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Adiantic acid, a new unsaturated fatty acid with a cyclopropane moiety from Adiantum flabellulatum L.
Natural Product Research ( IF 2.2 ) Pub Date : 2020-10-05 , DOI: 10.1080/14786419.2020.1827405
Junping Chen 1 , Yichen Li 1 , Jianguo Cao 1 , Jinwen Huang 2 , Can Jiang 1 , Xiling Dai 1 , Guozheng Huang 1, 3
Affiliation  

Abstract

Phytochemical investigation of Adiantum flabellulatum L. led to the isolation of four natural compounds, including a novel unsaturated fatty acid with a cyclopropane moiety, i.e. (S,E)-7-(2-octylcyclopropylidene)heptanoic acid (1), together with three known compounds, isoadiantol B (2), stigmast-4-en-6β-ol-3-one (3), β-sitosterol (4). Compound 3 was isolated from the A. flabellulatum L. for the first time. The structure of 1 was elucidated following a comprehensive analysis of spectroscopic analyses including MS, 1 D and 2 D NMR, and by a mass spectrometry experiment of the dimethyl disulfide (DMDS) adduct, while the known compounds were identified by comparisons with those reported in the literature. Enzyme evaluation of 1 indicated this compound possesses anti- protein tyrosine phosphatase (PTP1B) activity with an IC50 value of 6.99 ± 0.41 μM in vitro.



中文翻译:

Adiantic 酸,一种来自 Adiantum flabellulatum L 的具有环丙烷部分的新型不饱和脂肪酸。

摘要

Adiantum flabellulatum L.的植物化学研究导致分离出四种天然化合物,包括一种具有环丙烷部分的新型不饱和脂肪酸,即 ( S , E )-7-(2-辛基亚环丙基)庚酸 ( 1 ),以及三种已知化合物,isoadiantol B ( 2 ), stigmast-4-en-6 β -ol -3-one ( 3 ), β-谷甾醇( 4 )。化合物3为首次从A. flabellulatum L.中分离得到。1的结构在对包括 MS、1D 和 2D NMR 在内的光谱分析的综合分析以及二甲基二硫 (DMDS) 加合物的质谱实验进行了全面分析后阐明了这些化合物,而通过与文献中报道的化合物进行比较来鉴定已知化合物。1的酶评估表明该化合物具有抗蛋白酪氨酸磷酸酶 (PTP1B) 活性,体外IC 50值为 6.99 ± 0.41 μM 。

更新日期:2020-10-05
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