LC-MS-based metabolomic profiling of Lepidium coronopus water extract, anti-inflammatory and analgesic activities, and chemosystematic significance

Theodor Bilharz Research Institute

Bibliographic Information

Authors: Elkhateeb A.; El-Shabrawy M.; Abdel-Rahman R.F.; Marzouk M.M.; El-Desoky A.H.; Abdel-Hameed E.-S.S.; Hussein S.R.

Journal: Medicinal Chemistry Research

Publisher: Birkhauser Boston

Publication Date: 14 February 2019

Volume / Issue: Volume 28 / Issue 4

Pages: 505–514

ISSN: 10542523

DOI: 10.1007/s00044-019-02309-5

Scopus: View on Scopus

Document Type: Article

Authors and Affiliations

Elkhateeb A., Phytochemistry and Plant Systematics Department, National Research Centre, 33 El Buhouth Street, Dokki, Giza, 12622, Egypt; El-Shabrawy M., Phytochemistry and Plant Systematics Department, National Research Centre, 33 El Buhouth Street, Dokki, Giza, 12622, Egypt; Abdel-Rahman R.F., Department of Pharmacology, National Research Centre, 33 El Buhouth Street, Dokki, Giza, 12622, Egypt; Marzouk M.M., Phytochemistry and Plant Systematics Department, National Research Centre, 33 El Buhouth Street, Dokki, Giza, 12622, Egypt; El-Desoky A.H., Pharmacognosy Department, National Research Centre, 33 El Buhouth Street, Dokki, Giza, 12622, Egypt; Abdel-Hameed E.-S.S., Laboratory of Medicinal Chemistry, Theodor Bilharz Institute, Giza, Egypt, Chemistry Department, Faculty of Science, Taif University, Taif, Saudi Arabia; Hussein S.R., Phytochemistry and Plant Systematics Department, National Research Centre, 33 El Buhouth Street, Dokki, Giza, 12622, Egypt

Abstract

The water extract of Lepidium coronopus (L.); Al-Shehbaz (syn. Coronopus squamatus (Forrsk.) Asch); (LCWE) was subjected to phytochemical investigation using HPLC-ESI-MS analysis. Thirteen flavonoid derivatives were detected. Nine kaempferol glycoside and acyl derivatives were identified, in addition to two quercetin and two isorhamnetin glycosides. Among the identified compounds, 8 and 12 (kaempferol-di-O-glucoside-sinapoyl acetate isomers) are newly identified natural products and were firstly identified in the current study using LC-MS technique. LCWE was evaluated for its anti-inflammatory potential in vivo. It showed significant inhibition of the carrageenan induced hind rat paw edema, showing potencies 78.5%, 78.5%, and 89.3% at 100, 200, and 300 mg/kg, respectively. Meanwhile, the effects of LCWE on PGE 2 , TNF-ɑ, and MPO production in the inflamed paw exudate were measured. Central and peripheral analgesic activities were evaluated by hot plate and writhing techniques. LCWE protected mice against acetic acid-induced writhing by 28.2%, 37.0%, and 54.2% at 100, 200, and 300 mg/kg. LCWE peripheral analgesia was stronger than central effect. LCWE also inhibited RANKL stimulated TRAP activity in RAW264 cells completely at 50 and 20 µg/mL without any significant cytotoxicity to RAW264 macrophages. The metabolomic profile of LCWE explained its biological activities. Furthermore, the identified flavonoid constituents have strong chemosystematic significance confirming the change of nomenclature from the genus Coronopus to the genus Lepidium. © 2019, Springer Science+Business Media, LLC, part of Springer Nature.

Keywords

Acylated flavonoids; Analgesic; Anti-inflammatory; Chemosystematics; LC-ESI-MS, Lepidium coronopus; acetic acid; aglycone; analgesic agent; antiinflammatory agent; flavonoid; glycoside; isorhamnetin; kaempferol derivative; Lepidium coronopus extract; plant extract; quercetin; unclassified drug; analgesic activity; animal cell; animal experiment; antiinflammatory activity; Article; biological activity; carrageenan-induced paw edema; chemotaxonomy; cytotoxicity; electrospray mass spectrometry; high performance liquid chromatography; hot plate test; hydrolysis; in vivo study; liquid chromatography-mass spectrometry; macrophage; medicinal plant; metabolomics; mouse; nonhuman; paper chromatography; phytochemistry; RAW 264 cell line

Citation Information

Scopus Citations: 27

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