Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq.
Two new polyynes, named oplopantriol A (5) and oplopantriol B (6), were isolated from the root bark of Oplopanax horridus (Smith) Miq, an ethnic medicinal plant of North America, along with four known polyynes: (3S,8S)-falcarindiol (1), oplopandiol (2), (11S,16S,9Z)-9,17-octadecadiene-12,14-diyne-1,...
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| Format: | Article |
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MDPI AG
2010-02-01
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| Series: | Molecules |
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| Online Access: | http://www.mdpi.com/1420-3049/15/2/1089/ |
| _version_ | 1818750094665580544 |
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| author | Shao-Ping Li Chun-Su Yuan Chong-Zhi Wang Qing-Wen Zhang Wei-Hua Huang |
| author_facet | Shao-Ping Li Chun-Su Yuan Chong-Zhi Wang Qing-Wen Zhang Wei-Hua Huang |
| author_sort | Shao-Ping Li |
| collection | DOAJ |
| description | Two new polyynes, named oplopantriol A (5) and oplopantriol B (6), were isolated from the root bark of Oplopanax horridus (Smith) Miq, an ethnic medicinal plant of North America, along with four known polyynes: (3S,8S)-falcarindiol (1), oplopandiol (2), (11S,16S,9Z)-9,17-octadecadiene-12,14-diyne-1,11,16-triol, 1-acetate (3) and oplopandiol acetate (4). The structures of the new compounds were elucidated by detailed spectroscopic analyses, including 1D and 2D NMR techniques and chemical methods. The absolute configurations of the new compounds 5 and 6 were determined by comparing their optical rotation values with the hydrolysis products of the known compounds 3 and 4, respectively, derived from the same plant. On the basis of an analysis of their physical and chemical properties we show that the alkaline hydrolysis of 3 and 4 afforded the new compounds 5 and 6, respectively. |
| first_indexed | 2024-12-18T04:14:13Z |
| format | Article |
| id | doaj.art-29c8d351cbcb40edb40daec638c74f0f |
| institution | Directory Open Access Journal |
| issn | 1420-3049 |
| language | English |
| last_indexed | 2024-12-18T04:14:13Z |
| publishDate | 2010-02-01 |
| publisher | MDPI AG |
| record_format | Article |
| series | Molecules |
| spelling | doaj.art-29c8d351cbcb40edb40daec638c74f0f2022-12-21T21:21:24ZengMDPI AGMolecules1420-30492010-02-011521089109610.3390/molecules15021089Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq.Shao-Ping LiChun-Su YuanChong-Zhi WangQing-Wen ZhangWei-Hua HuangTwo new polyynes, named oplopantriol A (5) and oplopantriol B (6), were isolated from the root bark of Oplopanax horridus (Smith) Miq, an ethnic medicinal plant of North America, along with four known polyynes: (3S,8S)-falcarindiol (1), oplopandiol (2), (11S,16S,9Z)-9,17-octadecadiene-12,14-diyne-1,11,16-triol, 1-acetate (3) and oplopandiol acetate (4). The structures of the new compounds were elucidated by detailed spectroscopic analyses, including 1D and 2D NMR techniques and chemical methods. The absolute configurations of the new compounds 5 and 6 were determined by comparing their optical rotation values with the hydrolysis products of the known compounds 3 and 4, respectively, derived from the same plant. On the basis of an analysis of their physical and chemical properties we show that the alkaline hydrolysis of 3 and 4 afforded the new compounds 5 and 6, respectively.http://www.mdpi.com/1420-3049/15/2/1089/Oplopanax horriduspolyyneoplopantriol A and Balkaline hydrolysis |
| spellingShingle | Shao-Ping Li Chun-Su Yuan Chong-Zhi Wang Qing-Wen Zhang Wei-Hua Huang Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq. Molecules Oplopanax horridus polyyne oplopantriol A and B alkaline hydrolysis |
| title | Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq. |
| title_full | Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq. |
| title_fullStr | Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq. |
| title_full_unstemmed | Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq. |
| title_short | Isolation and Identification of Two New Polyynes from a North American Ethnic Medicinal Plant--Oplopanax horridus (Smith) Miq. |
| title_sort | isolation and identification of two new polyynes from a north american ethnic medicinal plant oplopanax horridus smith miq |
| topic | Oplopanax horridus polyyne oplopantriol A and B alkaline hydrolysis |
| url | http://www.mdpi.com/1420-3049/15/2/1089/ |
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