Cytotoxic activity of rearranged drimane meroterpenoids against colon cancer cells via down-regulation of ß-catenin expression.
J Nat Prod
; 78(3): 453-61, 2015 Mar 27.
Article
em En
| MEDLINE
| ID: mdl-25590830
ABSTRACT
Colorectal cancer has emerged as a major cause of death in Western countries. Down-regulation of ß-catenin expression has been considered a promising approach for cytotoxic drug formulation. Eight 4,9-friedodrimane-type sesquiterpenoids (1-8) were acquired using the oxidative potential of Verongula rigida on bioactive metabolites from two Smenospongia sponges. Compounds 3 and 4 contain a 2,2-dimethylbenzo[d]oxazol-6(2H)-one moiety as their substituted heterocyclic residues, which is unprecedented in such types of meroterpenoids. Gauge-invariant atomic orbital NMR chemical shift calculations were employed to investigate stereochemical details with support of the application of advanced statistics such as CP3 and DP4. Compounds 2 and 8 and the mixture of 3 and 4 suppressed ß-catenin response transcription (CRT) via degrading ß-catenin and exhibited cytotoxic activity on colon cancer cells, implying that their anti-CRT potential is, at least in part, one of their underlying antineoplastic mechanisms.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Terpenos
/
Neoplasias do Colo
/
Beta Catenina
/
Antineoplásicos
Limite:
Humans
Idioma:
En
Revista:
J Nat Prod
Ano de publicação:
2015
Tipo de documento:
Article
País de afiliação:
Estados Unidos