Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i>
The health benefits of <i>Dracocephalum heterophyllum</i> are widely reported in traditional Tibetan medicines, but the reported chemical composition is limited, probably due to difficulties in separating and purifying compounds. In this study, antioxidative phenylethanoids were isolated...
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2022-04-01
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| author | Yue Lv Ze Wang Qian Wu Yan Fang Qilan Wang Gang Li Jun Dang |
| author_facet | Yue Lv Ze Wang Qian Wu Yan Fang Qilan Wang Gang Li Jun Dang |
| author_sort | Yue Lv |
| collection | DOAJ |
| description | The health benefits of <i>Dracocephalum heterophyllum</i> are widely reported in traditional Tibetan medicines, but the reported chemical composition is limited, probably due to difficulties in separating and purifying compounds. In this study, antioxidative phenylethanoids were isolated from an extract of <i>Dracocephalum heterophyllum</i> using medium- and high-pressure liquid chromatography, coupled with on-line HPLC–1,1-diphenyl-2-picrylhydrazyl recognition. Firstly, crude samples (1.3 kg) of <i>Dracocephalum heterophyllum</i> were pretreated via silica gel medium-pressure liquid chromatography to yield 994.0 g of Fr2, of which 10.8 g was then pretreated via MCI GEL<sup>®</sup>CHP20P medium-pressure liquid chromatography. The resulting Fr23 and Fr25 were further separated and purified using high-pressure liquid chromatography, and yielded 8.08 mg of Fr2391, 9.76 mg of Fr2551, 16.09 mg of Fr2581, and 8.75 mg of Fr2582. Furthermore, analysis of the purity and structures of the phenylethanoids suggested that Fr2391, Fr2551, Fr2581, and Fr2582 corresponded to decaffeoylverbascoside, rosmarinic acid, acteoside, and 2′-O-acetylplantamajoside, respectively, with all being over 95% pure. Finally, the antioxidant potential of the compounds was explored based on their ability to scavenge 1,1-diphenyl-2-picrylhydrazine, as well as through molecular docking of proteins related to antioxidant pathways. Altogether, our findings revealed that the proposed method is promising for separating pure antioxidative phenylethanoids from other natural compounds. |
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| spelling | doaj.art-d77f4e143aa7462e9ea6c64fe569b56e2023-11-23T13:04:26ZengMDPI AGSeparations2297-87392022-04-019511110.3390/separations9050111Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i>Yue Lv0Ze Wang1Qian Wu2Yan Fang3Qilan Wang4Gang Li5Jun Dang6Center for Mitochondria and Healthy Aging, College of Life Sciences, Yantai University, Yantai 264005, ChinaKey Laboratory of Tibetan Medicine Research, Chinese Academy of Sciences, Xining 810008, ChinaSinochem Lantian Trading Co., Ltd., Hangzhou 310051, ChinaCenter for Mitochondria and Healthy Aging, College of Life Sciences, Yantai University, Yantai 264005, ChinaKey Laboratory of Tibetan Medicine Research, Chinese Academy of Sciences, Xining 810008, ChinaCenter for Mitochondria and Healthy Aging, College of Life Sciences, Yantai University, Yantai 264005, ChinaKey Laboratory of Tibetan Medicine Research, Chinese Academy of Sciences, Xining 810008, ChinaThe health benefits of <i>Dracocephalum heterophyllum</i> are widely reported in traditional Tibetan medicines, but the reported chemical composition is limited, probably due to difficulties in separating and purifying compounds. In this study, antioxidative phenylethanoids were isolated from an extract of <i>Dracocephalum heterophyllum</i> using medium- and high-pressure liquid chromatography, coupled with on-line HPLC–1,1-diphenyl-2-picrylhydrazyl recognition. Firstly, crude samples (1.3 kg) of <i>Dracocephalum heterophyllum</i> were pretreated via silica gel medium-pressure liquid chromatography to yield 994.0 g of Fr2, of which 10.8 g was then pretreated via MCI GEL<sup>®</sup>CHP20P medium-pressure liquid chromatography. The resulting Fr23 and Fr25 were further separated and purified using high-pressure liquid chromatography, and yielded 8.08 mg of Fr2391, 9.76 mg of Fr2551, 16.09 mg of Fr2581, and 8.75 mg of Fr2582. Furthermore, analysis of the purity and structures of the phenylethanoids suggested that Fr2391, Fr2551, Fr2581, and Fr2582 corresponded to decaffeoylverbascoside, rosmarinic acid, acteoside, and 2′-O-acetylplantamajoside, respectively, with all being over 95% pure. Finally, the antioxidant potential of the compounds was explored based on their ability to scavenge 1,1-diphenyl-2-picrylhydrazine, as well as through molecular docking of proteins related to antioxidant pathways. Altogether, our findings revealed that the proposed method is promising for separating pure antioxidative phenylethanoids from other natural compounds.https://www.mdpi.com/2297-8739/9/5/111<i>Dracocephalum heterophyllum</i>on-line HPLC-1,1-diphenyl-2-picrylhydrazyl recognitionhigh-pressure liquid chromatographymedium-pressure liquid chromatographyantioxidant activity |
| spellingShingle | Yue Lv Ze Wang Qian Wu Yan Fang Qilan Wang Gang Li Jun Dang Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i> Separations <i>Dracocephalum heterophyllum</i> on-line HPLC-1,1-diphenyl-2-picrylhydrazyl recognition high-pressure liquid chromatography medium-pressure liquid chromatography antioxidant activity |
| title | Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i> |
| title_full | Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i> |
| title_fullStr | Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i> |
| title_full_unstemmed | Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i> |
| title_short | Preparation and Antioxidant Activities of Phenylethanoids from <i>Dracocephalum heterophyllum</i> |
| title_sort | preparation and antioxidant activities of phenylethanoids from i dracocephalum heterophyllum i |
| topic | <i>Dracocephalum heterophyllum</i> on-line HPLC-1,1-diphenyl-2-picrylhydrazyl recognition high-pressure liquid chromatography medium-pressure liquid chromatography antioxidant activity |
| url | https://www.mdpi.com/2297-8739/9/5/111 |
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