A Strategy for Preparative Separation of 10 Lignans from Justicia procumbens L. by High-Speed Counter-Current Chromatography

Abstract

Ten compounds, including three lignan glycosides and seven lignans, were purified from Justicia procumbens L. in 8 h using an efficient strategy based on high-speed counter-current chromatography (HSCCC). The two-phase solvent system composed of petroleum–ethyl acetate–methanol–H2O (1:0.7:1:0.7, v/v) was firstly employed to separate the crude extract (320 mg), from which 19.3 mg of justicidin B (f), 10.8 mg of justicidin A (g), 13.9 mg of 6′-hydroxyjusticidin C (h), 7.7 mg of justicidin E (i), 6.3 mg of lignan J1 (j) were obtained with 91.3 mg of enriched mixture of compounds a–e. The enriched mixture (91.3 mg) was further separated using the solvent system consisting of petroleum–ethyl acetate–methanol–H2O (3:3.8:3:3.8, v/v), yielding 12.1 mg of procumbenoside E (a); 7.6 mg of diphyllin-1-O-β-d-apiofuranoside (b); 7.4 mg of diphyllin (c); 8.3 mg of 6′-hydroxy justicidin B (d); and 7.9 mg of diphyllin acetyl apioside (e). The purities of the 10 components were all above 94%, and their structures were identified by NMR and ESI-MS spectra. The results demonstrated that the strategy based on HSCCC for the separation of lignans and their glycosides was efficient and rapid.

Isolation and Purification of Galloyl, Caffeoyl, and Hexahydroxydiphenoyl Esters of Glucoses from Balanophora simaoensis by High-Speed Countercurrent Chromatography and Their Antioxidant Activities In Vitro

“…The selection of two-phase solvent system was based on the partition coefficient ( K ) of the three target compounds. The K values were determined by HPLC [ 15 ]; approximately 2 mg of crude extract was added to a test tube, and 2 mL of equilibrated two-phase solvent system was added. The test tube was shaken violently for several minutes to make the sample fully dissolve.…”

Untargeted‐based metabolomics analysis and in vitro/in silico antiviral activity of extracts from Phyllanthus brasiliensis (Aubl.) Poir

“…A diphyllin isomer was annotated as justicidin H (also called 6 0hydroxyjusticidin B). 37 Justicidin H produced main fragments at m/z 363, 351, 337, 319, and 291. The fragment at m/z 363 was attributed to water loss followed by loss of CO 2 (m/z 319), while the fragment of m/z 351 resulted from a neutral loss of formaldehyde.…”

Preventive effects of the butanol fraction of Justicia procumbens L. against dexamethasone-induced muscle atrophy in C2C12 myotubes

“…Previous studies have reported that J. procumbens is composed of various ingredients such as lignans, lignan glycosides, alkaloids, flavonoids, and triterpenes [ 15 ]. Lignans and lignan glycosides are major constituents of J. procumbens , which exhibits various pharmacological activities including anti-inflammatory, anti-tumor, anti-viral, anti-hepatitis, and anti-platelet aggregation [ 16 ]. In addition, the entire plant of J. procumbens has long been used as a herbal remedy for the treatment of fever, pain, cough, edema, jaundice, sore throat, urinary tract infection, and cancer [ 17 , 18 ].…”