Journal
FITOTERAPIA
Volume 156, Issue -, Pages -Publisher
ELSEVIER
DOI: 10.1016/j.fitote.2021.105091
Keywords
Eupatorium chinense; Cadinane; DFT NMR calculation; TDDFT ECD calculation; Eupatorinolides A-F; Eupatorinic acids A-D
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Funding
- National Natural Science Foundation of China [81903485, 21920102003]
- Key-Area Research and Development Program of Guangdong Province [2020B0303070002]
- Ningxia Key Research and Development Program
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Ten undescribed cadinane-type sesquiterpenes were isolated from the whole plant of Eupatorium chinense. Their planar structures were elucidated mainly through analysis of spectroscopic data and DFT NMR calculations, with the absolute configurations determined by various experimental methods. A possible biosynthetic pathway for these new sesquiterpenes was proposed.
Ten undescribed cadinane-type sesquiterpenes (1-10) were isolated from the whole plant of Eupatorium chinense. Their planar structures were mainly elucidated by extensive analysis of spectroscopic data and DFT NMR calculations. The absolute configurations of 1, 2, and 3 were determined by TDDFT ECD calculations while those of compounds 4-7 and 9 were confirmed by single crystal X-ray diffraction experiments. Compounds 2 and 3 are a pair of C-10 epimers, compounds 4 and 5 a pair of C-1 epimers, and compounds 9 and 10 a pair of compounds isomerized at both C-1 and C-10. A possible biosynthetic pathway for these new sesquiterpenes was proposed.
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