Structure Revision of Protoaculeine B, a Post-translationally Modified N-Terminal Residue in the Peptide Toxin Aculeine B.
J Nat Prod
; 84(4): 1203-1209, 2021 04 23.
Article
em En
| MEDLINE
| ID: mdl-33787261
ABSTRACT
The structure of protoaculeine B, the N-terminal residue of the marine peptide toxin aculeine B, is revised to the cis-1,3-disubstituted tetrahydro-ß-carboline framework. We prepared two truncated model compounds that lack a long-chain polyamine using the one-step Pictet-Spengler reaction of tryptophan and compared their NMR, mass spectra, and chemical reactivity with those of the natural protoaculeine B. The synthetic models reproduced the profiles of the natural product well, which confirmed the appropriateness of the structure revision.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Poliaminas
/
Toxinas Biológicas
/
Carbolinas
/
Indóis
Idioma:
En
Ano de publicação:
2021
Tipo de documento:
Article