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J Nat Prod ; 79(8): 1929-37, 2016 08 26.
Artículo en Inglés | MEDLINE | ID: mdl-27419263

RESUMEN

Four bicyclic and three pentacyclic guanidine alkaloids (1-7) were isolated from a French Polynesian Monanchora n. sp. sponge, along with the known alkaloids monalidine A (8), enantiomers 9-11 of known natural product crambescins, and the known crambescidins 12-15. Structures were assigned by spectroscopic data interpretation. The relative and absolute configurations of the alkaloids were established by analysis of (1)H NMR and NOESY spectra and by circular dichroism analysis. The new norcrambescidic acid (7) corresponds to interesting biosynthetic variation within the pentacyclic core. All compounds exhibited antiproliferative and cytotoxic efficacy against KB, HCT116, HL60, MRC5, and B16F10 cancer cells, with IC50 values ranging from 4 nM to 10 µM.


Asunto(s)
Alcaloides/aislamiento & purificación , Alcaloides/farmacología , Antineoplásicos/aislamiento & purificación , Antineoplásicos/farmacología , Axinella/química , Guanidinas/aislamiento & purificación , Guanidinas/farmacología , Alcaloides/química , Animales , Antineoplásicos/química , Ensayos de Selección de Medicamentos Antitumorales , Guanidinas/química , Células HCT116 , Células HL-60 , Humanos , Concentración 50 Inhibidora , Células KB , Biología Marina , Resonancia Magnética Nuclear Biomolecular , Polinesia
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