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Antimicrobial Diterpene Alkaloids from an Agelas citrina Sponge Collected in the Yucatan Peninsula.


ABSTRACT: Three new diterpene alkaloids, (+)-8-epiagelasine T (1), (+)-10-epiagelasine B (2), and (+)-12-hydroxyagelasidine C (3), along with three known compounds, (+)-ent-agelasine F (4), (+)-agelasine B (5), and (+)-agelasidine C (6), were isolated from the sponge Agelas citrina, collected on the coasts of the Yucatán Peninsula (Mexico). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, HRESIMS techniques, and a comparison with literature data. Although the synthesis of (+)-ent-agelasine F (4) has been previously reported, this is the first time that it was isolated as a natural product. The evaluation of the antimicrobial activity against the Gram-positive pathogens Staphylococcus aureus, Streptococcus pneumoniae, Enterococcus faecalis showed that all of them were active, with (+)-10-epiagelasine B (2) being the most active compound with an MIC in the range of 1-8 µg/mL. On the other hand, the Gram-negative pathogenes Acinetobacter baumannii, Pseudomonas aeruginosa, and Klebsiella pneumoniae were also evaluated, and only (+)-agelasine B (5) showed a moderate antibacterial activity with a MIC value of 16 μg/mL.

SUBMITTER: Pech-Puch D 

PROVIDER: S-EPMC9143306 | biostudies-literature | 2022 Apr

REPOSITORIES: biostudies-literature

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Three new diterpene alkaloids, (+)-8-epiagelasine T (<b>1</b>), (+)-10-epiagelasine B (<b>2</b>), and (+)-12-hydroxyagelasidine C (<b>3</b>), along with three known compounds, (+)-<i>ent</i>-agelasine F (<b>4</b>), (+)-agelasine B (<b>5</b>), and (+)-agelasidine C (<b>6</b>), were isolated from the sponge <i>Agelas citrina</i>, collected on the coasts of the Yucatán Peninsula (Mexico). Their chemical structures were elucidated by 1D and 2D NMR spectroscopy, HRESIMS techniques, and a comparison w  ...[more]

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