Containing Siderophores Isolated from an Actinomadura sp

Jia-Xuan Yan  1 , Marc G Chevrette  2   3 , Doug R Braun  1 , Mary Kay Harper  4 , Cameron R Currie  3 , Tim S Bugni  1
Affiliations

Madurastatin D1 and D2, Oxazoline Containing Siderophores Isolated from an Actinomadura sp

Jia-Xuan Yan et al. Org Lett. .

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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Conflict of interest statement

The authors declare no conflict of interest.

Figures

Figure 1.
Figure 1.
Structures of madurastatin C1 (1), D1 (2) and D2 (3).
Figure 2.
Figure 2.
(a) Organization of mad cluster. (b) Proposed functions of Mad28 and Mad61 as building block producers, and (c), Proposed biosynthetic pathway to 1–3. Domain annotations: A, adenylation; C, condensation; Cy, cyclization; DCL, epimerization/condensation; T, thiolation; nMT, N-methylation.
See this image and copyright information in PMC

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