Andrograpanin
目录号 : GC65917Andrograpanin 是来自穿心莲的活性化合物,具有抗炎和抗感染性能。
Cas No.:82209-74-3
Sample solution is provided at 25 µL, 10mM.
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Andrograpanin, a bioactive compound from Andrographis paniculata, exhibits anti-inflammatory and anti-infectious properties[1][2].
Andrograpanin exhibits anti-inflammatory properties in lipopolysaccharide-induced macrophage cells through down-regulating the p38 MAPKs signaling pathways[1].
Andrograpanin enhances chemokine SDF-1α-induced leukocytes chemotaxis in Jurkat, THP-1 and PBL cells[2].
Cas No. | 82209-74-3 | SDF | Download SDF |
分子式 | C20H30O3 | 分子量 | 318.45 |
溶解度 | DMSO : 100 mg/mL (314.02 mM; ultrasonic and warming and heat to 60°C) | 储存条件 | 4°C, protect from light |
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1 mg | 5 mg | 10 mg | |
1 mM | 3.1402 mL | 15.7011 mL | 31.4021 mL |
5 mM | 0.628 mL | 3.1402 mL | 6.2804 mL |
10 mM | 0.314 mL | 1.5701 mL | 3.1402 mL |
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Andrograpanin mitigates lipopolysaccharides induced endometritis via TLR4/NF-κB pathway
Reprod Biol 2022 Mar;22(1):100606.PMID:35066371DOI:10.1016/j.repbio.2022.100606.
Endometritis is an inflammatory disease that is caused by various pathogenic organisms. Andrograpanin is a compound of Andrographis paniculata, which has an important role in many inflammatory diseases, but the molecular mechanism of Andrograpanin to combat inflammation is unclear. This study shows the anti-inflammatory effect of Andrograpanin on Lipopolysaccharides (LPS) stimulated bovine endometrial epithelial cells (bEECs) and LPS-induced mouse model. We investigated the cytotoxic effect of bEECs by using CCK-8 analysis. Quantification of pro-inflammatory cytokines (IL-1β, IL-6, and TNF-α) protein levels and mRNA was carried out using RT-qPCR and ELISA, respectively. The protein expressions of p65 and IκBα were assessed by western blot and immunofluorescence to check the inhibition of p65 translocation into the nucleus. The treatment effect of Andrograpanin on mouse uterine tissues was determined by histopathology. in vivo, curative effect experiments showed that Andrograpanin significantly reduced the endometrial injury in a mouse model. Our studies first confirmed that Andrograpanin had no cytotoxic effect at 7.5,15 and 30 μg/mL concentration on bEECs. Following, Andrograpanin significantly reduced the mRNA and protein level of IL-1β, IL-6, and TNF-α both in vivo and in vitro. Finally, Andrograpanin inhibited the IκBα degradation and p65 phosphorylation in LPS-stimulated bEECs and LPS-induced endometrial injury. Our results showed that Andrograpanin might have therapeutic effects against endometritis.
Andrograpanin, isolated from Andrographis paniculata, exhibits anti-inflammatory property in lipopolysaccharide-induced macrophage cells through down-regulating the p38 MAPKs signaling pathways
Int Immunopharmacol 2008 Jul;8(7):951-8.PMID:18486905DOI:10.1016/j.intimp.2007.12.014.
Andrographis paniculata Nees is an official herbal medicine for treatment of infection and inflammation in China. Andrograpanin, the one of diterpene lactones in A. paniculata, is a hydrolysate from neoandrographolide in vivo and in vitro. The goal of the present study was to investigate Andrograpanin which effects on over production of nitric oxide (NO) and pro-inflammatory cytokines (TNF-alpha, IL-6 and IL-12p70) and the key signaling pathways involved in lipopolysaccharide (LPS)-activated macrophage cells. The results showed that NO and all three pro-inflammatory cytokines were inhibited by Andrograpanin (15-90 microM) in a dose-dependent manner. The RT-PCR and western blotting assays showed that Andrograpanin inhibited productions of NO and pro-inflammatory cytokines through down-regulating iNOS and pro-inflammatory cytokines gene expression levels. Further studies suggested that down-regulation of p38 mitogen-activated protein kinase (MAPKs) signaling pathways were involved in the anti-inflammatory activities of Andrograpanin. This study provided evidences that Andrograpanin might be useful as a potential anti-inflammatory leading compound for inflammatory drug development.
Andrograpanin, a compound isolated from anti-inflammatory traditional Chinese medicine Andrographis paniculata, enhances chemokine SDF-1alpha-induced leukocytes chemotaxis
J Cell Biochem 2005 Aug 1;95(5):970-8.PMID:15937916DOI:10.1002/jcb.20464.
Andrographis paniculata is a traditional Chinese medicine (TCM) that has been effectively used for treatment of infection, inflammation, cold, fever, and diarrhea in China. However, mechanism of its therapeutic function is not well known. In the current study, we showed one of its components, Andrograpanin, could enhance chemokine stromal cell-derived factor-1alpha (SDF-1alpha) induced chemotaxis in Jurkat and THP-1 cells. Further study demonstrated that this kind of effect was CXC chemokine receptor-4 (CXCR4) specific, since Andrograpanin could not enhance other chemokines, such as RANTES, monocyte chemotactic protein-1 (MCP-1), etc. induced cell chemotaxis. Mechanisms of Andrograpanin exerting its effect were not directly in the receptor and G protein coupling level because it had no effect on the binding of SDF-1 to CXCR4, SDF-1 induced G protein activation and adenyly cyclase inhibition. However, receptor internalization might be involved, since we found it significantly reduced SDF-1alpha-induced CXCR4 internalization.
In vitro and in silico studies on the structural and biochemical insight of anti-biofilm activity of Andrograpanin from Andrographis paniculata against Pseudomonas aeruginosa
World J Microbiol Biotechnol 2020 Aug 27;36(10):143.PMID:32851551DOI:10.1007/s11274-020-02919-x.
Microbial infections have become a global threat to drug-tolerant phenomena due to their biofilm formatting capacity. In many cases, conventional antimicrobial drugs fail to combat the infection, thus necessitating the discovery of some alternative medicine. Over several decades, plant metabolites have played a critical role in treating a broad spectrum of microbial infections due to its low cytotoxicity. Andrograpanin, a secondary metabolite, is a diterpenoid present in the leaf of Andrographis paniculata. In this study, Andrograpanin (0.15 mM) exhibited significant inhibition on biofilm production by Pseudomonas aeruginosa in the presence of gentamicin (0.0084 mM). The impaired production of extracellular polymeric substances and several virulence factors of Pseudomonas aeruginosa were investigated to understand the mechanism of action mediated by Andrograpanin. The structural alteration of biofilm was evaluated by using fluorescence microscopy, atomic force microscopy and field emission scanning electron microscopy. The in silico molecular simulation studies predicted interaction of Andrograpanin with quorum sensing proteins such as RhlI, LasI, LasR, and swarming motility protein BswR of Pseudomonas aeruginosa. Overall the studies indicate that Andrograpanin could be used as a therapeutic molecule against biofilm development by Pseudomonas aeruginosa.
Diterpenoids and Flavonoids from Andrographis paniculata
Chem Pharm Bull (Tokyo) 2020;68(1):96-99.PMID:31902905DOI:10.1248/cpb.c19-00662.
Chemical investigation of the aerial parts of Andrographis paniculata resulted in isolation of nine compounds, including a new ent-labdane diterpenoid, andrographic acid methyl ester (1), a new chalcone glucoside, pashanone glucoside (5), and seven known metabolites, Andrograpanin (2), andrographolide (3), andropanolide (4), andrographidine A (6), andrographidine F (7), 6-epi-8-O-acetyl-harpagide (8), and curvifloruside F (9). Their chemical structures were elucidated based on comprehensive analyses of the spectroscopic data, including NMR and MS. Among the isolated compounds, andropanolide exerted cytotoxicity toward LNCaP, HepG2, KB, MCF7, and SK-Mel2 carcinoma cells, with IC50 values ranging from 31.8 to 45.9 µM. In addition, andropanolide significantly inhibited the overproduction of nitric oxide (NO) in lipopolysaccharide (LPS)-stimulated RAW264.7 macrophages, with an IC50 value of 13.4 µM.