1. Germacrane-type sesquiterpenes from Artemisia atrovirens and their anti-inflammatory activity.
- Author
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Tang, Chunping, Zheng, Yongzhe, Shao, Zhengguang, Ke, Chang-Qiang, Feng, Zheling, and Ye, Yang
- Subjects
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HYDROCARBON analysis , *ANTI-inflammatory agents , *RODENTS , *NUCLEAR magnetic resonance spectroscopy , *DIAGNOSTIC imaging , *MACROPHAGES , *INFRARED spectroscopy , *MEDICINAL plants , *ANIMAL experimentation , *MASS spectrometry , *SPECTRUM analysis - Abstract
Artemisia plants are well-known for their abundant sesquiterpene compounds, which encompass various structural types and exhibit a range of biological activities. In this study, a systematic investigation of Artemisia atrovirens revealed the presence of germacrane-type sesquiterpenes for the first time. This included the discovery of 10 new compounds and three known analogues, among which were two rare dimeric germacrane-type compounds. Their structures were fully characterized through a comprehensive analysis involving MS, IR, 1D- and 2D-NMR spectroscopic data, single crystal X-ray diffraction, density functional theory (DFT) NMR calculations, and time-dependent DFT electronic circular dichroism (TDDFT ECD) calculations. Furthermore, all isolated compounds were evaluated for their anti-inflammatory activity in LPS-stimulated RAW 264.7 murine macrophages. Compound 10 demonstrated a potent inhibitory effect on NO production, with an IC 50 value of 4.01 ± 0.09 μM. This study highlights the diverse chemical repertoire of Artemisia species and underscores their potential in drug discovery and development. [Display omitted] • Germacrane-type sesquiterpenes were reported from the title plan for the first time. • Ten new germacrane-type sesquiterpenes including two rare dimers were described. • Compound 10 showed a potent anti-inflammatory effect with an IC 50 value around 4 μM. [ABSTRACT FROM AUTHOR]
- Published
- 2024
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