Akazawa Hiroyuki, Fujita Yukiko, Banno Norihiro, Watanabe Kensuke, Kimura Yumiko, Manosroi Aranya, Manosroi Jiradej, Akihisa Toshihiro
College of Science and Technology, Nihon University, Tokyo, Japan.
J Oleo Sci. 2010;59(4):213-21. doi: 10.5650/jos.59.213.
Ten cyclic diarylheptanoids (1-10), including three new compounds: myricanone 5-O-alpha-L-arabinofuranosyl-(1-->6)-beta-D-glucopyranoside (7), myricanone 17-O-beta-D-(6'-O-galloyl)-glucopyranoside (8), and 16-methoxy acerogenin B 9-O-beta-D-apiofuranosyl-(1-->6)-beta-D-glucopyranoside (10), along with two flavonoids (11, 12), were isolated from the extracts of Myrica rubra (Myricaceae) bark. The structures of new compounds were determined on the basis of spectroscopic methods. On evaluation of compounds 1-12 against the melanogenesis in the B16 melanoma cells, six compounds, 3, 5, 7, 8, 10, and 12, exhibited inhibitory effects with 30-56% reduction of melanin content at 25 microg/mL with no or very weak toxicity to the cells (82-103% of cell viability at 25 microg/mL). In addition, upon evaluation of compounds 1-12 against the scavenging activities of free radicals [against the 1,1-diphenyl-2-picrylhydrazyl (DPPH) radical], seven compounds, 1, 3, 5, 6, 8, 11, and 12, showed potent scavenging activity [IC(50) 2-21 microM (0.6-7.3 microg/mL)].
从杨梅（杨梅科）树皮提取物中分离出10种环状二芳基庚烷类化合物（1-10），包括3种新化合物：杨梅酮5-O-α-L-阿拉伯呋喃糖基-（1→6）-β-D-吡喃葡萄糖苷（7）、杨梅酮17-O-β-D-（6'-O-没食子酰基）-吡喃葡萄糖苷（8）和16-甲氧基 Acerogenin B 9-O-β-D-芹菜糖基-（1→6）-β-D-吡喃葡萄糖苷（10），以及2种黄酮类化合物（11、12）。通过光谱方法确定了新化合物的结构。在评估化合物1-12对B16黑色素瘤细胞黑色素生成的影响时，6种化合物，即3、5、7、8、10和12，表现出抑制作用，在25μg/mL时黑色素含量降低30-56%，对细胞无毒性或毒性非常弱（在25μg/mL时细胞活力为82-103%）。此外，在评估化合物1-12对自由基清除活性[针对1,1-二苯基-2-苦基肼（DPPH）自由基]时，7种化合物，即1、3、5、6、8、11和12，表现出较强的清除活性[IC(50) 2-21μM（0.6-7.3μg/mL）]。
