Siyu Qin , Jianbing Tan , Yuting Zheng , Shujuan Zhu , Bin Jiang , Chen Chen , Linjie Wei , Xuanxuan Weng , Zhenxing Zou
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引用次数: 0
摘要
对从Phyllanthus franchetianus H. l横梁干燥的枝叶中提取的EtOAc进行了全面的化学研究,成功地分离出六种未描述的clestanthane二萜类化合物phyllanfranins A- f(1-6),以及三种已知的化合物phyllarheophol C (7), phyacioid C(8)和spruceanol(9)。这些化合物的化学结构通过HRESIMS, 1D和2D NMR光谱以及ECD计算进行了阐明。通过单晶x射线衍射分析确定了phyllanfranin A(1)的绝对构型。值得注意的是,phyllanfranin F(6)代表了自然界中第一个具有独特的6/6/6/6 /6四环体系的对-清洁烷二萜。此外,对所有分离物进行了抗炎活性评价。结果表明,化合物4和8对lps刺激的巨噬细胞RAW264.7细胞的NO生成具有显著的抑制活性,IC50值分别为19.03和18.14 μM。
Phyllanfranins A-F, anti-inflammatory ent-cleistanthane diterpenoids from Phyllanthus franchetianus
A comprehensive chemical investigation of the EtOAc extract derived from the dried branches and leaves of Phyllanthus franchetianus H. Lév had successfully resulted to the isolation of six undescribed cleistanthane diterpenoids phyllanfranins A-F (1–6), along with three known compounds phyllarheophol C (7), phyacioid C (8), and spruceanol (9). The chemical structures of these compounds were elucidated by combined means of HRESIMS, 1D and 2D NMR spectra, together with ECD calculations. The absolute configuration of phyllanfranin A (1) was established by single crystal X-ray diffraction analysis. Notably, phyllanfranin F (6) represents the first ent-cleistanthane diterpenoid with the unique 6/6/6/6 tetracyclic system occurring in nature. Additionally, all the isolates were evaluated for anti-inflammatory activities. As a result, compounds 4 and 8 showed notable inhibitory activity against NO production in LPS-stimulated macrophages RAW264.7 cells, with IC50 values of 19.03 and 18.14 μM, respectively.
期刊介绍:
Phytochemistry is a leading international journal publishing studies of plant chemistry, biochemistry, molecular biology and genetics, structure and bioactivities of phytochemicals, including ''-omics'' and bioinformatics/computational biology approaches. Phytochemistry is a primary source for papers dealing with phytochemicals, especially reports concerning their biosynthesis, regulation, and biological properties both in planta and as bioactive principles. Articles are published online as soon as possible as Articles-in-Press and in 12 volumes per year. Occasional topic-focussed special issues are published composed of papers from invited authors.