Chemical constituents from the stem bark of Illicium burmanicum and their anti-inflammatory activity

Chuntong Li; Deduo Xu; Zhancai Zheng; Wenquan Lu; Yingbo Yang; Wansheng Chen; Zhijun Wu

doi:10.1016/j.phytochem.2024.114302

Chemical constituents from the stem bark of Illicium burmanicum and their anti-inflammatory activity

Phytochemistry. 2025 Jan:229:114302. doi: 10.1016/j.phytochem.2024.114302. Epub 2024 Oct 16.

Authors

Chuntong Li¹, Deduo Xu², Zhancai Zheng³, Wenquan Lu³, Yingbo Yang⁴, Wansheng Chen⁵, Zhijun Wu⁶

Affiliations

¹ Department of Pharmacy, Medical Supplies Center of PLA General Hospital, Beijing, 100048, China.
² Department of Pharmacy, Second Affiliated Hospital of Naval Medical University, Shanghai, 200003, China; The Ministry of Education (MOE) Key Laboratory for Standardization of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, China.
³ Department of Pharmacy, Second Affiliated Hospital of Naval Medical University, Shanghai, 200003, China.
⁴ The Ministry of Education (MOE) Key Laboratory for Standardization of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, China; Shanghai Tufeng Pharmaceutical Technology Co., Ltd., Shanghai, 201203, China. Electronic address: [email protected].
⁵ Department of Pharmacy, Second Affiliated Hospital of Naval Medical University, Shanghai, 200003, China; The Ministry of Education (MOE) Key Laboratory for Standardization of Chinese Medicines, Institute of Chinese Materia Medica, Shanghai University of Traditional Chinese Medicine, Shanghai, 201203, China. Electronic address: [email protected].
⁶ Department of Pharmacy, Second Affiliated Hospital of Naval Medical University, Shanghai, 200003, China. Electronic address: [email protected].

PMID: 39419317
DOI: 10.1016/j.phytochem.2024.114302

Abstract

Thirty-six compounds were isolated from extract of the stem bark of Illicium burmanicum, including twelve previously undescribed prenylated C6-C3 compounds and a norsesquiterpene lactone: illicidione D (1), illicidione E (2), illicidione F (3), illicidione G (4), (2R,4S,11R)-12-O-ethylillifunone C (5), (2R,4S,11R)-illifunone C-12-O-β-d-glucopyranoside (6), (2R,4S,11R)-2-hydroxyillifunone C (7), 4-epi-2,3-dehydroillifunone C (8), illiburmanone A (9), illiburmanone B (10), illiburmanlactone A (11), (2S,4S,5S,11R)-2,3-dihydroillicione E (12), and illiburmanolside A (13). Their structures were determined based on extensive spectroscopic data analyses, including MS, NMR, and ECD spectra. The anti-inflammatory activity of the isolated compounds (1-36) was evaluated, and compounds 7, 12, 14, and 18 exhibited inhibitory effects in RAW 264.7 cells induced by LPS.

Keywords: Anti-inflammatory activity; Illiciaceae; Illicium burmanicum; Prenylated C6–C3 compounds; Structural elucidation.

MeSH terms

Animals
Anti-Inflammatory Agents / chemistry
Anti-Inflammatory Agents / isolation & purification
Anti-Inflammatory Agents / pharmacology
Illicium* / chemistry
Lipopolysaccharides / antagonists & inhibitors
Lipopolysaccharides / pharmacology
Mice
Molecular Structure
Plant Bark* / chemistry
Plant Stems / chemistry
RAW 264.7 Cells
Structure-Activity Relationship

Substances

Anti-Inflammatory Agents
Lipopolysaccharides