Structure, synthesis, and biological activity of a C-20 bisacetylenic alcohol from a marine sponge Callyspongia sp.
J Nat Prod
; 76(7): 1337-42, 2013 Jul 26.
Article
em En
| MEDLINE
| ID: mdl-23855338
An optically inactive C-20 bisacetylenic alcohol, (4E,16E)-icosa-4,16-diene-1,19-diyne-3,18-diol, was isolated from a marine sponge Callyspongia sp. as a result of screening of antilymphangiogenic agents from marine invertebrates. An optical resolution using chiral-phase HPLC gave each enantiomer, (-)-1 and (+)-2. Because the natural and synthetic enantiomers 1 and 2 showed different biological properties, we investigated the structure-activity relationships of bisacetylenic alcohols using 11 synthetic derivatives, and it is clarified that the essential structural unit for antiproliferative activity is the "1-yn-3-ol" on both termini and that there is a minimum chain length that connects the "1-yn-3-ol" moieties.
Texto completo:
1
Coleções:
01-internacional
Base de dados:
MEDLINE
Assunto principal:
Callyspongia
/
Álcoois
/
Di-Inos
Limite:
Animals
País/Região como assunto:
Asia
Idioma:
En
Revista:
J Nat Prod
Ano de publicação:
2013
Tipo de documento:
Article
País de afiliação:
Japão