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Molecules 2017, 22(3), 371; doi:10.3390/molecules22030371

Isolation and Structure Identification of Novel Brominated Diketopiperazines from Nocardia ignorata—A Lichen-Associated Actinobacterium

CORINT, UMR CNRS ISCR 6226, UFR Sciences Pharmaceutiques et Biologiques, Université Bretagne Loire, 2 Av. du Professeur Léon Bernard, 35043 Rennes, France
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Author to whom correspondence should be addressed.
Academic Editor: Derek J. McPhee
Received: 25 January 2017 / Revised: 22 February 2017 / Accepted: 23 February 2017 / Published: 28 February 2017
(This article belongs to the Special Issue Lichens: Chemistry, Ecological and Biological Activities)
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Abstract

Actinobacteria are well known for their potential in biotechnology and their production of metabolites of interest. Lichens are a promising source of new bacterial strains, especially Actinobacteria, which afford a broad chemical diversity. In this context, the culture medium of the actinobacterium Nocardia ignorata, isolated from the terrestrial lichen Collema auriforme, was studied. The strain was cultivated in a BioFlo 115 bioreactor, and the culture medium was extracted using an XAD7HP resin. Five known diketopiperazines: cyclo (l-Pro-l-OMet) (1), cyclo (l-Pro-l-Tyr) (2), cyclo (d-Pro-l-Tyr) (3), cyclo (l-Pro-l-Val) (4), cyclo (l-Pro-l-Leu) (5), and one auxin derivative: indole-carboxaldehyde (8) were isolated, along with two new brominated diketopiperazines: cyclo (d-Pro-l-Br-Tyr) (6) and cyclo (l-Pro-l-Br-Tyr) (7). Structure elucidation was performed using HRMS and 1D and 2D NMR analysis, and the synthesis of compounds 6 and 7 was carried out in order to confirm their structure. View Full-Text
Keywords: diketopiperazines; Nocardia; lichen-associated actinobacterium diketopiperazines; Nocardia; lichen-associated actinobacterium
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Noël, A.; Ferron, S.; Rouaud, I.; Gouault, N.; Hurvois, J.-P.; Tomasi, S. Isolation and Structure Identification of Novel Brominated Diketopiperazines from Nocardia ignorata—A Lichen-Associated Actinobacterium. Molecules 2017, 22, 371.

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