Water-soluble alkaloids isolated from Portulaca oleracea L

Jia Fu; Hongqing Wang; Chaoxuan Dong; Chuchu Xi; Jun Xie; Shengtian Lai; Ruoyun Chen; Jie Kang

doi:10.1016/j.bioorg.2021.105023

Water-soluble alkaloids isolated from Portulaca oleracea L

Bioorg Chem. 2021 Aug:113:105023. doi: 10.1016/j.bioorg.2021.105023. Epub 2021 May 26.

Authors

Jia Fu¹, Hongqing Wang¹, Chaoxuan Dong², Chuchu Xi³, Jun Xie¹, Shengtian Lai¹, Ruoyun Chen¹, Jie Kang⁴

Affiliations

¹ State Key Laboratory of Bioactive Substance and Function of Natural Medicines, 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 Department of TCM Pharmacology, School of Traditional Chinese Pharmacy, China Pharmaceutical University, Nanjing, Jiangsu Province 211198, China.
⁴ State Key Laboratory of Bioactive Substance and Function of Natural Medicines, 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: 34091292
DOI: 10.1016/j.bioorg.2021.105023

Abstract

Fifteen new water-soluble alkaloids were obtained from the fresh herbs of Portulaca oleracea L. The structures of 15 alkaloids 1-15 were established according to spectroscopic data, and the stereoconfigurations were determined based on experimental and calculated electronic circular dichroism (ECD) data and single crystal X-ray diffraction. Alkaloids 1-15 were found to display good anti-inflammatory activity at 10 μM and could significantly reduce the interleukin-6 (IL-6) and nitric oxide (NO) levels induced by lipopolysaccharide (LPS) in RAW 264.7 macrophages.

Keywords: Anti-inflammatory activity; Portulaca oleracea L.; Water-soluble alkaloids.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Alkaloids / chemistry*
Alkaloids / isolation & purification
Alkaloids / pharmacology
Alkaloids / therapeutic use
Animals
Anti-Inflammatory Agents / chemistry*
Anti-Inflammatory Agents / isolation & purification
Anti-Inflammatory Agents / pharmacology
Anti-Inflammatory Agents / therapeutic use
Crystallography, X-Ray
Edema / chemically induced
Edema / drug therapy
Edema / pathology
Interleukin-6 / metabolism
Lipopolysaccharides / pharmacology
Macrophages / cytology
Macrophages / drug effects
Macrophages / metabolism
Male
Mice
Molecular Conformation
Nitric Oxide / metabolism
Plant Extracts / chemistry
Portulaca / chemistry*
Portulaca / metabolism
RAW 264.7 Cells
Solubility
Water / chemistry

Substances

Alkaloids
Anti-Inflammatory Agents
Interleukin-6
Lipopolysaccharides
Plant Extracts
Water
Nitric Oxide