Journal
CHEMICAL & PHARMACEUTICAL BULLETIN
Volume 52, Issue 12, Pages 1466-1469Publisher
PHARMACEUTICAL SOC JAPAN
DOI: 10.1248/cpb.52.1466
Keywords
Styrax japonica; Styracaceae; lignan glycoside; styraxjaponoside B; matrix metalloproteinase (MMP)-1 inhibitor
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A bioassay-guided fractionation of the ethyl acetate soluble fraction from the stem bark of Styrax japonica S. et Z. (Styracaceae) yielded two new lignan compounds, styraxjaponoside A (1) and styraxjaponoside B (2), along with three known compounds, matairesinoside (3), egonol glucoside (4), and dihydrodehydrodiconiferyl alcohol 9'-O-glucoside (5). The structures of compounds 1-5 were determined by spectroscopic method, as well as 1D- and 2D-NMR (HSQC, H-1-H-1 COSY, and HMBC) spectroscopy. Among them, compound 2 exhibited potent inhibitory activity against matrix metalloproteinase (MMP)-1, and prevented the UV-induced changes in the MMP-1 expression. In addition, compounds 3 and 5 were isolated from this plant for the first time.
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