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-β-ionol 9-O-β-D-glucopyranoside and 3-hydroxy-5,6-epoxy-β-D-glucopyranoside. The structures of the remaining four new compounds were elucidated to be a 2'-O-β-D-apiofuranosyl derivative of 3-hydroxy-5,6-epoxy-β-ionol 9-O-β-D-glucopyranoside, named premnaionoside, benzyl alcohol β-D-(2'-O-β-D-xylopyranosyl)glucopyranoside, phenethyl alcohol β-D-(2'-O-β-D-glucopyranosyl)glucopyranoside, and 4,4'-dimethoxy-β-truxinic acid catalpol diester by spectroscopic analyses.
4, Verbenaceae, megastigmane glycoside, benzyl alcohol glycoside, phenethyl alcohol glycoside, Premna subscandens, 4'-dimethoxy-β-truxinic acid catalpol ester
NCBI PubMed ID: 10783075Publication DOI: 10.1248/cpb.48.542Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine, Hiroshima, Japan, aculty of Agriculture, University of the Ryukyus, Nishihara-cho, Japan, University Forest, Faculty of Agriculture, University of the Ryukyus, Kunigami-son, Japan, Faculty of Integrated Arts and Sciences, Tokushima University, Tokushima, Japan
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, ESI-MS, acid hydrolysis, HPLC, extraction, CC, HR-ESI-MS, evaporation, centrifugation