Matsuo Yukiko, Fujii Takuya, Kato Hironao, Tomizawa Kazuki, Fukaya Haruhiko, Miyake Katsunori, Kuroda Minpei, Mimaki Yoshihiro
School of Pharmacy, Tokyo University of Pharmacy and Life Sciences, 1432-1, Horinouchi, Hachioji, Tokyo, 192-0392, Japan.
J Nat Med. 2023 Jan;77(1):109-117. doi: 10.1007/s11418-022-01651-0. Epub 2022 Sep 6.
The MeOH extract of the flower heads of Coreopsis lanceolata L. (Asteraceae) exhibited aldose reductase (AR) inhibitory activity (IC 8.36 µg/mL). Bioassay-guided fractionation of the extract resulted in the isolation of a new biflavanone-named Lanceolanone A (1) and a chalcone glucoside (6), along with 12 known compounds (2-5 and 7-14), of which 4, 7, 9, 10, and 12 were isolated from C. lanceolata for the first time. The structures of the new compounds (1 and 6) were determined by extensive spectroscopic analysis, including two-dimensional (2D) NMR, and ECD calculation method. Compounds 2, 4, 11, 13, and 14 exhibited AR inhibitory activities with IC values between 2.40 and 9.99 µM. Furthermore, 8-13 at 1.0 mM activated AMPK expression in HepG2 human hepatoma cells compared to the control.
柳叶金鸡菊（菊科）头状花序的甲醇提取物表现出醛糖还原酶（AR）抑制活性（IC为8.36 μg/mL）。对该提取物进行生物活性导向分离，得到一种新的双黄酮，命名为柳叶金鸡菊双黄酮A（1）和一种查尔酮葡萄糖苷（6），以及12种已知化合物（2 - 5和7 - 14），其中4、7、9、10和12首次从柳叶金鸡菊中分离得到。通过广泛的光谱分析，包括二维（2D）核磁共振和电子圆二色（ECD）计算方法确定了新化合物（1和6）的结构。化合物2、4、11、13和14表现出AR抑制活性，IC值在2.40至9.99 μM之间。此外，与对照相比，8 - 13在1.0 mM时可激活HepG2人肝癌细胞中AMPK的表达。
