The Graduate School of Biotechnology and Department of Oriental Medicinal Materials and Processing, Kyung Hee University, Yongin, 446-701, Republic of Korea.
Arch Pharm Res. 2015 Jan;38(1):26-34. doi: 10.1007/s12272-014-0358-9. Epub 2014 Mar 28.
A new lignan, (7'S,8S,8'S)-3,5'-dimethoxy-3',4,9'-trihydroxy-7',9-epoxy-8,8'-lignan, named vibruresinol (1), was isolated from the stems of Viburnum erosum by silica gel, ODS, and Sephadex LH-20 column chromatography. In addition, four other known lignans, (7'R,8S,8'S)-3,5'-dimethoxy-3',4,8',9'-tetrahydroxy-7',9-epoxy-8,8'-lignan (2), (+)-syringaresinol (3), (+)-pinoresinol (4), and (+)-pinoresinol-4-O-β-D-glucopyranoside (5), and five known neolignans, herpetol (6), vibsanol (7), (-)-dehydrodiconiferyl alcohol (8), icariside E4 (9), and dihydrodehydrodiconiferyl alcohol (10), were isolated in the same manner. The chemical structures of the compounds were determined based on spectroscopic data including NMR, MS, and IR. All of the compounds described above were isolated from V. erosum for the first time. The isolated compounds 3, 4, and 6 were evaluated for neuroprotective activity on glutamate-induced cell death in HT22 cells and had EC50 values of 6.33 ± 1.22, 6.96 ± 0.65, and 9.15 ± 0.36 μM, respectively. Likewise, the same compounds had inhibitory activity on NO production in LPS-induced RAW 264.7 cells with IC50 values of 8.30 ± 1.56, 7.89 ± 1.22, and 9.32 ± 0.36 μM, respectively.
一种新的木脂素,(7'S,8S,8'S)-3,5'-二甲氧基-3',4,9'-三羟基-7',9-环氧-8,8'-木脂素,命名为 Vibruresinol(1),从 Viburnum erosum 的茎中通过硅胶、ODS 和 Sephadex LH-20 柱色谱法分离得到。此外,还分离得到了另外四种已知的木脂素,(7'R,8S,8'S)-3,5'-二甲氧基-3',4,8',9'-四羟基-7',9-环氧-8,8'-木脂素(2), (+)-丁香脂素(3), (+)-松脂素(4)和 (+)-松脂素-4-O-β-D-吡喃葡萄糖苷(5),以及五种新的新木脂素,海帕醇(6), Vibsanol(7),(-)-去氢二肉桂醇(8),Icariside E4(9)和二氢去氢二肉桂醇(10),以同样的方式分离得到。根据包括 NMR、MS 和 IR 在内的光谱数据确定了化合物的化学结构。上述所有化合物均首次从 V. erosum 中分离得到。所分离的化合物 3、4 和 6 对谷氨酸诱导的 HT22 细胞死亡具有神经保护活性,其 EC50 值分别为 6.33±1.22、6.96±0.65 和 9.15±0.36μM。同样,这些化合物对 LPS 诱导的 RAW 264.7 细胞中 NO 产生具有抑制活性,IC50 值分别为 8.30±1.56、7.89±1.22 和 9.32±0.36μM。