Chemical constituents from leaves of Jatropha curcas

Yingjie Wang; Di Zhou; Xiaolin Bai; Qingqi Meng; Haihui Xie; Guojiang Wu; Gang Chen; Yue Hou; Ning Li

doi:10.1016/j.chmed.2022.08.010

Chemical constituents from leaves of Jatropha curcas

Chin Herb Med. 2023 Feb 20;15(3):463-469. doi: 10.1016/j.chmed.2022.08.010. eCollection 2023 Jul.

Authors

Yingjie Wang¹, Di Zhou¹, Xiaolin Bai², Qingqi Meng³, Haihui Xie⁴, Guojiang Wu⁴, Gang Chen¹, Yue Hou³, Ning Li¹

Affiliations

¹ School of Traditional Chinese Materia Medica, Key Laboratory of Innovative Traditional Chinese Medicine for Major Chronic Diseases of Liaoning Province, Key Laboratory for TCM Material Basis Study and Innovative Drug Development of Shenyang City, Shenyang Pharmaceutical University, Shenyang 110016, China.
² Tasly Northeast Modern TCM Resources Co., Ltd., Benxi 117204, China.
³ College of Life and Health Sciences, Northeastern University, Shenyang 110004, China.
⁴ South China Botanical Garden, Chinese Academy of Sciences, Guangzhou 510650, China.

Abstract

Objective: To investigate the chemical constituents from the leaves of Jatropha curcas and evaluate their inhibition on lipopolysaccharide (LPS)-activated BV-2 microglia cells.

Methods: The n-BuOH extract of the leaves of J. curcas was isolated by macroporous adsorption resin, silica gel, ODS, column chromatography and semi-preparative HPLC. The structures of the compounds were identified by MS, NMR, ECD, and other spectroscopic methods. In addition, anti-neuroinflammatory effects of isolated compounds were evaluated by measuring the production of nitric oxide (NO) in over-activated BV-2 cells.

Results: Seventeen compounds, including (7R,8S)-crataegifin A-4-O-β-D-glucopyranoside (1), (8R,8'R)-arctigenin (2), arctigenin-4'-O-β-D-glucopyranoside (3), (-)-syringaresinol (4), syringaresinol-4'-O-β-D-glucopyranoside (5), (-)-pinoresinol (6), pinoresinol-4'-O-β-D-glucopyranoside (7), buddlenol D (8), (2R,3R)-dihydroquercetin (9), (2S,3S)-epicatechin (10), (2R,3S)-catechin (11), isovitexin (12), naringenin-7-O-β-D-glucopyranoside (13), chamaejasmin (14), neochamaejasmin B (15), isoneochamaejasmin A (16), and tomentin-5-O-β-D-glucopyranoside (17) were isolated and identified. Compounds 2, 4 and 8 significantly inhibited the release of NO in BV-2 microglia activated by LPS, with IC₅₀ values of 18.34, 29.33 and 26.30 μmol/L, respectively.

Conclusion: Compound 1 is a novel compound, and compounds 2, 3, 8, 14-17 are isolated from Jatropha genus for the first time. In addition, the lignans significantly inhibited NO release and the inhibitory activity was decreased after glycosylation.

Keywords: Jatropha curcas L.; anti-neuroinflammation; flavonoid; lignans.