Yu Shu-Fei, Zhao Jin-Na, Li Bo, Ding Yan-Jun, He Ming-Yue, Wu Zhi-Hang, Chen Lu, Li Ze, Qu Yan-Liang, Huang Jian, Piao Xian-Mei, Wang Jin-Hui, Wang Li-Bo
Department of Medicinal Chemistry and Natural Medicine Chemistry, College of Pharmacy, Harbin Medical University, Baojian Road 157, Nangang District, Harbin 150081, PR China.
Department of Pharmacology (State-Province Key Laboratories of Biomedicine-Pharmaceutics of China, Key Laboratory of Cardiovascular Medicine Research, Ministry of Education), College of Pharmacy, Harbin Medical University, Harbin 150081, PR China.
J Nat Prod. 2025 Jul 25;88(7):1791-1796. doi: 10.1021/acs.jnatprod.5c00539. Epub 2025 Jun 27.
Two unprecedented 4/9/5-membered ring sesquiterpene-indole alkaloids, amomaxyz A () and B (), along with one known compound caryolane-1,9β-diol (), were isolated from the fruit of Roxb. Their structures and absolute configurations were elucidated through comprehensive spectroscopic analyses, including NMR, electronic circular dichroism (ECD), X-ray single-crystal diffraction, and DP4 probability analysis of calculated NMR data. Biological evaluation revealed distinct anti-inflammatory and anticancer activities. demonstrated dose-dependent anti-inflammatory activity by suppressing NO release in LPS/IFN-γ-activated RAW264.7 macrophages (25.9% at 10 μM, 29.9% at 20 μM; < 0.01), while and exhibited weaker effects. Moreover, (IC = 30.62 μM) and (IC = 23.43 μM) showed moderate inhibitory effects against HepG2 cells, which reveals the potential of their biological activity.
从砂仁的果实中分离出了两种前所未有的4/9/5元环倍半萜-吲哚生物碱,砂仁嗪A()和B(),以及一种已知化合物蒈烷-1,9β-二醇()。通过包括核磁共振(NMR)、电子圆二色光谱(ECD)、X射线单晶衍射以及计算得到的NMR数据的DP4概率分析在内的综合光谱分析,阐明了它们的结构和绝对构型。生物学评价显示出明显的抗炎和抗癌活性。通过抑制脂多糖/γ-干扰素激活的RAW264.7巨噬细胞中一氧化氮(NO)的释放,表现出剂量依赖性抗炎活性(10 μM时为25.9%,20 μM时为29.9%;P<0.01),而和表现出较弱的作用。此外,(半数抑制浓度IC = 30.62 μM)和(IC = 23.43 μM)对肝癌细胞HepG2显示出中等抑制作用,这揭示了它们生物活性的潜力。