Four organosulfur compounds from the seeds of Capsella bursa-pastoris and their anti-inflammatory activities

Zhen-Zhen Wei; Ti-Qiang Zhou; Zi-Ming Xia; Si-Fan Liu; Min Li; Guang-Jie Zhang; Ying Tian; Bin Li; Lin Wang

doi:10.1080/14786419.2022.2130307

Four organosulfur compounds from the seeds of Capsella bursa-pastoris and their anti-inflammatory activities

Nat Prod Res. 2023 Aug-Sep;37(16):2688-2696. doi: 10.1080/14786419.2022.2130307. Epub 2022 Oct 6.

Authors

Zhen-Zhen Wei^{1

2}, Ti-Qiang Zhou^{1

2

3

4

5

6

7}, Zi-Ming Xia², Si-Fan Liu², Min Li², Guang-Jie Zhang², Ying Tian², Bin Li², Lin Wang^{1

2}

Affiliations

¹ Faculty of Environment and Life, Beijing University of Technology, Beijing, China.
² Department of Pharmaceutical Science, Beijing Institute of Radiation Medicine, Beijing, China.
³ School of Life Science, Beijing Institute of Technology, Beijing, China.
⁴ Advanced Research Institute of Multidisciplinary Science, Beijing Institute of Technology, Beijing, China.
⁵ Institute of Engineering Medicine, Beijing Institute of Technology, Beijing, China.
⁶ Key Laboratory of Molecular Medicine and Biotherapy, Beijing Institute of Technology, Beijing, China.
⁷ Key Laboratory of Medical Molecule Science and Pharmaceutics Engineering, Beijing Institute of Technology, Beijing, China.

PMID: 36200729
DOI: 10.1080/14786419.2022.2130307

Abstract

Phytochemical investigation of the seeds of Capsella bursa-pastoris led to the isolation of four organosulfur compounds. There were two new compounds, 10-methylsulfinyl-decanamide (1) and 11-methylsulfinyl-undecanamide (2), along with two known compounds (3 - 4), which all have a sulfoxide group and an amide or a nitrile group. Their chemical structures were elucidated by analysing UV, IR, ESI-MS and NMR spectroscopy. In addition, compounds 1 - 4 were evaluated for their anti-inflammatory activities by using LPS-induced RAW 264.7 cells. Compounds 1 - 4 exhibited potential anti-inflammatory activities on NO release characterised by decreasing the mRNA expression levels of inducible NO synthase (iNOS), cytokines cyclooxygenase-2 (COX-2) and interleukin 6 (IL-6).

Keywords: Capsella bursa-pastoris; NMR spectroscopy; anti-inflammatory activity; organosulfur compounds; sulfoxide.