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从 Peşmen & Erik 全株植物中分离、鉴定次生代谢产物及其计算机模拟研究

Isolation, Characterization and In Silico Studies of Secondary Metabolites from the Whole Plant of Peşmen & Erik.

机构信息

Department of Biology, Faculty of Science, Hacettepe University, Ankara 06800, Turkey.

Department of Medical Biochemistry, Faculty of Medicine, Girne American University, Kyrenia 99428, Cyprus.

出版信息

Molecules. 2022 Jan 21;27(3):684. doi: 10.3390/molecules27030684.

Abstract

species are frequently used worldwide in the treatment of various diseases, such as inflammatory and autoimmune disorders as well as metabolic and neurodegenerative diseases, due to the large number of secondary metabolites they contain. The present study was performed on , which is a narrow endemic species for the flora of Turkey, and resulted in the isolation of nine known compounds, 6,3'-disinapoyl-sucrose (), 6--sinapoyl,3'--trimethoxy-cinnamoyl-sucrose (tenuifoliside C) (), 3'--(-methyl-feruloyl)-sucrose (), 3'--(sinapoyl)-sucrose (), 3'--trimethoxy-cinnamoyl-sucrose (glomeratose) (), 3'--feruloyl-sucrose (sibiricose A5) (), sinapyl alcohol 4--glucoside (syringin or eleutheroside B) (), liriodendrin (), and 7,4'-di--methylquercetin-3--β-rutinoside (ombuin 3--rutinoside or ombuoside) (). The structures of the compounds were determined by the spectroscopic methods including 1D-NMR (H NMR, C NMR, DEPT-135), 2D-NMR (COSY, NOESY, HSQC, HMBC), and HRMS. The isolated compounds were shown in an in silico setting to be accommodated well within the inhibitor-binding pockets of myeloperoxidase and inducible nitric oxide synthase and anchored mainly through hydrogen-bonding interactions and π-effects. It is therefore plausible to suggest that the previously established anti-inflammatory properties of some -derived phytochemicals may be due, in part, to the modulation of pro-inflammatory enzyme activities.

摘要

植物种在世界范围内被广泛用于治疗各种疾病,如炎症和自身免疫性疾病以及代谢和神经退行性疾病,这是由于它们含有大量的次生代谢产物。本研究以 为对象,该植物是土耳其特有植物种,结果分离出 9 种已知化合物,分别为 6,3'-二咖啡酰基蔗糖()、6--芥子酰基,3'--三甲氧基肉桂酰基蔗糖(tenuifoliside C)()、3'--(-甲基阿魏酰基)-蔗糖()、3'--(芥子酰基)-蔗糖()、3'--三甲氧基肉桂酰基蔗糖(glom eratose)()、3'--阿魏酰基蔗糖(sibiricose A5)()、丁香苷(syringin 或 eleutheroside B)()、落叶松脂醇()和 7,4'-二甲氧基槲皮素-3--芸香糖苷(ombuin 3--芸香糖苷或 ombuoside)()。通过包括 1D-NMR(H NMR、C NMR、DEPT-135)、2D-NMR(COSY、NOESY、HSQC、HMBC)和 HRMS 在内的光谱方法确定了化合物的结构。在计算机模拟中,分离出的化合物被证明可以很好地容纳在髓过氧化物酶和诱导型一氧化氮合酶的抑制剂结合口袋中,并主要通过氢键和π 效应固定。因此,可以合理地假设,一些 - 衍生的植物化学物质先前确立的抗炎特性可能部分归因于对促炎酶活性的调节。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/9cff/8838668/2d3f2f7cf5eb/molecules-27-00684-g001.jpg

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