Rare oxoisoaporphine alkaloids from Menispermum dauricum with potential anti-inflammatory activity

被引:1
作者
Guo, Rui [1 ,2 ,3 ]
Wang, Cun-Lin [1 ,2 ,3 ]
Cao, Xiao-Juan [1 ,2 ,3 ]
Yao, Xiao-Juan [1 ,2 ,3 ]
Qiao, Xin [1 ,2 ,3 ]
Meng, Ya-Tian [1 ,2 ,3 ]
Zhang, Tong [1 ,2 ,3 ]
Zhang, Qiong [1 ,2 ,3 ]
机构
[1] Shanxi Med Univ, Sch Pharm, Taiyuan 030001, Peoples R China
[2] Shanxi Med Univ, Med Basic Res Innovat Ctr Chron Kidney Dis, Minist Educ, Taiyuan 030001, Peoples R China
[3] Shanxi Med Univ, Shanxi Prov Key Lab Drug Synth & Novel Pharmaceut, Taiyuan 030001, Peoples R China
关键词
Menispermaceae; Oxoisoaporphine alkaloid; Anti-inflammatory activity; Menispermum dauricum DC; DUAL INHIBITORS; DERIVATIVES; PRINCIPLES; RHIZOMA; PLANTS; DC;
D O I
10.1016/j.phytochem.2024.114170
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Eleven alkaloids including four previously undescribed oxoisoaporphine alkaloids, menisoxoisoaporphines A-D (1-4), four known analogues (5-8), and three aporphine alkaloids (9-11), were isolated and identified from the rhizomes of Menispermum dauricum. Their structures were elucidated by extensive spectroscopic data and singlecrystal X-ray diffraction analyses. Among them, compounds 1 and 4 were the first samples of oxoisoaporphine with C-6 isopentylamino moiety, and 2 was a rare C-4 methylation product of oxoisoaporphine alkaloid. The in vitro anti-inflammatory activity of compounds 1-11 was performed by evaluating the inhibition of NO level in LPS-induced RAW264.7 macrophages. Among them, compound 4 exhibited the most potent NO inhibition activity with an IC50 value of 1.95 +/- 0.33 mu M. The key structure-activity relationships of those oxoisoaporphine alkaloids for anti-inflammatory effects have been summarized.
引用
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页数:7
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