ent-Abietane-type lactones with anti-inflammatory activity from Euphorbia helioscopia.

Phytochemistry

State Key Laboratory of Applied Organic Chemistry, College of Chemistry and Chemical Engineering, Lanzhou University, 222 South Tianshui Road, Lanzhou, 730000, People's Republic of China. Electronic address:

Published: January 2025

AI Article Synopsis

  • Six new compounds called Euphohelinodes D-I (1-6), which are ent-abietane lactones, were discovered from the plant E. helioscopia, known for its anti-inflammatory properties.
  • The structures of these compounds were analyzed using advanced techniques like spectroscopic data, X-ray diffraction, and ECD analysis.
  • The most effective compound, euphohelinode H (5), reduced nitric oxide production in inflammatory cells and inhibited key enzymes linked to inflammation via the NF-κB signaling pathway, showing potential for treating inflammatory conditions.

Article Abstract

Euphohelinodes D-I (1-6), six previously unreported ent-abietane lactones, along with two known analogues (7 and 8), were isolated from the anti-inflammatory fraction extracted from E. helioscopia by a bioactivity-guided isolation. Their structures were characterized using a combination of spectroscopic data interpretation, single-crystal X-ray diffraction and ECD analysis. The anti-inflammatory activity of these compounds was evaluated by measuring their inhibitory effects on NO production in LPS-stimulated RAW264.7 macrophages. The most active candidate, euphohelinode H (5), had better inhibitory activity against NO production with an IC value of 30.23 ± 2.33 μM. Further study revealed that 5 significantly suppressed the expressions of iNOS and COX-2 through the NF-κB signaling pathway.

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Source
http://dx.doi.org/10.1016/j.phytochem.2024.114313DOI Listing

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