Lai Yongji, Zeng Hong, He Meijun, Qian Huiqin, Wu Zhaodi, Luo Zengwei, Xue Yongbo, Yao Guangmin, Zhang Yonghui
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China; Department of Pharmacy, Central Hospital of Wuhan, Wuhan 430014, People's Republic of China.
Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation, School of Pharmacy, Tongji Medical College, Huazhong University of Science and Technology, Wuhan 430030, People's Republic of China.
Fitoterapia. 2016 Jul;112:237-43. doi: 10.1016/j.fitote.2016.06.008. Epub 2016 Jun 21.
Six 6,8-di-C-methyl-flavonoids, (2R,3R)-6,8-di-C-methyl-5,7,4'-trihydroxyflavanonol 7-O-β-d-gluco-pyranoside (1), (2R,3R)-6,8-di-C-methyl-5,7,4'-trihydroxyflavanonol 7-O-β-d-xylopyranosyl(1→6)-β-d-glucopyranoside (2), 6,8-di-C-methylkaempferol 7-O-β-d-glucopyranoside (3), (2R)-farrerol (4a), (2R/2S)-farrerol 7-O-β-d-glucopyranoside (5), and (2R/2S)-farrerol 7-O-β-d-xylopyranosyl(1→6)-β-d-glucopyranoside (6), and four known analogues, farrerol (4b), (2R,3R)-6,8-di-C-methyldihydrokae-mpferol (7), 6,8-di-C-methylkaempferol 7-O-β-d-glucopyranoside (8), and 6,8-di-C-methylkaempferol (9), were isolated from the twigs and leaves of Rhododendron fortunei. The structures of compounds 1-9 were determined by spectroscopic analyses (HRESIMS, 1D and 2D NMR, and CD) and chemical methods. Compounds 1-9 were evaluated for their neuroprotective effects on the human neuroblastoma SH-SY5Y cells apoptosis induced by hydrogen peroxide (H2O2) and amyloid β peptide (Aβ), respectively. Compounds 1-3 and 5-9 exhibited significant neuroprotective effects against H2O2-induced SH-SY5Y cell apoptosis, and compound 8 exhibited the strongest activity with a improvement of cell viability by about 30% at the concentration of 10μM. Compounds 1-9 showed significant neuroprotective effects against Aβ-induced SH-SY5Y cell apoptosis.
从云锦杜鹃的嫩枝和叶子中分离出6种6,8 - 二 - C - 甲基黄酮类化合物，即(2R,3R)-6,8 - 二 - C - 甲基 - 5,7,4'-三羟基黄烷醇7 - O - β - D - 葡萄糖吡喃糖苷（1）、(2R,3R)-6,8 - 二 - C - 甲基 - 5,7,4'-三羟基黄烷醇7 - O - β - D - 木糖吡喃糖基(1→6)-β - D - 葡萄糖吡喃糖苷（2）、6,8 - 二 - C - 甲基山奈酚7 - O - β - D - 葡萄糖吡喃糖苷（3）、(2R)-法尔诺醇（4a）、(2R/2S)-法尔诺醇7 - O - β - D - 葡萄糖吡喃糖苷（5）和(2R/2S)-法尔诺醇7 - O - β - D - 木糖吡喃糖基(1→6)-β - D - 葡萄糖吡喃糖苷（6），以及4种已知类似物，法尔诺醇（4b）、(2R,3R)-6,8 - 二 - C - 甲基二氢山奈酚（7）、6,8 - 二 - C - 甲基山奈酚7 - O - β - D - 葡萄糖吡喃糖苷（8）和6,8 - 二 - C - 甲基山奈酚（9）。通过光谱分析（高分辨电喷雾电离质谱、一维和二维核磁共振以及圆二色光谱）和化学方法确定了化合物1 - 9的结构。分别评估了化合物1 - 9对过氧化氢（H2O2）和淀粉样β肽（Aβ）诱导的人神经母细胞瘤SH - SY5Y细胞凋亡的神经保护作用。化合物1 - 3和5 - 9对H2O2诱导的SH - SY5Y细胞凋亡表现出显著的神经保护作用，化合物8表现出最强的活性，在10μM浓度下细胞活力提高约30%。化合物1 - 9对Aβ诱导的SH - SY5Y细胞凋亡也表现出显著的神经保护作用。
