Glycosylated Phenols and an Unprecedented Diacid from the Saudi Plant Cissus rotundifolia,Journal of Natural Products

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Glycosylated Phenols and an Unprecedented Diacid from the Saudi Plant Cissus rotundifolia
Journal of Natural Products ( IF 3.3 ) Pub Date : 2020-11-11 , DOI: 10.1021/acs.jnatprod.0c00597
Jawaher Alqahtani _{1,

2} , Carmen Formisano ₁ , Giuseppina Chianese ₁ , Paolo Luciano ₁ , Mariano Stornaiuolo ₁ , Shagufta Perveen ₂ , Orazio Taglialatela-Scafati ₁

Affiliation

Bioassay-guided investigation of the Saudi medicinal and edible plant Cissus rotundifolia yielded seven metabolites, including the new sucrose diester cissuxinoside (1) and the unprecedented cissoic acid (2), belonging to unusual classes of secondary metabolites. Their chemical structures were elucidated through a combination of HR-MS and NMR data. The absolute configuration of cissoic acid was assigned by comparison of experimental and TDDFT-calculated electronic circular dichroism spectra. In addition, three rare C-glycosyl flavones (3–5) were fully characterized, and for 3 and 4 NMR data are reported here for the first time. This study identified 1-O-(4-coumaroyl)-β-d-glucopyranose (7) as the main compound responsible for the glucose uptake stimulation effect exerted by the extract.

中文翻译：

糖基化苯酚和沙特植物圆叶圆叶中的一种前所未有的二酸

对沙特药用和食用植物Cissus rotundifolia进行的生物测定引导研究产生了七种代谢物，包括新的蔗糖二酯顺式皂苷 ( 1 ) 和前所未有的顺索酸 ( 2 )，属于不寻常的次生代谢物类别。通过 HR-MS 和 NMR 数据的组合阐明了它们的化学结构。通过比较实验和 TDDFT 计算的电子圆二色光谱，确定了cissoic 酸的绝对构型。此外，还对三种稀有C-糖基黄酮 ( 3 – 5 ) 进行了充分表征，对于3和4核磁共振数据首次在此报告。该研究确定 1 - O- (4-香豆酰基)-β- d-吡喃葡萄糖( 7 ) 作为负责提取物发挥葡萄糖摄取刺激作用的主要化合物。

更新日期：2020-11-25

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