关键词: Adoxaceae Lignan constituents Viburnum urceolatum α-Amylase inhibition α-Glucosidase inhibition

Mesh : alpha-Glucosidases / metabolism alpha-Amylases Viburnum / chemistry metabolism Fruit / chemistry Molecular Structure Glycoside Hydrolase Inhibitors / pharmacology chemistry Lignans / chemistry

来  源:   DOI:10.1016/j.phytochem.2023.113895

Abstract:
Eleven previously undescribed lignan constituents, including five 8-O-4\' type neolignans, viburnurcosides A-E (1-5), three benzofuran type neolignans, viburnurcosides F-H (6-8), and three tetrahydrofuran type lignans, viburnurcosides I-K (9-11), were isolated from the fruits of Viburnum urceolatum. The structures of all isolates were elucidated by an extensive analysis of the NMR and HRESIMS data. The absolute configurations of these compounds were determined by quantum-chemical electronic circular dichroism calculation and comparison. The sugar units of viburnurcosides A-K were identified by acid hydrolysis and HPLC analysis of the chiral derivatives of monosaccharides. The in vitro enzyme inhibition assay exhibited that viburnurcoside J (10) had the most potent inhibitory activity against α-amylase and α-glucosidase with the IC50 values of 19.75 and 9.14 μM, respectively, which were stronger than those of the positive control acarbose (37.31 and 26.75 μM, respectively). The potential binding modes of viburnurcoside J (10) with α-amylase and α-glucosidase were also analyzed by molecular modeling.
摘要:
11种以前未描述的木酚素成分,包括5个8-O-4型的新利文,viburnurcosidesA-E(1-5),三种苯并呋喃型新木脂素,viburnurcosidesF-H(6-8),和三种四氢呋喃型木脂素,viburnurcosidesI-K(9-11),是从泡菜的果实中分离出来的。通过对NMR和HRESIMS数据的广泛分析阐明了所有分离物的结构。通过量子化学电子圆二色性计算和比较确定这些化合物的绝对构型。通过酸水解和单糖手性衍生物的HPLC分析鉴定了维诺糖苷A-K的糖单元。体外酶抑制试验表明,维纳糖苷J(10)对α-淀粉酶和α-葡萄糖苷酶具有最强的抑制活性,IC50值为19.75和9.14μM,分别,比阳性对照阿卡波糖(37.31和26.75μM,分别)。还通过分子建模分析了viburnurcosideJ(10)与α-淀粉酶和α-葡萄糖苷酶的潜在结合模式。
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