Six noreudesmane sesquiterpenoids from Dobinea delavayi and their lipid-lowering and antimalarial activities
•Dobinin V is the first example of 7,8-seco-11,12,13-trinoreudesmane sesquiterpenoid in nature.•A possible biosynthetic pathway of dobinins V−Z, and AA is proposed.•Lipid-lowering activity of eudesmane sesquiterpenoids was first discovered.•Dobinin AA showed significant in vitro lipid-lowering activ...
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Published in | Journal of molecular structure Vol. 1321; p. 140066 |
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Format | Journal Article |
Language | English |
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05.02.2025
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Abstract | •Dobinin V is the first example of 7,8-seco-11,12,13-trinoreudesmane sesquiterpenoid in nature.•A possible biosynthetic pathway of dobinins V−Z, and AA is proposed.•Lipid-lowering activity of eudesmane sesquiterpenoids was first discovered.•Dobinin AA showed significant in vitro lipid-lowering activity.•Dobinins X and Y showed moderate in vitro antimalarial activities.
Six undescribed noreudesmane sesquiterpenoids (dobinins V-Z, and AA; 1–6) were isolated from Dobinea delavayi, including 1 as the first example of 7,8-seco-11,12,13-trinoreudesmane sesquiterpenoids with a unique skeleton fusing by a cyclohexane and a six-membered lactone. NMR and HR-ESI-MS spectroscopies were used to identify the structures of dobinins V-Z, and AA, and single-crystal X-ray diffraction experiment was conducted to verify the structure of dobinin V. A biosynthetic pathway of dobinins V-Z, and AA was suggested based on the structure. The isolated compounds were tested in vitro for lipid-lowering activity and for antimalarial activity against Plasmodium falciparum 3D7. Eudesmane sesquiterpenoids were discovered to have lipid-lowering activity for the first time.
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AbstractList | •Dobinin V is the first example of 7,8-seco-11,12,13-trinoreudesmane sesquiterpenoid in nature.•A possible biosynthetic pathway of dobinins V−Z, and AA is proposed.•Lipid-lowering activity of eudesmane sesquiterpenoids was first discovered.•Dobinin AA showed significant in vitro lipid-lowering activity.•Dobinins X and Y showed moderate in vitro antimalarial activities.
Six undescribed noreudesmane sesquiterpenoids (dobinins V-Z, and AA; 1–6) were isolated from Dobinea delavayi, including 1 as the first example of 7,8-seco-11,12,13-trinoreudesmane sesquiterpenoids with a unique skeleton fusing by a cyclohexane and a six-membered lactone. NMR and HR-ESI-MS spectroscopies were used to identify the structures of dobinins V-Z, and AA, and single-crystal X-ray diffraction experiment was conducted to verify the structure of dobinin V. A biosynthetic pathway of dobinins V-Z, and AA was suggested based on the structure. The isolated compounds were tested in vitro for lipid-lowering activity and for antimalarial activity against Plasmodium falciparum 3D7. Eudesmane sesquiterpenoids were discovered to have lipid-lowering activity for the first time.
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ArticleNumber | 140066 |
Author | Chen, Wei He, Pei-Mi Xiao, Chao-Jiang Sun, He Liu, Bo-Chao Liu, Rong Dong, Li-Tian Zhao, Xuan Jiang, Bei Shen, Lei |
Author_xml | – sequence: 1 givenname: Li-Tian surname: Dong fullname: Dong, Li-Tian organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 2 givenname: Wei surname: Chen fullname: Chen, Wei organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 3 givenname: Pei-Mi surname: He fullname: He, Pei-Mi organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 4 givenname: He surname: Sun fullname: Sun, He organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 5 givenname: Bo-Chao surname: Liu fullname: Liu, Bo-Chao organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 6 givenname: Xuan surname: Zhao fullname: Zhao, Xuan organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 7 givenname: Rong surname: Liu fullname: Liu, Rong organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 8 givenname: Lei surname: Shen fullname: Shen, Lei organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 9 givenname: Bei surname: Jiang fullname: Jiang, Bei email: jiangbei@dali.edu.cn organization: Yunnan Key Laboratory of Screening and Research on Anti-pathogenic Plant Resources from Western Yunnan, Dali University, Dali 671000, China – sequence: 10 givenname: Chao-Jiang orcidid: 0000-0001-5540-2339 surname: Xiao fullname: Xiao, Chao-Jiang email: xiaochaojiang@yeah.net organization: Institute of Materia Medica & College of Pharmacy, Dali University, Dali 671000, China |
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Keywords | Chemical constituents Isolation and identification Dobinea delavayi Antimalarial activities Lipid-lowering Anacardiaceae Noreudesmane sesquiterpenoids |
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SubjectTerms | Anacardiaceae Antimalarial activities Chemical constituents Dobinea delavayi Isolation and identification Lipid-lowering Noreudesmane sesquiterpenoids |
Title | Six noreudesmane sesquiterpenoids from Dobinea delavayi and their lipid-lowering and antimalarial activities |
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