Oddioside A, a New Phenolic Glycoside Isolated from the Fruits of Morus alba (Mulberry), Protects TNF-α-Induced Human Dermal Fibroblast Damage.

In our preliminary study, a hot water extract from the fruits of Morus alba (mulberry) inhibited the secretion of metalloproteinase-1 (MMP-1) against tumor necrosis factor-α (TNF-α)-stimulated human dermal fibroblasts (HDFs), and therefore we researched its active compounds. In the present study, a new phenolic glycoside (oddioside A, 1 ) and 21 known compounds ( 2 - 22 ) were isolated from the hot water extract from the fruits of M. alba by repeated chromatography. The chemical structure of the new compound 1 was elucidated by its spectroscopic data (1D- and 2D-NMR and HRMS) measurement and by acidic hydrolysis. The presence of sargentodoside E ( 2 ), eugenyl glucoside ( 6 ), 2- O -β-d-glucopyranosyl-4,6-dihydroxybenzaldehyde (7 ), 7 S ,8 R -erythro-7,9,9'-trihydroxy-3,3'-dimethoxy-8- O -4'-neolignan-4- O -β-d-glucopyranoside ( 11 ), pinoresinol-4- O -β-d-glucopyranoside ( 12 ), taxifolin-7- O -β-d-glucopyranoside ( 20 ), and pinellic acid ( 21 ) were reported from M. alba for the first time in this study. The new compound oddioside A ( 1 ) suppressed the secretion of MMP-1 and increased collagen in TNF-α-stimulated HDFs. In addition, the phosphorylation of mitogen-activated protein kinases (MAPKs) was inhibited by oddioside A. In conclusion, the extract from fruits of M. alba and its constituent oddioside A may be a potential agent to prevent inflammation-related skin aging and other skin disorders.