来自岩艾的一氧化氮抑制性二聚倍半萜类化合物。
Nitric Oxide Inhibitory Dimeric Sesquiterpenoids from Artemisia rupestris.
作者信息
Zhang Chen, Wang Shu, Zeng Ke-Wu, Li Jun, Ferreira Daneel, Zjawiony Jordan K, Liu Bing-Yu, Guo Xiao-Yu, Jin Hong-Wei, Jiang Yong, Tu Peng-Fei
机构信息
State Key Laboratory of Natural and Biomimetic Drugs, School of Pharmaceutical Sciences, Peking University , Beijing 100191, People's Republic of China.
Department of Medicinal Chemistry and Pharmaceutical Analysis, Logistics College of Chinese People's Armed Police Forces , Tianjin 300162, People's Republic of China.
出版信息
J Nat Prod. 2016 Jan 22;79(1):213-23. doi: 10.1021/acs.jnatprod.5b00894. Epub 2015 Dec 22.
Twelve new dimeric sesquiterpenoids (1-12) were isolated from the dried whole plants of Artemisia rupestris. Their structures were determined using MS and NMR data, and the absolute configurations were elucidated on the basis of experimental and calculated ECD spectra. Compounds 1-9 are presumably formed via biocatalyzed [2+2] or [4+2] cycloaddition reactions. Stereoselectivity of the [4+2] Diels-Alder reaction dictated the formation of endo-products. The dimeric sesquiterpenoids exhibited moderate inhibition on NO production stimulated by lipopolysaccharide in BV-2 microglial cells, with IC50 values in the range 17.0-71.8 μM.
从岩蒿干燥全草中分离得到12个新的二聚倍半萜（1-12）。利用质谱和核磁共振数据确定了它们的结构，并根据实验和计算的电子圆二色谱阐明了绝对构型。化合物1-9可能是通过生物催化的[2+2]或[4+2]环加成反应形成的。[4+2]狄尔斯-阿尔德反应的立体选择性决定了内型产物的形成。这些二聚倍半萜对BV-2小胶质细胞中脂多糖刺激产生的一氧化氮具有中等程度的抑制作用，IC50值在17.0-71.8μM范围内。
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