关键词: Cinnamomum cassia (L.) J.Presl antioxidant capacity heterodimers phenylpropanoids α-glucosidase inhibitory activity

Mesh : Plant Bark / chemistry Glycosides / chemistry pharmacology Cinnamomum aromaticum / chemistry Glycoside Hydrolase Inhibitors / chemistry pharmacology Antioxidants / chemistry pharmacology Molecular Structure Plant Extracts / chemistry pharmacology alpha-Glucosidases / chemistry metabolism Dimerization

来  源:   DOI:10.1021/acs.jafc.4c02129

Abstract:
Six new phenylpropanoid glycosides (1-6), two new phenylethanol glycosides (7 and 8), one new phenylmethanol glycoside (9), three new phenylpropanoid dimers (10-12), two new phenylpropanoid-flavan-3-ol heterodimers (13 and 14), and six known relevant compounds (15-20) were isolated and identified from the well-liked edible and medicinal substance (the bark of Cinnamomum cassia (L.) J.Presl). The structures of these isolates were determined by using spectroscopic analyses, chemical methods, and quantum chemical calculations. Notably, compounds 4-9 were rare apiuronyl-containing glycosides, and compounds 13 and 14 were heterodimers of phenylpropanoids and flavan-3-ols linked through C-9″-C-8 bonds. The antioxidant and α-glucosidase inhibitory activities of all isolates were evaluated. Compounds 10 and 12 exhibited DPPH radical scavenging capacities with IC50 values of 20.1 and 13.0 μM, respectively (vitamin C IC50 value of 14.3 μM). In the ORAC experiment, all these compounds exhibited different levels of capacity for scavenging free radicals, and compound 10 displayed extraordinary free radical scavenging capacity with the ORAC value of 6.42 ± 0.01 μM TE/μM (EGCG ORAC value of 1.54 ± 0.02 μM TE/μM). Compound 12 also showed significant α-glucosidase inhibitory activity with an IC50 of 56.3 μM (acarbose IC50 of 519.4 μM).
摘要:
六个新的苯丙素糖苷(1-6),两种新的苯乙醇糖苷(7和8),一种新的苯基甲醇糖苷(9),三个新的苯丙烷二聚体(10-12),两个新的苯丙素-黄烷-3-醇异二聚体(13和14),并从受欢迎的可食用和药用物质中分离并鉴定了六个已知的相关化合物(15-20)(肉桂的树皮(L.)J.Presl)。这些分离物的结构是通过光谱分析确定的,化学方法,和量子化学计算。值得注意的是,化合物4-9是罕见的含吡喃酰基的糖苷,化合物13和14是通过C-9″-C-8键连接的苯丙素类和黄烷-3-醇的异二聚体。评价了所有分离物的抗氧化和α-葡萄糖苷酶抑制活性。化合物10和12表现出DPPH自由基清除能力,IC50值为20.1和13.0μM,(维生素CIC50值为14.3μM)。在ORAC实验中,所有这些化合物表现出不同水平的清除自由基的能力,和化合物10显示出非凡的自由基清除能力,ORAC值为6.42±0.01μMTE/μM(EGCGORAC值为1.54±0.02μMTE/μM)。化合物12也显示出显著的α-葡糖苷酶抑制活性,IC50为56.3μM(阿卡波糖IC50为519.4μM)。
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