Evaluation of anti-inflammatory activity of compounds isolated from the rhizome of Ophiopogon japonicas

Abstract

Background Ophiopogon japonicas (L.f) Ker-Gawl has been used as a traditional Chinese medicine to cure acute and chronic inflammation and cardiovascular diseases including thrombotic diseases for thousands of years. Previous phytochemical studies showed that O. japonicus contained compounds with anti-inflammatory activity. The aim of this study was to identify and isolate compounds with anti-inflammatory activity from the rhizome of O. japonicas.MethodsCompounds were isolated by various column chromatography and their structures were identified in terms of nuclear magnetic resonance spectrum (NMR) and mass spectrum (MS). To measure the anti-inflammatory effects of thirteen compounds in LPS-induced RAW 264.7 macrophage cells, we used the following methods: cell viability assay, nitric oxide assay, enzyme-linked immunosorbent assay, quantitative real-time PCR analysis and western blotting analysis.ResultsOne new and twelve known compounds (mainly homoisoflavonoids) were extracted from O. japonicas, in which 4′-O-Demethylophiopogonanone E (10) was considered as a new compound, additionally, compounds 4-O-(2-Hydroxy-1- hydroxymethylethyl)-dihydroconiferyl alcohol (2) and 5,7-dihydroxy-6-methyl-3-(2′, 4′-dihydroxybenzyl) chroman-4-one (12) were isolated from the rhizome of O. japonicas for the first time. The isolated compounds Oleic acid (3), Palmitic acid (4), desmethylisoophiopogonone B [5,7-dihydroxy-3-(4′-hydroxybenzyl)-8- methyl- chromone] (5), 5,7-dihydroxy-6-methyl-3-(4′-hydroxybenzyl) chromone (7) and 10 significantly suppressed the production of NO in LPS-induced RAW 264.7 cells. Especially compound 10 showed the strongest effect against the production of the pro-inflammatory cytokine IL-1β and IL-6 with the IC50 value of 32.5 ± 3.5 μg/mL and 13.4 ± 2.3 μg/mL, respectively. Further analysis elucidated that the anti-inflammatory activity of compound 10 might be exerted through inhibiting the phosphorylation of ERK1/2 and JNK in MAPK signaling pathways to decrease NO and pro-inflammatory cytokines production.ConclusionsOur results indicated that 4′-O-Demethylophiopogonanone E can be considered as a potential source of therapeutic medicine for inflammatory diseases.

Granule of BU-XIN RUAN-MAI Attenuates the Patients’ Angina Pectoris of Coronary Heart Disease via Regulating miR-542-3p/GABARAP Signaling

“…f.) Ker-Gawl., Cornus officinalis Sieb. et Zucc., Whitmania pigra Whitman, Ginkgo biloba L., Polygonum cuspidatum Sieb.et Zucc., and so on [20][21][22][23][24][25][26][27][28][29][30][31]. Professor Shu-Hua Tang considered that asthenic cardiac Qi and Yin deficiency of heart and kidney often occurred in the shape of coronary heart disease.…”

“…Western medicine has stated that coronary heart disease is a chronic inflammatory process (Yin deficiency with internal heat), lipid accumulation (sputum) and migration and proliferation of smooth muscle cells (blood stasis). Luckily, Granule of BU-XIN RUAN-MAI is just the compound prescription that it may nourish Qi and Yin to enhance blood circulation for clearing internal heat and removing obstruction in collaterals, and products of these herbs exhibit perfect activity of anti-inflammation, antioxidative stress, antithrombotic activity, and cardiovascular protective activity [20][21][22][23][24][25][26][27][28][29][30][31][51][52][53][54][55][56]. Consequently, Granule of BU-XIN RUAN-MAI is a perfect prescription for treatment of ischemic heart disease (angina pectoris).…”

“…et Zucc. Importantly, products of these herbs in Western medicine exhibit perfect activity of anti-inflammation, antioxidative stress, and anti-CHD [20][21][22][23][24][25][26][27][28][29][30][31]. Consequently, the granule of BU-XIN RUAN-MAI may be considered as an effective treatment of heart diseases.…”

Naturally Occurring Homoisoflavonoids: Phytochemistry, Biological Activities, and Synthesis (Part II)

“…7 The Chen review 7 , and ophiopogonone E (131). [22][23][24][25][26][27][28] For C. sappan, the native range is the Indian subcontinent to Indo-China. It has been introduced to Nigeria, the Congo, Mozambique, Tanzania, and Uganda in Africa (Accessed September 13, 2018 [http://www.…”

Chemical constituents of Dicentra spectabilis and their anti-inflammation effect

“…Values shown are the mean ± SD of triplicate determinations from three separate experiments. Statistical significance: *p <0.05, **p <0.01 of the inflammatory response Zhao et al 2017). These cytokines play a role in the regulation of cell proliferation, homeostasis, and immune response.…”