New anti-pulmonary fibrosis prenylflavonoid glycosides from Epimedium koreanum

Zhao, Yongdan; Zhang, Xin; Yang, Wanyue; Zhang, Ruiqi; Mu, Lin-Tong; Han, Ling; Lv, Chongning; Lu, Jincai

doi:10.1016/s1875-5364(21)60116-4

Cited by 7 publications

(5 citation statements)

References 18 publications

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“…The known compounds (4-43) were isolated by column chromatography, as described in the Supplementary Material, and were identified as prenylated flavonoids or flavanones (Supplementary Figures S1-S6). Compound 4 was identified as koreanoside I, which was obtained from Epimedium koreanum as an antipulmonary fibrosis compound (Zhao et al, 2022). Compound 18 was icariin, which is the main component of EH.…”

Section: Isolation and Determination Of New Compounds (1-3) From Ehmentioning

confidence: 99%

Prenylflavonoids isolated from Epimedii Herba show inhibition activity against advanced glycation end-products

Nakashima,

Miyashita,

Yoshimitsu

et al. 2024

Front. Chem.

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Introduction: As inhibitors of advanced glycation end products (AGEs), such as pyridoxamine, significantly inhibit the development of retinopathy and neuropathy in rats with streptozotocin-induced diabetes, treatment with AGE inhibitors is believed to be a potential strategy for the prevention of aging, age-related diseases, and lifestyle-related diseases, including diabetic complications. In the present study, the MeOH extract of Epimedii Herba (EH; aerial parts of Epimedium spp.) was found to inhibit the formation of Nε-(carboxymethyl)lysine (CML) and Nω-(carboxymethyl) arginine (CMA) during the incubation of collagen-derived gelatin with ribose.Materials and methods: EH was purchased from Uchida Wakan-yaku Co., and a MeOH extract was prepared. Several steps of column chromatography purified the extract. Each fraction was tested for inhibitory activity by ELISA using monoclonal antibodies for CML and CMA.Results: After activity-guided fractionation and purification by column chromatography, three new prenylflavonoids [named Koreanoside L (1), Koreanoside E1 (2), and Koreanoside E2 (3)] and 40 known compounds (4–43) were isolated from EH, and their inhibitory effects against CML and CMA formation were tested. Among these, epimedokoreanin B (8), epimedonin E (21), epicornunin B (22), and epicornunin F (24) inhibited the formation of both CML and CMA, with epimedokoreanin B (8) having the most potent inhibitory effect among the isolated compounds. To obtain the structure–activity relationships of 8, the phenolic hydroxy groups of 8 were methylated by trimethylsilyl-diazomethane to afford the partially and completely methylated compounds of 8. Prenyl derivatives of propolis (artepillin C, baccharin, and drupanin) were used in the assay.Discussion: As only 8 showed significant activity among these compounds, the catechol group of the B ring and the two prenyl groups attached to the flavanone skeleton were essential for activity. These data suggest that 8 could prevent the clinical complications of diabetes and age-related diseases by inhibiting AGEs.

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Section: Isolation and Determination Of New Compounds (1-3) From Ehmentioning

confidence: 99%

Prenylflavonoids isolated from Epimedii Herba show inhibition activity against advanced glycation end-products

Nakashima,

Miyashita,

Yoshimitsu

et al. 2024

Front. Chem.

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“…In recent years, the quality of herbal medicine as well as their related products have been evaluated adopting chromatographic fingerprinting which emphasizes the characteristics of overall sample composition [8][9][10]. Among the many techniques used to characterize chemical profiles including Fourier-transform infrared (FT-IR) [11][12][13], mass spectrometry (MS) [14][15][16], nuclear magnetic resonance (NMR) [17][18][19], gas chromatography (GC) [20][21][22], high performance thin layer chromatography (HPTLC) [23][24][25] and thin-layer chromatography (TLC) [26][27][28], ultra-high performance liquid chromatography (UHPLC) [29][30][31] and high-performance liquid chromatography (HPLC) [32][33][34] are the most popularly used approaches used for fingerprinting due to its high sensitivity, high selectivity and low cost [35,36].…”

Section: Introductionmentioning

confidence: 99%

Systematic evaluation of Rutongshu oral liquid based on chromatographic fingerprinting and nontargeted metabolomic analysis

Fan,

Xu,

et al. 2024

AChrom

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Based on chromatographic fingerprinting combined with quantitative analysis on characteristic chemical constituents as well as hierarchical cluster analysis, an easy and sensitive approach utilizing high performance liquid chromatography (HPLC) was developed for the identification and quality evaluation of Rutongshu oral liquid (ROL). What is more, nontargeted metabolomic analysis was conducted to gain a global view in terms of its chemical profile. In this study, 16 peaks from different batches (S1–S10) of ROL samples produced by Taihe Hospital of Chinese Medicine were selected as common peaks for the evaluation of their similarity whose values of all tested 10 batches exceeded 0.90 when compared with the control fingerprints. Meanwhile, simultaneous quantification of five markers in the oral solution, including albiflorin, paeoniflorin, chlorogenic acid, quercetin and ferulic acid was performed, and standard curves established for respective reference substances showed good regression in the linear range (r2 > 0.999) with recoveries in the range of 98.96–102.35%. The ultra-high performance liquid chromatography (UHPLC) combined with Orbitrap Exploris 120 mass spectrometer resulted in 88 identified compounds. The results of validation showed that the established method was reproducible, precise and stable. This study offers an effective, dependable and useful approach for the systematic evaluation of the hospital formulation ROL.

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“…Epimedium , guided by Traditional Chinese Medicine (TCM) principles of reinforcing positive and eliminating negative energy, employed in cancer treatment for an extensive period ( Liu et al, 2021 ; Zhao et al, 2022 ). The polysaccharide (EPS) derived from the epimedium plant has been demonstrated to enhance the secretion of immunomodulatory cytokines by peritoneal macrophages and T cells, thereby reducing tumor burden.…”

Section: Introductionmentioning

confidence: 99%

In Vitro evaluation of the anti-pancreatic cancer activity of epimedium herb

Chen,

Xia,

Zhong

2024

Front. Pharmacol.

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Introduction: Pancreatic cancer (PC) is a particularly aggressive malignancy with limited therapeutic options. The search for innovative treatments has focused on traditional Chinese medicine, specifically epimedium. This research investigates epimedium’s active ingredients, potential targets, and underlying mechanisms in treating PC.Methods: High-performance liquid chromatography (HPLC) was used to quantify the active components of epimedium and HPLC-Q-TOF-MS was employed for qualitative identification. Potential targets of epimedium’s active ingredients were identified using the TCMSP, ETCM, CTD, and Swiss Target Prediction databases. Potential PC-related targets were sourced from DisGeNET, GeneCards, and OMIM databases. A Venn diagram was utilized to identify overlapping PC-related and epimedium targets. Core targets and pathways were elucidated through protein-protein interaction (PPI) network analysis, Gene Ontology (GO) assessments, and Reactome pathway enrichment analyses. Molecular docking techniques investigated interactions between active compounds and these targets. The expression and prognostic implications of target genes were evaluated using GEPIA2 and the Human Protein Atlas (HPA) databases. In vitro studies assessed the impact of epimedium extract (EPE) on Panc-1 cell viability, and Western blot analysis examined the expression levels of key targets.Results: Network pharmacological indicate that epimedium econtains active components such as baohuoside I, icariin, hyperoside, and epimedin B, which have potential therapeutic effects against PC. In vitro assays confirmed that EPE significantly reduced the viability of Panc-1 cells. Western blot analysis revealed a considerable decrease in the expression of key targets in EPE-treated cells, including AKT1, EGFR, p-EGFR, JUN, BCL2, IL6, and SRC. The R-HSA-1280215: Interleukin-4 and Interleukin-13 signaling pathways involving these genes were identified as potential therapeutic targets.Discussion:Epimedium holds promise as a candidate for treating PC. The modulation of interleukin-4 and interleukin-13 signaling pathways could be a pivotal mechanism by which epimedium impedes tumor development. Further research is warranted to validate these findings and explore the clinical applicability of epimedium in PC treatment.

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New anti-pulmonary fibrosis prenylflavonoid glycosides from Epimedium koreanum

Cited by 7 publications

References 18 publications

Prenylflavonoids isolated from Epimedii Herba show inhibition activity against advanced glycation end-products

Prenylflavonoids isolated from Epimedii Herba show inhibition activity against advanced glycation end-products

Systematic evaluation of Rutongshu oral liquid based on chromatographic fingerprinting and nontargeted metabolomic analysis

In Vitro evaluation of the anti-pancreatic cancer activity of epimedium herb

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