Novel Polyoxygenated Spirostanol Glycosides from the Rhizomes of Helleborus orientalis

Autor:	Hiroshi Sakagami, Yoshihiro Mimaki, Chiseko Sakuma, Kazuki Watanabe, Yutaka Sashida
Rok vydání:	2003
Předmět:	chemistry.chemical_classification biology Stereochemistry Organic Chemistry Glycoside biology.organism_classification Biochemistry Helleborus orientalis Catalysis Rhizome Inorganic Chemistry chemistry Drug Discovery Physical and Theoretical Chemistry
Zdroj:	Helvetica Chimica Acta. 86:398-407
ISSN:	1522-2675 0018-019X
Popis:	The two new polyoxygenated spirostanol bisdesmosides 1 and 2 and the new trisdesmoside 3, named hellebosaponin A (1), B (2), and C (3), respectively, were isolated from the MeOH extract of the rhizomes of Helleborus orientalis. The structures of the new compounds were elucidated as (1β,3β,23S,24S)-21-(acetyloxy)-24-[(β-D-fucopyranosyl)oxy]-3,23-dihydroxyspirosta-5,25(27)-dien-1-yl O-β-D-apiofuranosyl-(13)-O-(4-O-acetyl-α-L-rhamnopyranosyl)-(12)-O-[β-D-xylopyranosyl-(13)]-α-L-arabinopyranoside (1), (1β,3β,23S,24S)- 21-(acetyloxy)-24-{[O-β-D-glucopyranosyl-(14)-β-D-fucopyranosyl]oxy}-3,23-dihydroxyspirosta-5,25(27)-dien-1-yl O-β-D-apiofuranosyl-(13)-O-(4-O-acetyl-α-L-rhamnopyranosyl)-(12)-O-[β-D-xylopyranosyl-(13)]- α-L-arabinopyranoside (2), and (1β,3β,23S,24S)-24-[(β-D-fucopyranosyl)oxy]-21-{[O-β-D-glucopyranosyl-(12)-β-D-galactopyranosyl]oxy}-3,23-dihydroxyspirosta-5,25(27)-dien-1-yl O-β-D-apiofuranosyl-(13)-O-(4-O-acetyl-α-L-rhamnopyranosyl)-(12)-O-[β-D-xylopyranosyl-(13)]-α-L-arabinopyranoside (3), respectively, on the basis of detailed spectroscopic studies and chemical evidence.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=doi_________::ffee90e2173047950bf7c9b7f3489e78 https://doi.org/10.1002/hlca.200390040 Zobrazit plný text záznamu Plný text