Phenylethanoid glycosides and phenolic glycosides from stem bark of Magnolia officinalis. (July 2016)

• Record Type: Journal Article
• Authors: Xue, Zhenzhen; Yan, Renyi; Yang, Bin
• Is Part Of: Phytochemistry. Volume 127(2016:Jul.)
• Page Start: 50
• Page End: 62
• Publication Date: 2016-07
• Subjects: Magnolia officinalis -- Magnoliaceae -- Phenylethanoid glycoside -- Phenolic glycoside -- α-Glucosidase inhibitory effect -- Cytotoxicity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2016.03.011
• Languages: English
• ISSNs: 0031-9422

Abstract

Graphical abstract: Eleven phenylethanoid glycosides and ten phenolic glycosides were isolated from the stem bark of Magnolia officinalis . Most of these compounds contained an allopyranose moiety, which is rare in the plant kingdom. Some of the isolated phenylethanoid glycosides showed potent α-glucosidase inhibitory effects. Highlights: Eleven phenylethanoid glycosides and ten phenolic glycosides were isolated from M. officinalis . Most of the isolated compounds contained an allopyranose moiety, which is rare in the plant kingdom. Three of the isolated phenylethanoid glycosides showed potent α-glucosidase inhibitory effects. 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 (IC50 values of 0.13, 0.27, and 0.29 mM, respectively) than the positive control, acarbose (IC50 value of 1.09 mM) in vitro . Magnolosides H, E and D also showed moderate cytotoxicity against MGC-803 and HepG2 cells with IC50 values of 13.59–17.16 μM and 29.53–32.46 μM, respectively.