Megastigmane, benzyl and phenethyl alcohol glycosides, and 4,4'-dimethoxy-beta-truxinic acid catalpol diester from the leaves of Premna subscandens MERR.
Extensive isolation work on the n-BuOH-soluble fraction obtained from the leaves of Premna subscandens, collected on Ishigaki island, Okinawa, afforded six compounds. Two were identified as megastigmane glucosides, 7-(3,5-dihydroxy-1,1,5-trimethylcyclohexylidene)-9-methylprop++ +-8-enyl 9-O-beta-D-glucopyranoside and 3-hydroxy-5,6-epoxy-beta-ionol 9-O-beta-D-glucopyranoside. The structures of the remaining four new compounds were elucidated to be a 2'-O-beta-D-apiofuranosyl derivative of 3-hydroxy-5,6-epoxy-beta-ionol 9-O-beta-D-glucopyranoside, named premnaionoside, benzyl alcohol beta-D-(2'-O-beta-D-xylopyranosyl)glucopyranoside, phenethyl alcohol beta-D-(2'-O-beta-D-glucopyranosyl)glucopyranoside, and 4,4'-dimethoxy-beta-truxinic acid catalpol diester by spectroscopic analyses.
Sudo
H
H
Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine, Japan.
Ide
T
T
Otsuka
H
H
Hirata
E
E
Takushi
A
A
Shinzato
T
T
Takeda
Y
Y
D000107:Acetylation; D003503:Cyclobutanes / Q000737:chemistry / Q000302:isolation & purification*; D003511:Cyclohexanols / Q000737:chemistry / Q000302:isolation & purification; D005663:Furans / Q000737:chemistry / Q000302:isolation & purification; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D010936:Plant Extracts / Q000737:chemistry*; D018515:Plant Leaves / Q000737:chemistry*; D016339:Spectrometry, Mass, Fast Atom Bombardment
D003503:Cyclobutanes; D003511:Cyclohexanols; D005663:Furans; D005960:Glucosides; D010936:Plant Extracts; C003731:truxillic acid