Matrix Metalloproteinase-1 Inhibitor from the Stem Bark of Styrax japonica S. et Z.

Mi-Ran Kim; Hyung-In Moon; Jin Ho Chung; Young Hee Moon; Kyung-Soo Hahm; Eun-Rhan Woo

doi:10.1248/cpb.52.1466

Notes

Matrix Metalloproteinase-1 Inhibitor from the Stem Bark of Styrax japonica S. et Z.

Mi-Ran Kim, Hyung-In Moon, Jin Ho Chung, Young Hee Moon, Kyung-Soo Hahm, Eun-Rhan Woo

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Keywords: Styrax japonica, Styracaceae, lignan glycoside, styraxjaponoside B, matrix metalloproteinase (MMP)-1 inhibitor

JOURNAL FREE ACCESS

2004 Volume 52 Issue 12 Pages 1466-1469

DOI https://doi.org/10.1248/cpb.52.1466

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Abstract

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, ¹H–¹H 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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