Muharini Rini, Díaz Adriana, Ebrahim Weaam, Mándi Attila, Kurtán Tibor, Rehberg Nidja, Kalscheuer Rainer, Hartmann Rudolf, Orfali Raha S, Lin Wenhan, Liu Zhen, Proksch Peter
Institute of Pharmaceutical Biology and Biotechnology, Heinrich-Heine-Universität Düsseldorf , 40225 Düsseldorf, Germany.
Department of Chemistry Education, Faculty of Education, Tanjungpura University , 78124 Pontianak, Indonesia.
J Nat Prod. 2017 Jan 27;80(1):169-180. doi: 10.1021/acs.jnatprod.6b00809. Epub 2017 Jan 11.
Fourteen new natural products, namely, 2-[(Z)-styryl]-5-geranylresorcin-1-carboxylic acid (1), amorfrutin D (2), 4-O-demethylamorfrutin D (3), 8-geranyl-3,5,7-trihydroxyflavanone (4), 8-geranyl-5,7,3'-trihydroxy-4'-methoxyisoflavone (5), 6-geranyl-5,7,3'-trihydroxy-4'-methoxyisoflavone (6), 8-geranyl-7,3'-dihydroxy-4'-methoxyisoflavone (7), 3-O-demethyldalbinol (8), 6a,12a-dehydro-3-O-demethylamorphigenin (9), (6aR,12aR,5'R)-amorphigenin (10), amorphispironones B and C (11 and 12), resokaempferol 3-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside-7-O-α-l-rhamnopyranoside (13), and daidzein 7-O-β-d-glucopyranosyl-(1→2)-β-d-glucopyranoside (14), together with 40 known compounds, were isolated from the fruits of Amorpha fruticosa. The structures of the new compounds were elucidated by 1D and 2D NMR spectroscopic analysis as well as from the mass spectrometry data. ECD calculations were performed to determine the absolute configurations of 11 and 15. Compounds 1, 4-6, and 16-23 showed potent to moderate antibacterial activities against several Gram-positive bacteria with MIC values ranging from 3.1 to 100 μM. In addition, compounds 11 and 24-33 were significantly cytotoxic against the L5178Y mouse lymphoma cell line and exhibited IC values from 0.2 to 10.2 μM.
从紫穗槐果实中分离出14种新的天然产物，即2-[(Z)-苯乙烯基]-5-香叶基间苯二酚-1-羧酸（1）、紫穗槐黄素D（2）、4-O-去甲基紫穗槐黄素D（3）、8-香叶基-3,5,7-三羟基黄酮（4）、8-香叶基-5,7,3'-三羟基-4'-甲氧基异黄酮（5）、6-香叶基-5,7,3'-三羟基-4'-甲氧基异黄酮（6）、8-香叶基-7,3'-二羟基-4'-甲氧基异黄酮（7）、3-O-去甲基达尔宾醇（8）、6a,12a-脱氢-3-O-去甲基紫穗槐皂苷元（9）、(6aR,12aR,5'R)-紫穗槐皂苷元（10）、紫穗槐螺内酯B和C（11和12）、紫穗槐山柰酚3-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖苷-7-O-α-L-鼠李糖苷（13）以及大豆苷元7-O-β-D-吡喃葡萄糖基-(1→2)-β-D-吡喃葡萄糖苷（14），同时还分离出40种已知化合物。通过一维和二维核磁共振光谱分析以及质谱数据阐明了新化合物的结构。进行电子圆二色光谱计算以确定11和15的绝对构型。化合物1、4 - 6以及16 - 23对几种革兰氏阳性菌显示出强至中等的抗菌活性，其最低抑菌浓度值范围为3.1至100μM。此外，化合物11以及24 - 33对L5178Y小鼠淋巴瘤细胞系具有显著的细胞毒性，其半数抑制浓度值为0.2至10.2μM。
