Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR
Abstract Rhodoterpenoids A‒C (1‒3), three new rearranged triterpenoids, together with one new biogenetically related compound, rhodoterpenoid D (4), were isolated and efficiently elucidated from Rhododendron latoucheae by high-performance liquid chromatography−mass spectrometry−solid-phase extractio...
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| Format: | Article |
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Nature Portfolio
2017-08-01
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| Series: | Scientific Reports |
| Online Access: | https://doi.org/10.1038/s41598-017-06320-x |
| _version_ | 1818840986612137984 |
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| author | Fei Liu Ya-Nan Wang Yong Li Shuang-Gang Ma Jing Qu Yun-Bao Liu Chang-Shan Niu Zhong-Hai Tang Tian-Tai Zhang Yu-Huan Li Li Li Shi-Shan Yu |
| author_facet | Fei Liu Ya-Nan Wang Yong Li Shuang-Gang Ma Jing Qu Yun-Bao Liu Chang-Shan Niu Zhong-Hai Tang Tian-Tai Zhang Yu-Huan Li Li Li Shi-Shan Yu |
| author_sort | Fei Liu |
| collection | DOAJ |
| description | Abstract Rhodoterpenoids A‒C (1‒3), three new rearranged triterpenoids, together with one new biogenetically related compound, rhodoterpenoid D (4), were isolated and efficiently elucidated from Rhododendron latoucheae by high-performance liquid chromatography−mass spectrometry−solid-phase extraction−nuclear magnetic resonance (HPLC‒MS‒SPE‒NMR). Compounds 1 and 2 possess an unprecedented skeleton with a 5/7/6/6/6-fused pentacyclic ring system, while compound 3 contains a unique 6/7/6/6/6-fused pentacyclic carbon backbone. Their structures were determined by extensive spectroscopic methods and electronic circular dichroism (ECD) analyses. Plausible biogenetic pathways for 1‒4 were proposed. Compounds 1 and 4 showed potential activity against herpes simplex virus 1 (HSV-1) with IC50 values of 8.62 and 6.87 μM, respectively. |
| first_indexed | 2024-12-19T04:18:54Z |
| format | Article |
| id | doaj.art-7df32c212e6448dd9bbec9ffd9ef6021 |
| institution | Directory Open Access Journal |
| issn | 2045-2322 |
| language | English |
| last_indexed | 2024-12-19T04:18:54Z |
| publishDate | 2017-08-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Scientific Reports |
| spelling | doaj.art-7df32c212e6448dd9bbec9ffd9ef60212022-12-21T20:36:14ZengNature PortfolioScientific Reports2045-23222017-08-017111010.1038/s41598-017-06320-xRhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMRFei Liu0Ya-Nan Wang1Yong Li2Shuang-Gang Ma3Jing Qu4Yun-Bao Liu5Chang-Shan Niu6Zhong-Hai Tang7Tian-Tai Zhang8Yu-Huan Li9Li Li10Shi-Shan Yu11State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeInstitute of Medicinal Biotechnology, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeState Key Laboratory of Bioactive Substance and Function of Natural Medicines, Institute of Materia Medica, Chinese Academy of Medical Sciences and Peking Union Medical CollegeAbstract Rhodoterpenoids A‒C (1‒3), three new rearranged triterpenoids, together with one new biogenetically related compound, rhodoterpenoid D (4), were isolated and efficiently elucidated from Rhododendron latoucheae by high-performance liquid chromatography−mass spectrometry−solid-phase extraction−nuclear magnetic resonance (HPLC‒MS‒SPE‒NMR). Compounds 1 and 2 possess an unprecedented skeleton with a 5/7/6/6/6-fused pentacyclic ring system, while compound 3 contains a unique 6/7/6/6/6-fused pentacyclic carbon backbone. Their structures were determined by extensive spectroscopic methods and electronic circular dichroism (ECD) analyses. Plausible biogenetic pathways for 1‒4 were proposed. Compounds 1 and 4 showed potential activity against herpes simplex virus 1 (HSV-1) with IC50 values of 8.62 and 6.87 μM, respectively.https://doi.org/10.1038/s41598-017-06320-x |
| spellingShingle | Fei Liu Ya-Nan Wang Yong Li Shuang-Gang Ma Jing Qu Yun-Bao Liu Chang-Shan Niu Zhong-Hai Tang Tian-Tai Zhang Yu-Huan Li Li Li Shi-Shan Yu Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR Scientific Reports |
| title | Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR |
| title_full | Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR |
| title_fullStr | Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR |
| title_full_unstemmed | Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR |
| title_short | Rhodoterpenoids A‒C, Three New Rearranged Triterpenoids from Rhododendron latoucheae by HPLC‒MS‒SPE‒NMR |
| title_sort | rhodoterpenoids a c three new rearranged triterpenoids from rhododendron latoucheae by hplc ms spe nmr |
| url | https://doi.org/10.1038/s41598-017-06320-x |
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