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首页> 外文期刊>Journal of Agricultural and Food Chemistry >Acetylcholinesterase Inhibitory Activity of Volatile Oil from Peltophorum dasyrachis Kurz ex Bakar (Yellow Batai) and Bisabolane-Type Sesquiterpenoids
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Acetylcholinesterase Inhibitory Activity of Volatile Oil from Peltophorum dasyrachis Kurz ex Bakar (Yellow Batai) and Bisabolane-Type Sesquiterpenoids

机译:Paktophorum dasyrachis Kurz ex Bakar(黄色Batai)和Bisabolane型倍半萜类化合物的挥发油对乙酰胆碱酯酶的抑制活性

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In this study, the chemical compositions and acetylcholinesterase (AChE) inhibitory activitiy of the volatile oil from the bark of Peltophorum dasyrachis Kurz ex Bakar (yellow batai) were evaluated. As a result, 68 compounds, accounting for 88.0% of the total oil, were identified. The main characteristic constituent in P. dasyrachis was isolated by silica gel column chromatography and found to be a sesquiterpenoid, (+)-(S)-ar-turmerone (1). In the AChE inhibitory assay, the volatile oil showed potent inhibitory activity with the IC_(50) value of 83.2 ± 2.8 μg/mL. Among the volatile oil components and characteristic sesquiterpenoids, (+)-(S)-ar-turmerone (1) and (+)-(S)-dihydro-ar-turmerone (2) were potent compounds, inhibiting AChE in a dose-dependent manner, with IC_(50) values of 191.1 ± 0.3 and 81.5 ± 0.2 μM, respectively. (+)-(S)-Dihydro-ar-turmerone (2), in particular, was found to be the most potent AChE inhibitor. Also, bisabolane-type sesquiterpenoid derivatives, (+)-(7S,9S)-ar-turmerol (3), (+)-(7S,9R)-ar-turmerol (4), (+)-(7S,9S)-dihydro-ar-turmerol (5), (+)-(7S,9R)-dihydro-ar-turmerol (6), (+)-(S)-ar-curcumene (7), and (+)-(S)-dihydro-ar-curcumene (8), were synthesized and tested for their AChE inhibitory effect, and their structure-activity relationships were evaluated. All sesquiterpenoids exhibited AChE inhibitory activity. The order of AChE inhibitory potency by bisabolane-type sesquiterpenoids was as follows: ketones > alcohols > hydrocarbons. Furthermore, the inhibition kinetics analyzed by Dixon plots indicated that (+)-(S)-ar-turmerone (1) is a competitive inhibitor, with a K_i value of 882.1 ± 2.1 μM, whereas (+)-(S)-dihydro-ar-turmerone (2) is a noncompetitive inhibitor.
机译:在这项研究中,评估了来自Peltophorum dasyrachis Kurz ex Bakar(黄色batai)皮中的挥发油的化学成分和乙酰胆碱酯酶(AChE)抑制活性。结果,鉴定出68种化合物,占总油量的88.0%。用硅胶柱色谱法分离了假单胞菌的主要特征成分,发现是倍半萜类化合物,(+)-(S)-ar-turmerone(1)。在AChE抑制试验中,挥发油显示出有效的抑制活性,IC_(50)值为83.2±2.8μg/ mL。在挥发油成分和特征性倍半萜中,(+)-(S)-ar-turmerone(1)和(+)-(S)-dihydro-ar-turmerone(2)是有效的化合物,在剂量范围内抑制AChE。依赖方式,IC_(50)值分别为191.1±0.3和81.5±0.2μM。特别地,发现(+)-(S)-二氢-ar- Turmerone(2)是最有效的AChE抑制剂。此外,双七硼烷型倍半萜衍生物,(+)-(7S,9S)-ar-turmerol(3),(+)-(7S,9R)-ar-turmerol(4),(+)-(7S,9S )-二氢-ar-turmerol(5),(+)-(7S,9R)-二氢-ar-turmerol(6),(+)-(S)-ar-姜黄烯(7)和(+)-合成(S)-二氢芳基姜黄素(8)并测试其对AChE的抑制作用,并评估其构效关系。所有倍半萜均显示出AChE抑制活性。 Bisabolane型倍半萜对AChE抑制能力的顺序如下:酮>醇>烃。此外,通过狄克逊图分析的抑制动力学表明,(+)-(S)-ar-turmerone(1)是竞争性抑制剂,K_i值为882.1±2.1μM,而(+)-(S)-dihydro -ar-turmerone(2)是一种非竞争性抑制剂。

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