Phomactinine, the First Nitrogen-Bearing Phomactin, Produced by Biatriospora sp. CBMAI 1333

Metabolomics analyses and improvement of growth conditions were applied toward diversification of phomactin terpenoids by the fungus Biatriospora sp. CBMAI 1333. Visualization of molecular networking results on Gephi assisted the observation of phomactin diversification and guided the isolation of n...

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Bibliographic Details
Published in:Journal of natural products (Washington, D.C.) D.C.), 2023-08, Vol.86 (8), p.2065-2072
Main Authors: da Silva Oliveira, Leandro, Crnkovic, Camila M., de Amorim, Marcelo R., Navarro-Vázquez, Armando, Paz, Tiago A., Freire, Vitor F., Takaki, Mirelle, Venâncio, Tiago, Ferreira, Antonio G., de Freitas Saito, Renata, Chammas, Roger, Berlinck, Roberto G. S.
Format: Article
Language:English
Subjects:
bioassays
carbon
chemometrics
fungi
genomics
metabolomics
terpenoids
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Summary:Metabolomics analyses and improvement of growth conditions were applied toward diversification of phomactin terpenoids by the fungus Biatriospora sp. CBMAI 1333. Visualization of molecular networking results on Gephi assisted the observation of phomactin diversification and guided the isolation of new phomactin variants by applying a modified version of chemometrics based on a fractional factorial design. Consequentially, the first nitrogen-bearing phomactin, phomactinine (1), with a new rearranged carbon skeleton, was isolated and identified. The strategy combining metabolomics and chemometrics can be extended to include bioassay potency, structure novelty, and metabolic diversification connected or not to genomic analyses.
ISSN:0163-3864
1520-6025
1520-6025
DOI:10.1021/acs.jnatprod.3c00383