Journal
CHINESE JOURNAL OF CHEMISTRY
Volume 39, Issue 4, Pages 866-872Publisher
WILEY-V C H VERLAG GMBH
DOI: 10.1002/cjoc.202000574
Keywords
Monoterpenoid indole alkaloid; Enantiomers; Tabovines A— D; Structure elucidation| Extraction and isolation
Categories
Funding
- National Natural Science Foundation of China [31872677, 31370377]
- Chinese Academy of Sciences
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The study isolated two new pairs of monoterpenoid indole alkaloids (MIAs) enantiomers as well as their new congeners from the stems of Tabernaemontana bovina Lour., revealing unprecedented ring system structures and reporting co-occurring enantiomers of MIAs for the first time. It also provided an explanation for the biogenesis of MIAs, suggesting potential for further exploration and diversification of MIAs.
Main observation and conclusion Two new pairs of monoterpenoid indole alkaloids (MIAs) enantiomers as well as their new congeners were isolated from stems of Tabernaemontana bovina Lour. (Apocynaceae). Their structures were elucidated by spectroscopic analyses and confirmed by X-ray diffractions and computational calculations. Tabovine A, tabovine B and tabovines C-D possessed unprecedented 6/5/5/6/6, 6/5/5/6/5 and 6/5/6/6/6 ring systems, respectively. It is the first time to report co-occurring enantiomers of MIAs. Additionally, the explanation concerning biogenesis of MIAs was provided. The findings would open a new window where we could disclose more diverse MIAs.
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