4.6 Article

New ent-kaurane diterpenoid acids from Nouelia insignis Franch and their anti-inflammatory activity

Journal

RSC ADVANCES
Volume 12, Issue 18, Pages 11155-11163

Publisher

ROYAL SOC CHEMISTRY
DOI: 10.1039/d2ra01684b

Keywords

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Funding

  1. National Natural Science Foundation of China [82141203, 82004003, 82004215]
  2. Innovation Team and Talents Cultivation Program of National Administration of Traditional Chinese Medicine [ZYYCXTDD-202004]
  3. Shanghai Sailing Program [20YF1459000]
  4. Shanghai Municipal Health Commission Project [20204Y0326]
  5. Shanghai Frontiers Science Center of TCM Chemical Biology

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Eleven new diterpenoid acids were isolated from Nouelia insignis Franch, and their chemical structures were determined using various methods. The compounds were tested for their anti-inflammatory activity, and some of them showed significant inhibition of nitric oxide production and regulation of protein expression levels related to inflammation.
Eleven undescribed ent-kaurane-type diterpenoid acids, namely noueinsiancins A-K (1-11), together with sixteen related known analogs (12-27) were isolated from Nouelia insignis Franch. The chemical structures and absolute configurations of the new compounds were confirmed by the extensive spectroscopic data, electronic circular dichroism (ECD) data analysis and single crystal X-ray diffraction. Additionally, the anti-inflammatory assay was applied to estimate the nitric oxide (NO) inhibitory activities of all compounds by using lipopolysaccharide (LPS)-induced RAW 264.7 cells in vitro. The results revealed that 4-7 and 13-17 significantly inhibited NO production at the concentrations of 2.5 mu M, 5.0 mu M and 10.0 mu M. Meanwhile, compounds 6 and 7 were found to down-regulate the protein expression levels of IL-6 and INF-alpha, in RAW 264.7 cells induced by LPS in a dose-dependent manner. In conclusion, these findings provided the reference values for exploring the new chemicals with biological activities from this genus.

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