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Ervatamines A-I, Anti-inflammatory Monoterpenoid Indole Alkaloids with Diverse Skeletons from Ervatamia hainanensis

文献类型: 外文期刊

作者: Zhang, Dong-Bo 1 ; Yu, Dao-Geng 2 ; Sun, Meng 1 ; Zhu, Xu-Xin 1 ; Yao, Xiao-Jun 1 ; Zhou, Shuang-Yan 1 ; Chen, Jian-Ju 1 ;

作者机构: 1.Lanzhou Univ, Coll Chem & Chem Engn, State Key Lab Appl Organ Chem, Lanzhou 730000, Peoples R China

2.Chinese Acad Trop Agr Sci, Trop Crops Genet Resources Inst, Danzhou 571737, Peoples R China

期刊名称:JOURNAL OF NATURAL PRODUCTS ( 影响因子:4.05; 五年影响因子:4.603 )

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收录情况: SCI

摘要: Nine new monoterpenoid indole alkaloids, OH ervatamines A-I (1-9), and five known ones (10-14), were isolated from Ervatamia hainanensis. The new structures were elucidated by extensive spectroscopic analysis and comparison to known compounds. Their absolute configurations were determined by various methods including computational methods, X-ray diffraction analysis, and electronic circular dichroism spectroscopy, as well as chemical transformations. Ervatamine A (1) is a ring-C-contracted ibogan-type monoterpenoid indole alkaloid with an unusual 6/5/6/6/6 pentacyclic rearranged ring system. Ervatamines B-E (2-5) display a nitrogen-containing 9/6 ring system, which is rarely observed in nature. The epimeric ervatamines B (2) and C (3) possess a 22-nor-monoterpenoid indole alkaloid carbon skeleton, which was only found in deformylstemmadenine. Compounds 10 and 14 exhibited significant anti-inflammatory activities, with IC50 values of 25.5 and 41.5 mu M, respectively, while the IC50 value of indomethacin as a positive control was found to be 42.6 mu M. Additionally, compound 9 showed mild activity against 786-O and HL-60 cell lines.

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