Undescribed and known phenolic acid derivatives with significant antioxidant activity from the Scorzonera parviflora Jacq. roots.

IF 2.5 3区 医学 Q3 CHEMISTRY, MEDICINAL Fitoterapia Pub Date : 2025-01-01 Epub Date: 2024-12-05 DOI:10.1016/j.fitote.2024.106328
Özlem Bahadır Acıkara, Ufuk Ataman, Christian Zidorn, Josef Cvacka, Ekin Kurtul, Milos Buděšínský, Lucie Bednarova, Sezen Yılmaz Sarıaltın
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Abstract

The antioxidant activity of Scorzonera parviflora Jacq. roots were assessed by measuring their ability to scavenge ABTS and DPPH radicals. Bioactivity-guided fractionation was utilized to identify the compound(s) responsible for this activity. The most active phase, ethyl acetate, was isolated using column chromatography. The resulting fractions were then purified using preparative TLC on reverse phase and semi-preparative HPLC. The structures of the pure compounds were elucidated by spectral analysis (MS and 1H, 13C, 2D-NMR). Three undescribed phenolic acid derivatives, namely parvifloric acid A (1), B (2), and C (3), and one new sesquiterpene lactone, parviflorin (4) together with seven known compounds were isolated and identified as scopolin (5), scopoletin (6), caffeic acid (7), protocatechuic acid (8), 4,5-O-dicaffeoylquinic acid (9) 3,5-O-dicaffeoylquinic acid (10), and 3,5-O-dicaffeoylquinic acid methyl ester (11). Finally, the pure compounds obtained were tested to evaluate their antioxidant capacities, using ABTS and DPPH radical scavenging potencies. The highest activity was observed with 3,5-O-dicaffeoylquinic acid (10), followed by its methyl ester.

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未描述的和已知的具有显著抗氧化活性的小花楸酚酸衍生物。的根源。
小檗碱的抗氧化活性研究。通过测定其清除ABTS和DPPH自由基的能力来评估根。利用生物活性引导分馏来鉴定产生这种活性的化合物。用柱层析法分离出最活性相乙酸乙酯。然后用反相制备薄层色谱和半制备高效液相色谱对所得组分进行纯化。通过谱分析(MS和1H, 13C, 2D-NMR)对纯化合物的结构进行了鉴定。分离得到3个未描述的酚酸衍生物,即小红花酸A(1)、B(2)和C(3),以及1个新的倍半萜内酯小红花酸(4)和7个已知化合物,鉴定为东莨菪碱(5)、东莨菪碱(6)、咖啡酸(7)、原儿茶酸(8)、4,5- o -二咖啡酰奎宁酸(9)、3,5- o -二咖啡酰奎宁酸(10)和3,5- o -二咖啡酰奎宁酸甲酯(11)。最后,利用ABTS和DPPH自由基清除能力,对得到的纯化合物进行了抗氧化能力测试。活性最高的是3,5- o -二咖啡酰奎宁酸(10),其次是其甲酯。
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来源期刊
Fitoterapia
Fitoterapia 医学-药学
CiteScore
5.80
自引率
2.90%
发文量
198
审稿时长
1.5 months
期刊介绍: Fitoterapia is a Journal dedicated to medicinal plants and to bioactive natural products of plant origin. It publishes original contributions in seven major areas: 1. Characterization of active ingredients of medicinal plants 2. Development of standardization method for bioactive plant extracts and natural products 3. Identification of bioactivity in plant extracts 4. Identification of targets and mechanism of activity of plant extracts 5. Production and genomic characterization of medicinal plants biomass 6. Chemistry and biochemistry of bioactive natural products of plant origin 7. Critical reviews of the historical, clinical and legal status of medicinal plants, and accounts on topical issues.
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