Wang Yu-Fang, Fu Yan, Ji Yan-Nan, Shi Ning-Ning, Lu Xin-Hua, Gu Yu-Cheng, Shi Qing-Wen, Huo Chang-Hong
School of Pharmaceutical Sciences, Key Laboratory of Innovative Drug Development and Evaluation, Hebei Medical University, Shijiazhuang, 050017, China.
School of Pharmaceutical Sciences, Key Laboratory of Innovative Drug Development and Evaluation, Hebei Medical University, Shijiazhuang, 050017, China; Core Facilities and Centers, Hebei Medical University, Shijiazhuang, 050017, China.
Phytochemistry. 2022 Nov;203:113389. doi: 10.1016/j.phytochem.2022.113389. Epub 2022 Aug 23.
Seven undescribed sesquiterpene lactone dimers (SLDs) (carpeabrodilactones A-G), one known SLD, and six known sesquiterpenes were isolated from the fruit of Carpesium abrotanoides L. Carpeabrodilactone A was a dimeric carabrane featuring a rare C-13-C-13' linkage. Carpeabrodilactones B and C are the first two SLDs to be described possessing a carabranolide unit and a guaianolide unit connected by an O-ether linkage. The structures of the SLDs were assigned based on HRESIMS, NMR analysis, C NMR calculation, ECD calculation, and modified Mosher's method. Four SLDs showed potent cytotoxicity against K562 and/or A549 cells, with IC values below 10 μM, but none inhibited protein tyrosine phosphatases at 40 μM, including PTP1B, SHP1, CD45, and TCPTP.
从蛔蒿果实中分离出7个未描述的倍半萜内酯二聚体(SLD)(蛔蒿内酯A - G)、1个已知的SLD和6个已知的倍半萜。蛔蒿内酯A是一种具有罕见C - 13 - C - 13'键的二聚蒈烷。蛔蒿内酯B和C是首次报道的通过O - 醚键连接的具有蒈烷醇内酯单元和愈创木醇内酯单元的两个SLD。基于高分辨电喷雾电离质谱(HRESIMS)、核磁共振分析、碳核磁共振计算、电子圆二色光谱计算和改良的莫舍尔方法确定了这些SLD的结构。4个SLD对K562和/或A549细胞显示出较强的细胞毒性,半数抑制浓度(IC)值低于10 μM,但在40 μM时均未抑制包括蛋白酪氨酸磷酸酶1B(PTP1B)、蛋白酪氨酸磷酸酶1(SHP1)、白细胞共同抗原(CD45)和非受体型蛋白酪氨酸磷酸酶(TCPTP)在内的蛋白酪氨酸磷酸酶。