Pseudoceramines A-D, new antibacterial bromotyrosine alkaloids from the marine sponge Pseudoceratina sp.
Org Biomol Chem
; 9(19): 6755-60, 2011 Oct 07.
Article
en En
| MEDLINE
| ID: mdl-21850326
ABSTRACT
Bioassay-guided fractionation of the CH(2)Cl(2)/MeOH extract of the Australian marine sponge Pseudoceratina sp. resulted in the purification of four new bromotyrosine alkaloids, pseudoceramines A-D (1-4), along with a known natural product, spermatinamine (5). The structures of 1-5 were determined by spectroscopic methods. Pseudoceramines A (1) and B (2) feature a rare bromotyrosyl-spermine-bromotyrosyl sequence, and pseudoceramine C (3) is the first example of bromotyrosine coupled with an N-methyl derivative of spermidine. Compounds 1-5 were screened for inhibition of toxin secretion by the type III secretion (T3S) pathway in Yersinia pseudotuberculosis. Compounds 2 and 5 inhibited secretion of the Yersinia outer protein YopE (IC(50) = 19 and 6 µM, respectively) and the enzyme activity of YopH (IC(50) = 33 and 6 µM, respectively).
Texto completo:
1
Banco de datos:
MEDLINE
Asunto principal:
Poríferos
/
Tirosina
/
Antibacterianos
Límite:
Animals
Idioma:
En
Año:
2011
Tipo del documento:
Article