Acylated cholestane glycosides from the bulbs of Ornithogalum saundersiae

Phytochemical examination of the bulbs of Ornithogalum saundersiae led to the isolation of three new acylated cholestane glycosides. Their structures were elucidated, on the basis of the spectroscopic data and chemical evidences, and by comparing them with those of known compounds, as 3βP,16βP,17α-t...

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Published inPhytochemistry (Oxford) Vol. 31; no. 11; pp. 3969 - 3973
Main Authors Kubo, Satoshi, Mimaki, Yoshihiro, Terao, Miki, Sashida, Yutaka, Nikaido, Tamotsu, Ohmoto, Taichi
Format Journal Article
LanguageEnglish
Published OXFORD Elsevier Ltd 1992
Elsevier
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Abstract Phytochemical examination of the bulbs of Ornithogalum saundersiae led to the isolation of three new acylated cholestane glycosides. Their structures were elucidated, on the basis of the spectroscopic data and chemical evidences, and by comparing them with those of known compounds, as 3βP,16βP,17α-trihydroxycholest-5-en-22-one 16- O-β- d-xylopyranosyl-(1→3)-(2- O-acetyl-α- l-arabinopyranoside), 3β,16β,17α-trihydroxycholest-5-en-22-one 16- O-(2- O-4-methoxybenzoyl-βP- d-xylopyranosyl)-(1→3)-(2- O-acetyl-α- l-arabinopyranoside) and 3β,16β,17α-trihydroxy-cholest-5-en-22-one 16- O-(2- O-3,4-dimethoxybenzoyl-β- d-xylopyranosyl)-(1→3)-(2- O-acetyl-α- l-arabinopyranoside). Inhibitory activity on cyclic AMP phosphodiesterase of the cholestane glycosides was evaluated.
AbstractList Phytochemical examination of the bulbs of Ornithogalum saundersiae led to the isolation of three new acylated cholestane glycosides. Their structures were elucidated, on the basis of the spectroscopic data and chemical evidences, and by comparing them with those of known compounds, as 3βP,16βP,17α-trihydroxycholest-5-en-22-one 16- O-β- d-xylopyranosyl-(1→3)-(2- O-acetyl-α- l-arabinopyranoside), 3β,16β,17α-trihydroxycholest-5-en-22-one 16- O-(2- O-4-methoxybenzoyl-βP- d-xylopyranosyl)-(1→3)-(2- O-acetyl-α- l-arabinopyranoside) and 3β,16β,17α-trihydroxy-cholest-5-en-22-one 16- O-(2- O-3,4-dimethoxybenzoyl-β- d-xylopyranosyl)-(1→3)-(2- O-acetyl-α- l-arabinopyranoside). Inhibitory activity on cyclic AMP phosphodiesterase of the cholestane glycosides was evaluated.
Phytochemical examination of the bulbs of Ornithogalum saundersiae led to the isolation of three new acylated cholestane glycosides. Their structures were elucidated, on the basis of the spectroscopic data and chemical evidences, and by comparing them with those of known compounds, as 3beta,16beta,17alpha-trihydroxycholest-5-en-22-one 16-O-beta-D-xylopyranosyl-(1-->3)-(2-O-acetyl-alpha-L-arabinopyranoside), 3beta,16beta,17alpha-trihydroxycholest-5-en-22-one 16-O-(2-O-4-methoxybenzoyl-beta-D-Xylopyranosyl)-(1-->3)-(2-O-acetyl-alpha-L-arabinopyranoside) and 3beta,16beta,17alpha-trihydroxy-cholest-5-en-22-one 16-O-(2-O-3,4-dimethoxybenzoyl-beta-D-xylopyranosyl)-(1-->3)-(2-O-acetyl-alpha-L-arabinopyranoside). Inhibitory activity on cyclic AMP phosphodiesterase of the cholestane glycosides was evaluated.
Phytochemical examination of the bulbs of Ornithogalum saundersiae led to the isolation of three new acylated cholestane glycosides. Their structures were elucidated, on the basis of the spectroscopic data and chemical evidences, and by comparing them with those of known compounds, as 3 beta,16 beta,17 alpha-trihydroxycholest-5-en-22-one 16-O-beta-d-xylopyranosyl-(1 leads to 3)-(2-O-acetyl-alpha-L-arabinopyranoside), 3 beta,16 beta,17 alpha-trihydroxycholest-5-en-22-one 16-O(2-O-4-methoxybenzoyl-beta-D-xylopyranosyl)-(1 leads to
Author Kubo, Satoshi
Nikaido, Tamotsu
Mimaki, Yoshihiro
Ohmoto, Taichi
Terao, Miki
Sashida, Yutaka
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  givenname: Yoshihiro
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  surname: Terao
  fullname: Terao, Miki
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  givenname: Yutaka
  surname: Sashida
  fullname: Sashida, Yutaka
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  givenname: Tamotsu
  surname: Nikaido
  fullname: Nikaido, Tamotsu
  organization: Faculty of Pharmaceutical Sciences, Toho University, 2-2-1, Miyama, Funabashi, Chiba 274, Japan
– sequence: 6
  givenname: Taichi
  surname: Ohmoto
  fullname: Ohmoto, Taichi
  organization: Faculty of Pharmaceutical Sciences, Toho University, 2-2-1, Miyama, Funabashi, Chiba 274, Japan
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Issue 11
Keywords Schilloideae
bulbs
Liliaceae
Ornithogalum saundersiae
cyclic AMP phosphodiesterase
inhibitory activity
acylated cholestane glycosides
INHIBITORY ACTIVITY
ORNITHOGALUM-SAUNDERSIAE
BULBS
CYCLIC-AMP PHOSPHODIESTERASE
CYCLIC AMP PHOSPHODIESTERASE
SCHILLOIDEAE
LILIACEAE
ACYLATED CHOLESTANE GLYCOSIDES
Monocotyledones
Molecular structure
Bulb
Angiospermae
Isolation
Spermatophyta
Cholestane derivatives
Glycoside
Language English
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ASADA, Y (WOS:A1989AY83900034) 1989; 37
NIKAIDO, T (WOS:A1981MH54600003) 1981; 43
YU, BY (WOS:A1990DR94500024) 1990; 38
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Snippet Phytochemical examination of the bulbs of Ornithogalum saundersiae led to the isolation of three new acylated cholestane glycosides. Their structures were...
Phytochemical examination of the bulbs of Ornithogalum saundersiae led to the isolation of three new acylated cholestane glycosides. Their structures were...
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SubjectTerms acylated cholestane glycosides
Biochemistry & Molecular Biology
Biological and medical sciences
bulbs
chemical constituents of plants
Chemical constitution
cyclic AMP
cyclic AMP phosphodiesterase
enzyme inhibitors
Fundamental and applied biological sciences. Psychology
glycosides
inhibitory activity
Life Sciences & Biomedicine
Liliaceae
molecular conformation
Ornithogalum
Ornithogalum saundersiae
phosphodiesterase I
Plant physiology and development
Plant Sciences
Schilloideae
Science & Technology
spectral analysis
Title Acylated cholestane glycosides from the bulbs of Ornithogalum saundersiae
URI https://dx.doi.org/10.1016/S0031-9422(00)97565-4
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Volume 31
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