ent-Pimarane diterpenoids from Siegesbeckia glabrescens with anti-inflammatory activity
ent-Pimarane diterpenoids from Siegesbeckia glabrescens with anti-inflammatory activity
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具有抗炎活性的豨莶草中的对映吡玛烷二萜类化合物
DOI：
10.1016/j.bioorg.2020.103854
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发表时间：
2020
影响因子：
5.1
通讯作者：
An-Hua Wang
中科院分区：
文献类型：
--
作者：
Xiao-Xu Gao;Zi-Jian Rong;Guo-Qing Long;Gao-Sheng Hu;Ting Yan;Na Li;Jing-Ming Jia;An-Hua Wang
从赤赤赤赤藓的气相部位分离得到9个新海马兰型二萜类化合物siegesbeckia A-I（1-9）和4个已知的类似物-3α、15,16,19-四羟基海马兰-8(14)-烯（10）、15,16-二羟基海马兰-8(14)-烯-3-one（11）、14β、16-环氧-7-海马兰-3α、15β-二醇（12）和达鲁吉纳醇（13）。这些化合物的结构通过HRESIMS、1D NMR和2D NMR数据进行了解析。通过ECD分析确定了它们的构型，并用x射线晶体学证实了化合物1的结构。提出了1 - 13可能的生物合成途径。通过检测化合物对lps诱导的BV2小胶质细胞NO生成的抑制作用来评价化合物的抗炎作用。结果表明，新化合物2、6和8具有较强的抑菌活性，ic50值分别为33.07、42.39和63.26 μM，与阳性对照米诺环素IC5032.84 μM相比具有较好的抑菌活性。
Nine newent-pimarane-type diterpenoids, siegesbeckia A-I (1–9), together with four known analoguesent-3α,15,16,19-tetrahydroxypimar-8(14)-ene (10), 15,16-dihydroxypimar-8(14)-en-3-one (11), 14β,16-epoxy-7-pimarene-3α,15β-diol (12) and darutigenol (13), were obtained from the aerial parts ofSiegesbeckia glabrescensMakino. The structures of these compounds were elucidated by the interpretation of HRESIMS, 1D NMR and 2D NMR data. Their configurations were determined by ECD analysis and the structure of compound1was confirmed by X-ray crystallography. Putative biosynthetic pathways were proposed for1–13. The anti-inflammatory effects of the compounds were evaluated by testing their inhibition of LPS-induced NO production in BV2 microglial cells. The results revealed that new compounds2,6and8exhibited potent inhibitory activities with IC50values of 33.07, 42.39 and 63.26 μM, which compared well with the positive control minocycline (IC5032.84 μM).