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基于胡椒碱骨架的天然酚类衍生物作为潜在的抗真菌剂。

Natural phenolic derivatives based on piperine scaffold as potential antifungal agents.

作者信息

Wang Jingjing, Wang Wenlong, Xiong Haojin, Song Di, Cao Xiufang

机构信息

College of Science, Huazhong Agricultural University, Wuhan, 430070 China.

出版信息

BMC Chem. 2020 Mar 30;14(1):24. doi: 10.1186/s13065-020-00676-4. eCollection 2020 Dec.

DOI:10.1186/s13065-020-00676-4
PMID:32259136
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC7106752/
Abstract

Piperine is a natural alkaloid with a wide range of biological functions. Natural phenolic compounds existed in many essential oils (EOs) are plant-derived aroma compounds with broad range of biological activities, however, their actions are slow, and they are typically unstable to light or heat, difficult to extract and so on. In order to find high-potential fungicides derived from piperine, a series of piperine-directed essential oil derivatives were designed and synthesized. The structures of all molecules were confirmed by satisfied spectral data, including H NMR, C NMR and ESIMS. The target compounds were screened for their potential fungicidal activities against six species of plant pathogen fungi, including , , , , and -. Some of target compounds exhibited moderate and broad-spectrum activity against tested fungi compared to the parental piperine. Further studies have shown that some different concentrations of compounds have significant inhibitory activity against and compared to commercial carbendazim, and compound exhibited particularly significant broad-spectrum fungicidal activity.

摘要

胡椒碱是一种具有广泛生物学功能的天然生物碱。许多精油(EOs)中存在的天然酚类化合物是植物来源的香气化合物,具有广泛的生物活性,然而,它们的作用缓慢,并且通常对光或热不稳定,难以提取等等。为了找到源自胡椒碱的高潜力杀菌剂,设计并合成了一系列以胡椒碱为导向的精油衍生物。所有分子的结构都通过令人满意的光谱数据得到证实,包括氢核磁共振(H NMR)、碳核磁共振(C NMR)和电喷雾离子质谱(ESIMS)。针对六种植物病原真菌,包括[此处原文缺失真菌名称]、[此处原文缺失真菌名称]、[此处原文缺失真菌名称]、[此处原文缺失真菌名称]、[此处原文缺失真菌名称]和[此处原文缺失真菌名称],对目标化合物的潜在杀菌活性进行了筛选。与亲本胡椒碱相比,一些目标化合物对受试真菌表现出中等程度的广谱活性。进一步的研究表明,与市售多菌灵相比,一些不同浓度的化合物对[此处原文缺失真菌名称]和[此处原文缺失真菌名称]具有显著的抑制活性,并且化合物[此处原文缺失化合物编号]表现出特别显著的广谱杀菌活性。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/a8e877d7aecb/13065_2020_676_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/49438c11050b/13065_2020_676_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/82e179ec3d25/13065_2020_676_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/a6f4771862c8/13065_2020_676_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/a8e877d7aecb/13065_2020_676_Fig3_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/49438c11050b/13065_2020_676_Fig1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/82e179ec3d25/13065_2020_676_Sch1_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/a6f4771862c8/13065_2020_676_Fig2_HTML.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/044b/7106752/a8e877d7aecb/13065_2020_676_Fig3_HTML.jpg

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本文引用的文献

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Biology-Oriented Synthesis (BIOS) of Piperine Derivatives and their Comparative Analgesic and Antiinflammatory Activities.胡椒碱衍生物的生物导向合成(BIOS)及其比较镇痛和抗炎活性
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Synthesis and Evaluation of Essential Oil-Derived β-Methoxyacrylate Derivatives as High Potential Fungicides.
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Chemically Tuning Resveratrol for the Effective Killing of Gram-Positive Pathogens.化学调控白藜芦醇有效杀灭革兰阳性病原体。
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