4.7 Article

An Aminopyrimidone and Aminoimidazoles Alkaloids from the Rodrigues Calcareous Marine Sponge Ernsta naturalis

期刊

MARINE DRUGS
卷 20, 期 10, 页码 -

出版社

MDPI
DOI: 10.3390/md20100637

关键词

Ernsta naturalis; marine sponge; aminoimidazolones alkaloids; aminopyrimidone alkaloid; molecular network

资金

  1. TASCMAR project
  2. European Union [634674]
  3. H2020 Societal Challenges Programme [634674] Funding Source: H2020 Societal Challenges Programme

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A chemical study and metabolomic investigation on the sponge Ernsta naturalis collected in Rodrigues revealed multiple compounds, including a novel aminopyrimidone alkaloid compound and several new aminoimidazole alkaloid compounds. The structures of these compounds were determined through spectroscopic analysis, and their similarity to other compounds was analyzed.
A chemical study of the CH2Cl2-MeOH (1:1) extract from the sponge Ernsta naturalis collected in Rodrigues (Mauritius) based on a molecular networking dereplication strategy highlighted one novel aminopyrimidone alkaloid compound, ernstine A (1), seven new aminoimidazole alkaloid compounds, phorbatopsins D-E (2, 3), calcaridine C (4), naamines H-I (5, 7), naamidines J-K (6, 8), along with the known thymidine (9). Their structures were established by spectroscopic analysis (1D and 2D NMR spectra and HRESIMS data). To improve the investigation of this unstudied calcareous marine sponge, a metabolomic study by molecular networking was conducted. The isolated molecules are distributed in two clusters of interest. Naamine and naamidine derivatives are grouped together with ernstine in the first cluster of twenty-three molecules. Phorbatopsin derivatives and calcaridine C are grouped together in a cluster of twenty-one molecules. Interpretation of the MS/MS spectra of other compounds of these clusters with structural features close to the isolated ones allowed us to propose a structural hypothesis for 16 compounds, 5 known and 11 potentially new.

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