Glechomenes A-G, diterpenoids with anti-inflammatory activities from the aerial part of Glechoma longituba.

Ten diterpenoids including six unreported abietane-type diterpenoids Glecholmenes A-F (1-6) and an undescribed labdane-type diterpenoid Glecholmene G (9), together with three known diterpenoids (7,8,10), were firstly isolated from the aerial part of G. longituba. Their structures were established mainly by nuclear magnetic resonance (NMR) and high-resolution electrospray ionization mass spectrometry (HR-ESI-MS) methods. Electronic circular dichroism (ECD) calculations and X-ray crystallographic analyses were used for the determination of their absolute configurations. The anti-inflammatory activity of all compounds was evaluated using the classical LPS-induced NO release model in RAW264.7 cells. Compound 2 displayed significant anti-inflammatory activities with IC50 values of 29.08 ± 1.40 µM (Aminoguanidine hydrochloride as the positive control, IC50 = 21.84 ± 0.48 µM).

Five 11α, 12α-epoxy pentacyclic triterpenoid saponins with antithrombus activities from Glechoma longituba.

The present study reports the phytochemical investigation of n-butanol-soluble extracts of Glechoma longituba. Five new oleanane-type triterpenoid saponins with an 11α, 12α-epoxy unit, named glechomanosides A - E, were isolated from the n-butanol soluble fraction of G. longituba. Their chemical structures were established using HRESIMS, IR, 1D NMR, and 2D NMR techniques. The compounds were all evaluated for their antithrombus activities by monitoring thrombin time (TT), prothrombin time (PT), activated partial thromboplastin time (APTT), and antiplatelet aggregation assays. These results suggest that G. longituba might be a candidate plant source of an interesting antithrombotic activity.

[Evolution of the Origin of Jixuecao].

Jixuecao was first recorded in the Shennong bencaojing. The variety of plant referred to is undefined because of a lack of detailed description in the medical books of the Han and Tang dynasties. From the Song dynasty to the Republican period Jixuecao refers to Glechoma longituba (Nakai) Kupr. The name was also recorded as Jinqiancao instead of Jixuecao in the Bencao gangmu shiyi from the Qing dynasty to the Republican period, though it refers to the same plant. In recent times, Jixuecao has evolved to refer to Centella asiatica (L.) Urb, Jinqiancao now refers to Lysimachia christinae Hance, while G. longituba (Nakai) Kupr. is now called Lianqiancao. It is thus determined that G. longituba (Nakai) Kupr. alone is unequivocally the original plant referred to as Jixuecao, and has the longest medicinal history.

Chemical constituents of Glechoma longituba / 中草药

Objective To study the chemical constituents of Glechoma longituba. Methods Chemical constituents were extracted by organic solvents, isolated and purified by chromatographic techniques with silica gel, Sephadex LH-20, semi-preparative HPLC, and recrystallization. Their structures were elucidated on the basis of physiochemical and spectral analyses. Results Thirteen compounds were obtained and elucidated as ursolic acid (1), asoleanolic acid (2), protocatechualdehyde (3), betulic acid (4), luteolin (5), β-sitosterol (6), lutin (7), syringic acid (8), 4-acetoxy-3,5-dimethoxybenzoicacid (9), 2,5-dihydroxy-1,4-benzenedicarboxylic acid (10), (E)-3-[4-(carboxymethoxy)-3-methoxyphenyl] acrylic acid (11), emodin (12), and loliolide (13). Conclusion Compounds 8-10 and 12 are isolated from this plant for the first time. Compounds 11 and 13 are isolated from the plants of Glechoma Linn. for the first time.

Chemical constituents from Glechoma longituba / 中草药

Objective: To study the chemical constituents from Glechoma longituba and their anti-oxidant activity in vitro. Methods: The chemical constituents were isolated and purified by solvent extraction, repeated silica gel column chromatography, and reverse phase preparative HPLC. Their structures were identified on the basis of ESI-MS and NMR spectra. The anti-oxidant activities of these compounds were screened by DPPH free radical scavenging assay in vitro. Results: Ten compounds were isolated and elucidated as cosmosiin (1), dihydrocaffeic acid (2), caffeic acid (3), isololiolide (4), vomifoliol (5), glecholone (6), apigenin (7), aurantiamide (8), (+)-lariciresinol (9), and (-)-syringaresinol (10). Conclusion: Compounds 2, 4, and 8-10 are isolated from the plants in Glechoma L. for the first time; Compounds 9 and 10 are lignans firstly obtained from this plant. DPPH free radical scavenging assays show that compounds 2, 3, 9, and 10 exhibit potential anti-oxidant activity.