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

Pech-Puch, Dawrin; Forero, Abel M.; Fuentes-Monteverde, Juan Carlos; Lasarte-Monterrubio, Cristina; Martínez Guitián, Marta; González-Salas, Carlos; Guillén-Hernández, Sergio; Villegas-Hernández, Harold; Beceiro Casas, Alejandro; Griesinger, Christian; Rodríguez, Jaime; Jiménez, Carlos

Use this link to cite:

http://hdl.handle.net/2183/30947

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

Files

Jimenez_Carlos_2022_Antimicrobial_diterpene_alkaloids_agelas_citrina_sponge_collected_Yucatan.pdf (1.31 MB)

Identifiers

URI: http://hdl.handle.net/2183/30947

DOI: 10.3390/md20050298

Publication date

2022-04-28

Authors

Pech-Puch, Dawrin

Forero, Abel M.

Fuentes-Monteverde, Juan Carlos

Lasarte-Monterrubio, Cristina

Martínez Guitián, Marta

González-Salas, Carlos

Guillén-Hernández, Sergio

Villegas-Hernández, Harold

Beceiro Casas, Alejandro

Griesinger, Christian

Bibliographic citation

Pech-Puch, D.; Forero, A.M.; Fuentes-Monteverde, J.C.; Lasarte-Monterrubio, C.; Martinez-Guitian, M.; González-Salas, C.; Guillén-Hernández, S.; Villegas-Hernández, H.; Beceiro, A.; Griesinger, C.; Rodríguez, J.; Jiménez, C. Antimicrobial Diterpene Alkaloids from an Agelas citrina Sponge Collected in the Yucatán Peninsula. Mar. Drugs 2022, 20, 298. https://doi.org/10.3390/md20050298

Abstract

[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.