Isolation, identification, and activity evaluation of diterpenoid alkaloids from Aconitum sinomontanum
Isolation, identification, and activity evaluation of diterpenoid alkaloids from Aconitum sinomontanum
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乌头二萜生物碱的分离、鉴定及活性评价
DOI：
10.1016/j.phytochem.2021.112880
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发表时间：
2021-07-23
期刊：
影响因子：
3.8
通讯作者：
Gao, Kun
中科院分区：
文献类型：
--
作者：
Li, Ya;Zeng, Jun;Gao, Kun
通过植物化学研究，从山茱萸中分离得到25个二萜生物碱，其中6个为首次报道。其中化合物1-3为脱水乌头碱衍生物，为罕见的重排乌头碱型C-19-二萜生物碱。据我们所知，仅从该属植物中分离出的这类生物碱不到10种。通过核磁共振波谱和X射线衍射分析，确定了这些化合物的结构。评价了化合物1-3、5-9和12-25的生物活性。在测试的化合物中，化合物2和17显示出对辣椒素（选择性TRPV 1激动剂）介导的HEK-293细胞中表达的瞬时受体电位香草酸1（TRPV 1）通道的激活的有效抑制作用，在10 μ M浓度下抑制率为31.78%和30.94%。化合物1-3、5-9、13和18-25对人肿瘤细胞株NCI-H226和MDA-MB-231表现出弱的细胞毒活性，在10 μ M的浓度下抑制率超过10%。化合物16对Nrf 2（NF-E2-related factor-2）调节基因的表达显示出最大的抑制作用，在20 μ M的浓度下抑制率为25%。
A phytochemical study led to the isolation of 25 diterpenoid alkaloids from Aconitum sinomontanum, of which six were described for the first time. Among them compounds 1-3 are anhydrolycoctonine derivatives, rare rearranged aconitine-type C-19-diterpenoid alkaloids. To our best knowledge, less than ten of this type of alkaloids were isolated just from the genus Aconitum. The structures of these unreported compounds were elucidated by extensive analysis of NMR spectroscopic data and X-ray diffraction. The biological activities of compounds 1-3, 5-9, and 12-25 were evaluated. Among the tested compounds, compounds 2 and 17 showed potent inhibitory effect on the capsaicin (selective TRPV1 agonist) mediated activation of transient receptor potential vanilloid 1 (TRPV1) channels expressed in HEK-293 cells with inhibition rate of 31.78% and 30.94% at the concentration of 10 mu M. Compounds 1-3, 5-9, 13, and 18-25 exhibited weak cytotoxic activity against human tumor cell lines NCI-H226 and MDA-MB-231 with inhibition rate over 10% at the concentration of 10 mu M. Compound 16 showed most inhibitory effect on the expression of Nrf2 (NF-E2-related factor-2)-regulated gene with inhibition rate of 25% at the concentration of 20 mu M.