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凤尾兰:一种具有强抗氧化活性的酚类衍生物来源。

Yucca gloriosa: a source of phenolic derivatives with strong antioxidant activity.

作者信息

Bassarello Carla, Bifulco Giuseppe, Montoro Paola, Skhirtladze Alexandre, Benidze Mariam, Kemertelidze Ether, Pizza Cosimo, Piacente Sonia

机构信息

Dipartimento di Scienze Farmaceutiche, Università degli Studi di Salerno, Via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy.

出版信息

J Agric Food Chem. 2007 Aug 8;55(16):6636-42. doi: 10.1021/jf071131n. Epub 2007 Jul 11.

DOI:10.1021/jf071131n
PMID:17625876
Abstract

On the basis of the biological activities exhibited by the phenolic constituents of Yucca schidigera, the antioxidant activity of the methanol extract of Yucca gloriosa roots was evaluated in the TEAC assay. The strong activity exerted by this extract prompted investigation of its phenolic constituents, yielding three new phenolic derivatives, gloriosaols C, D, and E, along with gloriosaols A and B previously isolated from Y. gloriosa roots and yuccaols C-E isolated from Y. schidigera. ESIMS and NMR data of gloriosaols C-E closely resembled those reported for gloriosaols A and B, two diasteroisomers characterized by unusual spirostructures. Careful inspection of ROESY spectra revealed that gloriosaols C-E are diastereoisomers of gloriosaols A and B. A possible assignment of the relative configuration of gloriosaols C-E, derived according to an integrated NMR-quantum mechanical (QM) approach, which was already applied to the determination of the stereostructures of gloriosaols A and B, is also proposed. Gloriosaols A-E exhibited potent antioxidant activity measured by the TEAC assay, showing the potential use of Y. gloriosa as a source of antioxidant principles.

摘要

基于丝兰属植物的酚类成分所表现出的生物活性,在TEAC分析中对凤尾兰根甲醇提取物的抗氧化活性进行了评估。该提取物表现出的强活性促使对其酚类成分进行研究,从中得到了三种新的酚类衍生物,即凤尾兰醇C、D和E,以及先前从凤尾兰根中分离出的凤尾兰醇A和B,还有从丝兰属植物中分离出的丝兰醇C - E。凤尾兰醇C - E的电喷雾电离质谱(ESIMS)和核磁共振(NMR)数据与已报道的凤尾兰醇A和B的相关数据极为相似,凤尾兰醇A和B是两种具有不寻常螺环结构特征的非对映异构体。对旋转坐标系核Overhauser效应光谱(ROESY)的仔细检查表明,凤尾兰醇C - E是凤尾兰醇A和B的非对映异构体。还提出了一种根据核磁共振 - 量子力学(QM)综合方法推导的凤尾兰醇C - E相对构型的可能归属,该方法已应用于确定凤尾兰醇A和B的立体结构。通过TEAC分析测定,凤尾兰醇A - E表现出强大的抗氧化活性,表明凤尾兰作为抗氧化成分来源具有潜在用途。

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