National Engineering Laboratory for Quality Control Technology of Chinese Herbal Medicines, Institute of Chinese Materia Medica, China Academy of Chinese Medical Sciences, Beijing 100700, China; Beijing Key Laboratory of Organic Materials Testing Technology and Quality Evaluation, Beijing Center for Physical and Chemical Analysis, Beijing 100089, China.
Biology Institute, Qilu University of Technology (Shandong Academy of Sciences), Jinan 250103, China.
Bioorg Chem. 2019 Nov;92:103226. doi: 10.1016/j.bioorg.2019.103226. Epub 2019 Aug 28.
Six new compounds, including a new compound with an unusual 2, 4, 6-cycloheptatrien ketone skeleton (1), two new diphenylpropanoid ethers (2, 3), a new protostane-type triterpenoid (4), two new norsesquiterpene (5a, 5b), and two new natural products (6, 7), together with eleven known compounds (8-18) were isolated from the aqueous extract of Alismatis Rhizoma (AR). Their structures were elucidated by a combination of 1D and 2D NMR (H and C NMR, COSY, HSQC, HMBC, and NOESY), HRESIMS spectroscopic data, experimental and calculated electronic circular dichroism (ECD) spectra. Some of the compounds were evaluated for their inhibitory effects on nitric oxide (NO) production in LPS-induced RAW 264.7 cells. Two protostane-type triterpenoids, compounds 4 and 17, exhibited potent inhibitory activities with the IC values of 39.3 and 63.9 μM compared with indomethacin. In the meanwhile, their anti-inflammatory effects were also confirmed by acute inflammation model induced by CuSO in zebrafish.
从泽泻根茎的水提物中分离得到了 11 个已知化合物(8-18)和 6 个新化合物,包括一个具有不寻常的 2,4,6-环庚三烯酮骨架的新化合物(1)、两个新的二苯丙烷醚(2,3)、一个新的原烷型三萜(4)、两个新的降二萜(5a,5b)和两个新的天然产物(6,7)。通过一维和二维 NMR(H 和 C NMR、COSY、HSQC、HMBC 和 NOESY)、高分辨质谱(HRESIMS)光谱数据、实验和计算的电子圆二色性(ECD)光谱等方法确定了它们的结构。对部分化合物进行了体外抑制 LPS 诱导的 RAW 264.7 细胞产生一氧化氮(NO)的活性评价。两种原烷型三萜,化合物 4 和 17,对 LPS 诱导的 RAW 264.7 细胞中一氧化氮(NO)生成的抑制活性较强,IC50 值分别为 39.3 和 63.9 μM,与吲哚美辛相当。同时,它们在铜诱导的斑马鱼急性炎症模型中的抗炎作用也得到了证实。