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Antioxidant chemical constituents from the herb of Plantago asiatica L.

Xue Lu, Na Han, Huijing Liu, Zhihui Liu, Jun Yin*   

  1. Development and Utilization Key Laboratory of Northeast Plant Materials, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China
  • 收稿日期:2016-05-18 修回日期:2016-08-02 出版日期:2018-10-20 发布日期:2018-11-13

Antioxidant chemical constituents from the herb of Plantago asiatica L.

Xue Lu, Na Han, Huijing Liu, Zhihui Liu, Jun Yin*   

  1. Development and Utilization Key Laboratory of Northeast Plant Materials, School of Traditional Chinese Materia Medica, Shenyang Pharmaceutical University, Shenyang 110016, China
  • Received:2016-05-18 Revised:2016-08-02 Online:2018-10-20 Published:2018-11-13
  • Contact: Shenyang Pharmaceutical University, 103 Wenhua Road, Shenyang 110016, China; Tel: +86-24-23986491; E-mail: yinjun826@sina. com.

摘要: N-BuOH fraction from aqueous extract of the herb of Plantago asiatica L. showed the best antioxidant activity by bioassay guided fractionation. Using column chromatography, fourteen compounds were isolated from the active fraction, including adenosine (1), uridine (2), thymidine (3), adenine (4), megastigmane-7-ene-3, 5, 6, 9-tetrol (5), 9-hydroxy-megastigman-4, 7-dien- 3-one-9-O-β-D-glucopyranoside (6), 2-(3, 4-dihydroxy)-phenyl-ethyl-O-β-D-glucopyranoside (7), plantainoside D (8), darendoside B (9), Savaside A (10), oct-1-en-3-ol-O-β-D-glucopyranosyl-(1″→2′)-O-β-D-glucopyranoside (11), linarin (12), syringaresinol-4'- O-β-D-glucopyranoside (13) and caprolactam (14), chemical structures of these compounds were identified on the basis of NMR spectroscopy evidence. Among them, compound 12 was obtained from this plant for the first time, and compound 5, 6, 7, 9 and 10 were isolated from the genus of Plantago firstly, moreover, compound 5 and 6 belong to the kind of megastigmane, which was not found in the Plantago genus before. Moreover, by using DPPH radical scavenging assay, we knew that compound 1 exhibited the antioxidant activity.

关键词: Plantago asiatica, chemical comstituents, antioxidant activity, n-BuOH fraction

Abstract: N-BuOH fraction from aqueous extract of the herb of Plantago asiatica L. showed the best antioxidant activity by bioassay guided fractionation. Using column chromatography, fourteen compounds were isolated from the active fraction, including adenosine (1), uridine (2), thymidine (3), adenine (4), megastigmane-7-ene-3, 5, 6, 9-tetrol (5), 9-hydroxy-megastigman-4, 7-dien- 3-one-9-O-β-D-glucopyranoside (6), 2-(3, 4-dihydroxy)-phenyl-ethyl-O-β-D-glucopyranoside (7), plantainoside D (8), darendoside B (9), Savaside A (10), oct-1-en-3-ol-O-β-D-glucopyranosyl-(1″→2′)-O-β-D-glucopyranoside (11), linarin (12), syringaresinol-4'- O-β-D-glucopyranoside (13) and caprolactam (14), chemical structures of these compounds were identified on the basis of NMR spectroscopy evidence. Among them, compound 12 was obtained from this plant for the first time, and compound 5, 6, 7, 9 and 10 were isolated from the genus of Plantago firstly, moreover, compound 5 and 6 belong to the kind of megastigmane, which was not found in the Plantago genus before. Moreover, by using DPPH radical scavenging assay, we knew that compound 1 exhibited the antioxidant activity.

Key words: Plantago asiatica, chemical comstituents, antioxidant activity, n-BuOH fraction