香豆素和二氢异香豆素衍生物的体外抗糖尿病、抗阿尔茨海默病、抗酪氨酸酶、抗氧化活性

H. Şahi̇n
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引用次数: 1

摘要

苯并α-吡咯酮结构香豆素衍生物是1822年首次从香马ouna odorata中获得的次生代谢产物。香豆素及其结构异构体二氢异香豆素衍生物在自然界中有许多不同的来源。这些化合物的几种不同的生物活性已被报道。本研究采用体外筛选的方法,对从药用植物中获得的4种香豆素衍生物(蛇皮素、一水蛇皮素、伞花香豆素、天冬酮)和4种已分离的3-苯基-3,4-二氢异香豆素衍生物(雷牛蒡醇C、scorzocreticoside I、scorzocreticoside II、scorzopymaecoside)进行了初步的活性筛选和比较。对化合物的α-葡萄糖苷酶、乙酰胆碱酯酶、丁基胆碱酯酶、酪氨酸酶抑制活性和抗氧化活性进行了评价。因此,与香豆素结构相比,雷牛蒡醇C(3,4-二氢异香豆素结构的游离非糖基化形式)在所有酶抑制活性方面都表现出更好的潜力。值得注意的是,该化合物的α-葡萄糖苷酶抑制活性与标准阿卡波糖(1036.2±2.70µM)相比,IC50值(94.76±2.98µM)非常低(94.76±2.98µM)。3,4-二氢异香豆素结构的糖基化和/或甲氧基取代导致所有测试酶的抑制活性显著降低。esculin MH、伞花酮、天冬酮、scorzcreticcoside I和scorzopygmaeceoside的结构可能在进一步的合成研究中被认为是选择性乙酰胆碱酯酶抑制剂。在抑制酪氨酸酶活性方面,雷牛蒡醇C具有广阔的应用前景。通过对2,2-二苯基-1-吡啶-水合肼自由基的清除、2,2 ' -氮基-双(3-乙基苯并噻唑-6-磺酸阳离子自由基的脱色和铜离子还原抗氧化能力的测定,槲皮素和雷牛蒡醇C的抗氧化活性最高,具有较高的电位。
本文章由计算机程序翻译,如有差异,请以英文原文为准。
In-vitro anti-diabetic, anti-Alzheimer, anti-tyrosinase, antioxidant activities of selected coumarin and dihydroisocoumarin derivatives
Benzo-α-pyrone structured coumarin derivatives are secondary metabolites first obtained from Coumarouna odorata in 1822. Coumarin and its structural isomer dihydroisocoumarin derivatives are found in many different sources in nature. Several different bioactivities of these compounds have been reported. In this study, preliminary activity screening and comparison of four purchased coumarin derivatives (esculetin, esculin monohydrate, umbelliferon, scoparone) and four previously isolated 3-phenyl-3,4-dihydroisocoumarin derivatives (thunberginol C, scorzocreticoside I, scorzocreticoside II, scorzopygmaecoside) from a medicinal plant were carried out by in-vitro methods. α-Glucosidase, acetylcholinesterase, butyrylcholinesterase, tyrosinase inhibitor activities and antioxidant potentials of the compounds were evaluated. Consequently, thunberginol C (free – not glycosylated form of 3,4-dihydroisocoumarin structure) showed better potential in all enzyme inhibitory activities compared to coumarin structure. Particularly, α-glucosidase inhibitory activity of this compound with a very low IC50 value (94.76±2.98 µM) compared to standard acarbose (1036.2±2.70 µM) should be noted. Glycosylation and/or methoxy substitution of 3,4-dihydroisocoumarin structure resulted a significant decrease in all tested enzyme inhibitory activities. The structures of esculin MH, umbelliferone, scoparone, scorzocreticoside I, and scorzopygmaeceoside might be considered in further synthetic studies as selective acetylcholinesterase inhibitors. Thunberginol C has a promising potential in tyrosinase inhibitory activity. Esculetin and thunberginol C showed the best results with high potentials in antioxidant activity via 2,2-diphenyl-1-picryl-hydrazyl-hydrate free radical scavenging, 2,2′-azino-bis(3-ethylbenzothiazoline-6-sulfonic acid cation radical decolorization, and cupric ion reducing antioxidant capacity assays compared to the standards.
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来源期刊
International Journal of Secondary Metabolite
International Journal of Secondary Metabolite Biochemistry, Genetics and Molecular Biology-Biotechnology
CiteScore
1.40
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28
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