Bioactive Isoquinoline Alkaloids with Diverse Skeletons from Fissistigma polyanthum

IF 3.3 2区生物学 Q2 CHEMISTRY, MEDICINAL

Journal of Natural Products Pub Date : 2023-08-24 DOI:10.1021/acs.jnatprod.3c00391

Kun Jiang, Xiao Liu, Yu-Ming Liu*, Li-Ning Wang, Ya-Ting Xiao and Feng-Chen Wu,

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Abstract

Six new isoquinoline alkaloids, including aporphine alkaloids (2, 3, 9, and 10), a benzylisoquinoline alkaloid (13), and a protoberberine alkaloid (17), were isolated from the roots of Fissistigma polyanthum, along with a new furanone (20) and 13 known isoquinoline alkaloids (1, 4–8, 11, 12, 14–16, 18, and 19). The structures of the new compounds were elucidated by the analysis of spectroscopic data. Compounds 1 and 2 are rare oxalyl-fused dehydroaporphine alkaloids. Compound 12 presented the most potent dual-target activities on AChE inhibition and Aβ aggregation inhibition, while compounds 13 and 19 simultaneously exhibited discernible AChE and BChE inhibitions with antioxidant activities. The activity results indicate that F. polyanthum alkaloids have a potential of inhibition and prevention of Alzheimer’s disease mainly through both ChEs and β-amyloid pathways in addition to antioxidant activity.

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具生物活性的异喹啉生物碱与多珊瑚不同骨架

从多珊瑚的根中分离出6种新的异喹啉生物碱，包括阿朴啡生物碱（2、3、9和10）、一种苄基异喹啉生物碱（13）和一种原黄连素生物碱（17），以及一种新的呋喃酮（20）和13种已知的异喹啉类生物碱（1、4–8、11、12、14–16、18和19）。通过对光谱数据的分析，阐明了这些新化合物的结构。化合物1和2是罕见的草酰稠合脱氢阿朴啡生物碱。化合物12对AChE抑制和Aβ聚集抑制表现出最有效的双靶活性，而化合物13和19同时表现出明显的AChE和BChE抑制作用和抗氧化活性。活性结果表明，聚蒽生物碱除具有抗氧化活性外，主要通过ChEs和β-淀粉样蛋白途径抑制和预防阿尔茨海默病。

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来源期刊

Journal of Natural Products 生物-药学

CiteScore

9.10

自引率

5.90%

发文量

294

审稿时长

2.3 months

期刊介绍： The Journal of Natural Products invites and publishes papers that make substantial and scholarly contributions to the area of natural products research. Contributions may relate to the chemistry and/or biochemistry of naturally occurring compounds or the biology of living systems from which they are obtained. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin. When new compounds are reported, manuscripts describing their biological activity are much preferred. Specifically, there may be articles that describe secondary metabolites of microorganisms, including antibiotics and mycotoxins; physiologically active compounds from terrestrial and marine plants and animals; biochemical studies, including biosynthesis and microbiological transformations; fermentation and plant tissue culture; the isolation, structure elucidation, and chemical synthesis of novel compounds from nature; and the pharmacology of compounds of natural origin.