Marine natural products. VII. Bioactive triterpene-oligoglycosides from the sea cucumber Holothuria leucospilota Brandt (1). Structure of holothurin B

Autor: Isao Kitagawa, Takao Matsuno, Yoshimasa Kyogoku, Hideo Akutsu, Takao Nishino, Motomasa Kobayashi
Rok vydání: 1981
Předmět:
Zdroj: Chemical and Pharmaceutical Bulletin. 29:1942-1950
ISSN: 1347-5223
0009-2363
DOI: 10.1248/cpb.29.1942
Popis: Two lanostane-type triterpene oligoglycosides designated as holothurin A and holothurin B were isolated from the sea cucumber Holothuria leucospilota BRANDT (=H. vagabnda SELENKA). The chemical structure of holothurin B, which is contained mainly in the body walls, has been established as 3-O-(2'-O-β-D-quinovopyranosyl-β-D-xylopyranosyl)-holothurigenol 4'-O-sodium sulfate (6), on the basis of chemical, physicochemical, and biochemical evidence. The genuine aglycone of holothurin B was designated as holothurigenol (2) and the C-20 and C-22 configurations of 2 and the artifact aglycone 22, 25-oxidoholothurinogenin (1) have been elucidated as S.
Databáze: OpenAIRE