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从 var. 和 subsp. var. 中分离得到的异喹啉生物碱,具有生物活性研究。

Isoquinoline alkaloids isolated from var. and subsp. var. with bioactivity studies.

机构信息

Department of Pharmacognosy, Faculty of Pharmacy, Bezmialem Vakif University, Istanbul, Turkey.

Department of Pharmacognosy, Institute of Health Sciences, Istanbul University, Istanbul, Turkey.

出版信息

Pharm Biol. 2023 Dec;61(1):907-917. doi: 10.1080/13880209.2023.2218881.

Abstract

CONTEXT

The genus Mill., one of the important Papaveraceae family plants, is rich in isoquinoline alkaloids and distributed worldwide.

OBJECTIVE

Isolation and identification of bioactive alkaloids from Boiss. & Huet. subsp. (Nabelek) Mory var. (Cullen) Mory and (L.) Rudolph var. (Aslan 2012) and investigation of their antioxidant and anticholinesterase activities.

MATERIALS AND METHODS

The aerial parts of each plant were dried, powdered, and percolated with methanol, then each extract was fractionated between 50% aqueous acetic acid and petroleum. Their aqueous acidic layer was adjusted to pH 7-8 with NHOH and extracted with chloroform, the extract was subjected to CC separation and isolation. Structures of the isolated alkaloids were elucidated by 1D and 2D-NMR and mass spectral analyses. The alkaloid extracts and their pure alkaloids were tested for anti-cholinesterase (AChE and BuChE) and antioxidant (ABTS, CUPRAC, β-carotene linoleic acid tests) activities .

RESULTS

Methanol extracts of subsp. var. and var. afforded a novel compound glauciumoline and seven known isoquinoline alkaloids three of which have an aporphine-type and the other five have a protopine-type skeleton. Among them, -protopinium () and -protopinium () were isolated from a species for the first time. Tertiary amine extracts (TAEs) of both plants showed very strong acetylcholinesterase inhibitory activity. The TAE of the plants also showed strong antioxidant activity while the isolated alkaloids showed no meaningful activity in the anticholinesterase and antioxidant tests.

DISCUSSION AND CONCLUSIONS

species are considered promising therapeutic agents in the treatment of Alzheimer's disease.

摘要

背景

罂粟科植物中最重要的属之一 Mill. 富含异喹啉生物碱,分布于世界各地。

目的

从 Boiss. & Huet. 亚种(Nabelek)Mory 变种(Cullen)Mory 和 (L.)Rudolph 变种(Aslan 2012)中分离和鉴定生物活性生物碱,并研究其抗氧化和抗胆碱酯酶活性。

材料和方法

将每种植物的地上部分干燥、粉碎,用甲醇渗滤,然后将每种提取物在 50%的乙酸水溶液和石油之间进行分馏。将它们的酸性水层用 NHOH 调节至 pH 7-8,并用氯仿萃取,提取物经 CC 分离和分离。通过 1D 和 2D-NMR 和质谱分析阐明分离得到的生物碱的结构。生物碱提取物及其纯生物碱均进行了抗胆碱酯酶(AChE 和 BuChE)和抗氧化(ABTS、CUPRAC、β-胡萝卜素亚油酸测试)活性测试。

结果

亚种变种和变种的甲醇提取物提供了一种新的化合物 Glauciumoline 和七种已知的异喹啉生物碱,其中三种具有阿朴啡型,另外五种具有原阿朴啡型骨架。其中,-普罗托品()和-普罗托品()是首次从 种中分离出来的。两种植物的叔胺提取物(TAEs)均显示出很强的乙酰胆碱酯酶抑制活性。植物的 TAE 还表现出很强的抗氧化活性,而分离得到的生物碱在抗胆碱酯酶和抗氧化试验中没有表现出有意义的活性。

讨论与结论

认为 种是治疗阿尔茨海默病的有前途的治疗剂。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/b293/10281404/50b0a05993be/IPHB_A_2218881_F0001_C.jpg

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