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(Reference retrieved automatically from Web of Science through information on FAPESP grant and its corresponding number as mentioned in the publication by the authors.)

Expanding the Chemical Repertoire of the Endophyte Streptomyces albospinus RLe7 Reveals Amphotericin B as an Inducer of a Fungal Phenotype

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Author(s):
Chagas, Fernanda Oliveira ; Caraballo-Rodriguez, Andres Mauricio ; Dorrestein, Pieter C. ; Pupo, Monica Tallarico
Total Authors: 4
Document type: Journal article
Source: Journal of Natural Products; v. 80, n. 5, p. 1302-1309, MAY 2017.
Web of Science Citations: 9
Abstract

During an investigation of the chemistry of the endophytic actinobacterium Streptomyces albospinus RLe7, which was isolated from the roots of the Brazilian medicinal plant Lychnophora ericoides, three new natural products, (2R{*},4S{*})-2-((1'S{*})-hydroxy-4'-methylpenty1)-4-(hydroxymethyl)buta nolide (1), (3R{*},4S{*},5R{*},6S{*})-tetrahydro-4-hydroxy-3,5,6-trimethy1-2-pyranon e (2), and 1-O-(phenylacetyl)glycerol (3), together with known secondary metabolites (S)-4-benzyl-3-oxo-3,4-dihydro-1H-pyrrolo {[}2,1-c] {[}1,4]oxazine-6-carbaldehyde (4), (S)-4-isobuty1-3-oxo-3,4-dihydro-1H-pyrrolo{[}2,1-c]-{[}1,4]oxazine-6-ca rbaldehyde (5), and the diketopiperazines cyclo(L-Tyr-L-Pro) (6) and cyclo(L-Val-L-Pro) (7), were isolated. The role of isolated natural products in the interaction between S. albospinus RLe7 and the fungus Coniochaeta sp. FLe4, an endophyte from the same plant, was investigated. None of these isolated actinobacterial compounds were able to inhibit the fungus or induce the fungal red pigmentation observed when both endophytes interact. Further investigation using mass spectrometry approaches enabled identifying the well-known antifungal compound amphotericin B (9) as a microbial metabolite of S. albospinus RLe7. Finally, compound 9 was demonstrated as at least one of the agents responsible for both the antifungal activity and induction of red pigmented fungal phenotype. (AU)

FAPESP's process: 13/07600-3 - CIBFar - Center for Innovation in Biodiversity and Drug Discovery
Grantee:Glaucius Oliva
Support type: Research Grants - Research, Innovation and Dissemination Centers - RIDC
FAPESP's process: 09/17695-6 - New strategies to access microbial natural products: mixed cultures of endophytes, chemical and epigenetic remodeling of biosynthetic pathways
Grantee:Fernanda Oliveira das Chagas
Support type: Scholarships in Brazil - Doctorate
FAPESP's process: 08/09540-0 - New strategies in the search of natural antibiotics: symbiotic microorganisms as sources of compounds and in vivo assay based on Caenorhabditis elegans infection model
Grantee:Mônica Tallarico Pupo
Support type: Regular Research Grants
FAPESP's process: 14/01651-8 - Elicitation of natural products biosynthesis from endophytic microorganisms' interactions
Grantee:Andrés Mauricio Caraballo Rodríguez
Support type: Scholarships abroad - Research Internship - Doctorate
FAPESP's process: 12/21803-1 - Elicitation of Natural Products biosintesis by endophytic microorganisms interaction
Grantee:Andrés Mauricio Caraballo Rodríguez
Support type: Scholarships in Brazil - Doctorate