Isolation and Characterization of Biogenetically Related Highly Oxygenated Nortriterpenoids from Schisandra chinensis
Pre-schisanartanin (1) and schindilactones A−C (2−4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More importantly, the structure features of this compound provided new insight into the biosynthesis of triterpenoids with schisanartane skeleton...
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| Published in | Organic letters Vol. 9; no. 11; pp. 2079 - 2082 |
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| Main Authors | , , , , , , , , , |
| Format | Journal Article |
| Language | English |
| Published |
WASHINGTON
American Chemical Society
24.05.2007
Amer Chemical Soc |
| Subjects | |
| Online Access | Get full text |
| ISSN | 1523-7060 1523-7052 |
| DOI | 10.1021/ol070510z |
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| Abstract | Pre-schisanartanin (1) and schindilactones A−C (2−4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More importantly, the structure features of this compound provided new insight into the biosynthesis of triterpenoids with schisanartane skeleton. Their structures were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction, and on the basis of the absolute structure of one related nortriterpenoid (5), which was determined for the first time by a modified Mosher method. |
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| AbstractList | Pre-schisanartanin (1) and schindilactones A-C (2-4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More importantly, the structure features of this compound provided new insight into the biosynthesis of triterpenoids with schisanartane skeleton. Their structures were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction, and on the basis of the absolute structure of one related nortriterpenoid (5), which was determined for the first time by a modified Mosher method. Pre-schisanartanin (1) and schindilactones A-C (2-4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More importantly, the structure features of this compound provided new insight into the biosynthesis of triterpenoids with schisanartane skeleton. Their structures were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction, and on the basis of the absolute structure of one related nortriterpenoid (5), which was determined for the first time by a modified Mosher method.Pre-schisanartanin (1) and schindilactones A-C (2-4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More importantly, the structure features of this compound provided new insight into the biosynthesis of triterpenoids with schisanartane skeleton. Their structures were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction, and on the basis of the absolute structure of one related nortriterpenoid (5), which was determined for the first time by a modified Mosher method. Pre-schisanartanin (1) and schindilactones A−C (2−4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More importantly, the structure features of this compound provided new insight into the biosynthesis of triterpenoids with schisanartane skeleton. Their structures were determined by extensive spectroscopic analysis, single-crystal X-ray diffraction, and on the basis of the absolute structure of one related nortriterpenoid (5), which was determined for the first time by a modified Mosher method. |
| Author | Sun, Han-Dong Zheng, Qi-Tai Chang, Ying Yang, Li-Bin Xiao, Wei-Lie Lu, Yang Liu, Jing-Ping Lei, Chun Huang, Sheng-Xiong Li, Rong-Tao |
| Author_xml | – sequence: 1 givenname: Sheng-Xiong surname: Huang fullname: Huang, Sheng-Xiong – sequence: 2 givenname: Rong-Tao surname: Li fullname: Li, Rong-Tao – sequence: 3 givenname: Jing-Ping surname: Liu fullname: Liu, Jing-Ping – sequence: 4 givenname: Yang surname: Lu fullname: Lu, Yang – sequence: 5 givenname: Ying surname: Chang fullname: Chang, Ying – sequence: 6 givenname: Chun surname: Lei fullname: Lei, Chun – sequence: 7 givenname: Wei-Lie surname: Xiao fullname: Xiao, Wei-Lie – sequence: 8 givenname: Li-Bin surname: Yang fullname: Yang, Li-Bin – sequence: 9 givenname: Qi-Tai surname: Zheng fullname: Zheng, Qi-Tai – sequence: 10 givenname: Han-Dong surname: Sun fullname: Sun, Han-Dong |
| BackLink | https://www.ncbi.nlm.nih.gov/pubmed/17480084$$D View this record in MEDLINE/PubMed |
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| Copyright | Copyright © 2007 American Chemical Society |
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| Keywords | LANCIFOLIA ANTI-HIV ACTIVITY RING MICRANDILACTONE-A UNIQUE SKELETON MICRANTHA LIGNANS |
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| Snippet | Pre-schisanartanin (1) and schindilactones A−C (2−4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More... Pre-schisanartanin ( 1) and schindilactones A-C (2-4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton.... Pre-schisanartanin (1) and schindilactones A-C (2-4) were isolated from Schisandra chinensis. Among them, compound 1 had an unprecedented carbon skeleton. More... |
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| SubjectTerms | Chemistry Chemistry, Organic Models, Molecular Molecular Structure Oxygen - analysis Oxygen - chemistry Physical Sciences Schisandra - chemistry Science & Technology Triterpenes - chemistry |
| Title | Isolation and Characterization of Biogenetically Related Highly Oxygenated Nortriterpenoids from Schisandra chinensis |
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