Journal
PHYTOCHEMISTRY
Volume 201, Issue -, Pages -Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.phytochem.2022.113283
Keywords
Vernonia amygdalina Del.; Compositae; Bisabolane-type sesquiterpenes; Absolute configuration; Anti-inflammatory activity
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Funding
- Natural Science Foundation of China [81773866, U1605221and 81602988]
- Fundamental Research Funds for the Central Universities [20720190079]
- Natural Science Foundation of Fujian Province of China [2019J05017]
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The phytochemical assessment of Vernonia amygdalina led to the discovery of seven previously undescribed sesquiterpenes. These compounds showed anti-inflammatory activity by inhibiting the expression of iNOS and COX-2, and by modulating the PI3K/AKT/NF-κB signaling pathway.
The phytochemical assessment of Vernonia amygdalina resulted in the isolation and identification of seven undescribed bisabolane-type sesquiterpenes designated amygdanoids A-G and one known analogue. This is the first report of this type of sesquiterpene from V. amygdalina. Their structures, including the absolute configurations, were elucidated by comprehensive analysis with HRESIMS, 1D and 2D NMR, quantum chemical calculations of NMR and electronic circular dichroism (ECD), modified Mosher's method, and the in situ dimolybdenum CD method. The anti-inflammatory activity of the isolates was evaluated. All the isolated compounds clearly inhibited the production of NO and the expression of the iNOS protein. Secretion of the COX-2 protein was constrained by amygdanoids A-F. Further investigation suggested that amygdanoids E exhibited anti-inflammatory activity by suppressing the expression of iNOS and COX-2 as well as the PI3K/AKT/NF-kappa B signaling pathway.
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