Isolation and characterization of dihydrohomoisoflavonoids from Portulaca oleracea L

Jianbo Liu; Hongqing Wang; Hongjie Shao; Junhua Sun; Chaoxuan Dong; Ruoyun Chen; Jie Kang

doi:10.1016/j.phytochem.2024.114071

Isolation and characterization of dihydrohomoisoflavonoids from Portulaca oleracea L

Phytochemistry. 2024 Mar 28:222:114071. doi: 10.1016/j.phytochem.2024.114071. Online ahead of print.

Authors

Jianbo Liu¹, Hongqing Wang¹, Hongjie Shao¹, Junhua Sun¹, Chaoxuan Dong², Ruoyun Chen¹, Jie Kang³

Affiliations

¹ State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing, 100050, China.
² Department of Anesthesiology, The First Affiliated Hospital of Jinan University, Guangzhou Overseas Chinese Hospital, Jinan University, 613 W. Huangpu Avenue, Guangzhou, Guangdong Province, 510630, China.
³ State Key Laboratory of Bioactive Substance and Function of Natural Medicines, Beijing Key Laboratory of Polymorphic Drugs, Institute of Materia Medica, Chinese Academy of Medical Sciences & Peking Union Medical College, No. 1 Xiannongtan Street, Beijing, 100050, China. Electronic address: jiekang@imm.ac.cn.

PMID: 38552709
DOI: 10.1016/j.phytochem.2024.114071

Abstract

Eight pairs of dihydrohomoisoflavonoids (1-8), including four pairs of enantiomeric aglycones [(R,S)-portulacanones B (1) and C (2) and (R,S)-oleracones C (3) and Q (4)] and four pairs of epimeric glycosides [portulacasides A-D and epiportulacasides A-D (5-8)], were obtained from Portulaca oleracea L. Among them, (R,S)-oleracone Q (4) and four pairs of epimeric glycosides (5-8) were reported for the first time. The 50% EtOH fraction from the 70% EtOH extract prevented HepG2 human liver cancer cell damage induced by N-acetyl-p-aminophenol (APAP), and the cell survival rate was 62.3%. Portulacaside B (6a), which was isolated from the 50% EtOH fraction, exhibited hepatoprotective and anti-inflammatory effects. The compound increased the survival rate of APAP-damaged HepG2 human liver cancer cells from 40.0% to 51.2% and reduced nitric oxide production in RAW 264.7 macrophages, resulting in an inhibitory rate of 46.8%.

Keywords: Anti-inflammation; Dihydrohomoisoflavonoids; Hepatoprotection; Portulaca oleracea L.; Portulacaceae.