Kim Mi-Ran, Moon Hyung-In, Chung Jin Ho, Moon Young Hee, Hahm Kyung-Soo, Woo Eun-Rhan
Research Center for Proteineous Materials, Chosun University, Gwangju, Korea.
Chem Pharm Bull (Tokyo). 2004 Dec;52(12):1466-9. doi: 10.1248/cpb.52.1466.
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.
对安息香科植物野茉莉(Styrax japonica S. et Z.)茎皮的乙酸乙酯可溶部分进行生物活性导向的分离,得到了两种新的木脂素化合物,即野茉莉苷A(1)和野茉莉苷B(2),以及三种已知化合物,即matairesinoside(3)、紫丁香酚苷(4)和二氢脱氢二松柏醇9'-O-葡萄糖苷(5)。通过光谱方法以及一维和二维核磁共振(HSQC、1H-1H COSY和HMBC)光谱确定了化合物1-5的结构。其中,化合物2对基质金属蛋白酶(MMP)-1表现出强效抑制活性,并阻止紫外线诱导的MMP-1表达变化。此外,化合物3和5首次从该植物中分离得到。