Phenylethanoid glycosides and phenolic glycosides from stem bark of Magnolia officinalis.

Abstract An investigation of the hydrophilic constituents of the stem bark of Magnolia officinalis was performed and which led to isolation and identification of twenty-one previously unreported glycosides. These included eleven phenylethanoid glycosides, magnolosides F–P, and ten phenolic glycosides, magnolosides Q–Z, along with eight known compounds. Their structures were elucidated on the basis of extensive spectroscopic analyses and chemical hydrolysis methods, as well as by comparison with literature data. Most of the phenylethanoid glycosides contained an allopyranose moiety, which is rare in the plant kingdom. Magnolosides I and K as well as 2-(3,4-dihydroxyphenyl) ethanol 1- O -[4- O -caffeoyl-2- O - α - l -rhamnopyranosyl-3- O - α - l -rhamnopyranosyl-6- O - β - d -glucopyranosyl]- β - d -glucopyranoside showed more potent α -glucosidase inhibitory effects (IC 50 values of 0.13, 0.27, and 0.29 mM, respectively) than the positive control, acarbose (IC 50 value of 1.09 mM) in vitro . Magnolosides H, E and D also showed moderate cytotoxicity against MGC-803 and HepG2 cells with IC 50 values of 13.59–17.16 μM and 29.53–32.46 μM, respectively.