Herniarin (7-Methoxycoumarin)
(Synonyms: 7-甲氧基香豆素; 7-Methoxycoumarin; Methyl umbelliferyl ether) 目录号 : GC34148A coumarin with diverse biological activities
Cas No.:531-59-9
Sample solution is provided at 25 µL, 10mM.
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Cell experiment: | Briefly, the cells are seeded (104 cells per well) onto flat-bottomed 96-well culture plates and allowed to grow 72 h after treatment with various concentration of auraptene, Herniarin, umbelliferone, and umbelliprenin. After removing the medium, MTT solution (5 mg/mL in PBS) is added and incubated for 4 h and the resulting formazan is solubilized with DMSO (100 mL). The absorption is measured at 570 nm (620 nm as a reference) in an ELISA reader[1]. |
References: [1]. Mousavi SH, et al. Comparative analysis of the cytotoxic effect of 7-prenyloxycoumarin compounds and herniarin on MCF-7 cell line. Avicenna J Phytomed. 2015 Nov-Dec;5(6):520-30. |
7-Methoxycoumarin is a coumarin that has been found in S. oblongifolia and has diverse biological activities.1,2,3 It reduces the release of prostaglandin E2 and leukotriene C4 induced by A23187 in isolated mouse peritoneal macrophages.1 7-Methyoxycoumarin is active against S. aureus, S. epidermidis, B. subtilis, S. lutea, and V. cholera (MICs = 0.5, 0.75, 0.75, 0.75, and 0.5 mg/ml, respectively).2 In vivo, 7-methoxycoumarin (3.5 and 7 mg/kg) reduces formalin-induced paw licking and biting responses in mice.3
1.Silván, A.M., Abad, M.J., Bermejo, P., et al.Antiinflammatory activity of coumarins from Santolina oblongifoliaJ. Nat. Prod.59(12)1183-1185(1996) 2.Canales-Martínez, M., Hernández-Delgado, T., Flores-Ortiz, C., et al.Antimicrobial activity of Alternanthera caracasanaPharm. Biol.43(4)305-307(2005) 3.Cheriyan, B.V., Sr., Kadhirvelu, P., Sr., Nadipelly, J., Jr., et al.Anti-nociceptive effect of 7-methoxy coumarin from Eupatorium triplinerve vahl (Asteraceae)Pharmacogn. Mag.13(49)81-84(2017)
Cas No. | 531-59-9 | SDF | |
别名 | 7-甲氧基香豆素; 7-Methoxycoumarin; Methyl umbelliferyl ether | ||
Canonical SMILES | O=C1C=CC2=CC=C(OC)C=C2O1 | ||
分子式 | C10H8O3 | 分子量 | 176.17 |
溶解度 | DMSO : ≥ 125 mg/mL (709.54 mM) | 储存条件 | 4°C, protect from light |
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1 mg | 5 mg | 10 mg | |
1 mM | 5.6763 mL | 28.3817 mL | 56.7634 mL |
5 mM | 1.1353 mL | 5.6763 mL | 11.3527 mL |
10 mM | 0.5676 mL | 2.8382 mL | 5.6763 mL |
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1. 首先保证母液是澄清的;
2.
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Comparative analysis of the cytotoxic effect of 7-prenyloxycoumarin compounds and Herniarin on MCF-7 cell line
Avicenna J Phytomed 2015 Nov-Dec;5(6):520-30.PMID:26693409doi
Objective: 7-prenyloxycoumarins are a group of secondary metabolites that are found mainly in plants belonging to the Rutaceae and Umbelliferae families. This study was designed to evaluate and compare the cytotoxic and apoptotic activity of 7-prenyloxycoumarin compounds and Herniarin on MCF-7, a breast carcinoma cell line. Materials and methods: Cells were cultured in RPMI medium and incubated with different concentrations of auraptene, Herniarin, umbelliferone, and umbelliprenin. Cell viability was quantified by MTT assay. Apoptotic cells were determined using propidium iodide staining of DNA fragmentation by flow cytometry (sub-G1peak). Bax protein expression was detected by western blot to investigate the underlying mechanism. Results: Doses which induced 50% cell growth inhibition (IC50) against MCF-7 cells with auraptene, Herniarin, umbelliferone, and umbelliprenin were calculated (59.7, 207.6, 476.3, and 73.4 µM), respectively. Auraptene induced a sub-G1 peak in the flow cytometry histogram of treated cells compared to control cells, and DNA fragmentation suggested the induction of apoptosis. Western blot analysis showed that auraptene significantly up-regulated Bax expression in MCF-7 cells compared to untreated controls. Conclusion: Auraptene exerts cytotoxic and apoptotic effects in breast carcinoma cell line and can be considered for further mechanistic evaluations in human cancer cells. These results candidate auraptene for further studies to evaluate its biosafety and anti-cancer effects.
Matricaria chamomilla (Chamomile) Ameliorates Muscle Atrophy in Mice by Targeting Protein Catalytic Pathways, Myogenesis, and Mitochondrial Dysfunction
Am J Chin Med 2021;49(6):1493-1514.PMID:34247561DOI:10.1142/S0192415X21500701.
Muscle atrophy, or loss of skeletal muscle, is caused by aging, malnutrition, immobility through injury, or diseases such as cancer. Chamomile (Matricaria chamomilla L.) contains various active components, including flavonoids, sesquiterpenes, polyacetylenes, and coumarins, and is used in various herbal medicines in the European Pharmacopoeia. In this study, we investigated the effects of ethanol extract of chamomile [Formula: see text](MC) on muscle wasting and its mechanism of action. Mice with dexamethasone (DEX)-induced muscle atrophy were orally administered MC (100, 200, and 300 mg/kg) for 4 weeks. Micro-computed tomography analysis showed that MC (200 and 300 mg/kg) significantly recovered DEX-induced loss of muscle volume, density, and weight and MC-treated DEX-induced mice also showed increased moving distance and grip strength. MC suppressed the mRNA level of muscle RING finger 1 (MuRF1) while increasing the expression of mitochondrial transcription factor A (TFAM), MyoD, and Myogenin-1. We found 25 peaks in MC samples through HPLC analysis and identified 6 peaks by comparison with a profile of standard compounds: chlorogenic acid (CGA), luteolin-7-O-glucoside (L7G), patulitrin, apigenin-7-O-glucoside (A7G), Herniarin, and (E)-tonghaosu. Of these components, the gene expression of MyoD was significantly augmented by patulitrin, Herniarin, CGA, and L7G in C2C12 cells, while Myogenin-1 gene expression was increased by A7G, patulitrin, Herniarin, CGA, and L7G. Moreover, TFAM gene expression and phosphorylation of AKT were increased by all six ingredients. Based on our results, we suggest MC for use as a supplement or remedy for muscle wasting, including cachexia and sarcopenia.
Antigenotoxic activities of the natural dietary coumarins umbelliferone, Herniarin and 7-isopentenyloxy coumarin on human lymphocytes exposed to oxidative stress
Drug Chem Toxicol 2014 Apr;37(2):144-8.PMID:24111691DOI:10.3109/01480545.2013.834352.
The antigenotoxic effects of umbelliferone (UMB), Herniarin (HER) and 7-isopentenyloxy coumarin (7-IP), common natural dietary coumarins, were evaluated on the human lymphocyte DNA damage using single-cell gel electrophoresis. H(2)O(2)-induced DNA break was measured based on the percentage of DNA in tail, and the antigenotoxic effects of the tested compounds were compared with that of ascorbic acid (10, 25, 50, 100 and 200 μM). UMB, HER and 7-IP did not show any genotoxicity, as compared to phosphate-buffered saline. Treatment with UMB, HER and 7-IP led to a significant reduction in the percentage of DNA in tail induced by H(2)O(2) (p < 0.001) at all concentrations. The presence of prenyl moiety in the chemical structure of 7-IP may contribute to its better antigenotoxic property, compared to UMB. The results of this study showed that 7-IP possessed the best antigenotoxic activity among the tested compounds.
Neuroprotective effect of Herniarin following transient focal cerebral ischemia in rats
Metab Brain Dis 2021 Dec;36(8):2505-2510.PMID:34519909DOI:10.1007/s11011-021-00841-1.
Ischemic stroke is a devastating central nervous disease. Despite extensive research in to this area, few innovative neuroprotective treatments have been presented. 7-Methoxycoumarin, also known as Herniarin, is a common natural coumarin in several plant species. This project examined the effects of the Herniarin in rats subjected to the middle cerebral artery occlusion (MCAO). Herniarin at doses of 10 and 20 mg/kg was administered through intraperitoneal injection for 7 days before MCAO induction. Rats were subjected to a 30 min MCAO and a subsequent 24 h' reperfusion. 24 h after the termination of MCAO, neurologic outcome, volume of brain infarction, level of interleukin-1β (IL-1β) and tumor necrosis factor alpha (TNF-α), as inflammatory markers, and oxidative stress markers including levels of total thiol, malondialdehyde (MDA), and superoxide dismutase (SOD) activity were estimated. Herniarin administration decreased the MCAO-induced infarct volume and neurological deficits. Moreover, pretreatment with Herniarin significantly decreased the levels of MDA while simultaneously increasing the level of total thiol and SOD activity in the brain tissues of MCAO rats. Moreover, Herniarin pretreatment decreased the levels of IL-1β and TNF-α in the brain tissues of MCAO rats. These results suggest that Herniarin presents beneficial effects against ischemic stroke, partly through the inhibition of oxidative stress and inflammation.
The Alleviating Effect of Herniarin Against Ionizing Radiation-Induced Genotoxicity and Cytotoxicity in Human Peripheral Blood Lymphocytes
Curr Radiopharm 2022;15(2):141-147.PMID:34636317DOI:10.2174/1874471014666211012104808.
Background and objective: Herniarin is a simple coumarin that is found naturally in some plant species. In this study, we aimed to evaluate the protective effect of Herniarin against ionizing radiation-induced genotoxicity and cytotoxicity in human peripheral blood lymphocytes. Methods: Herniarin was added to human lymphocytes before irradiation with a dose of 2 Gy of Xrays. The antagonistic potential of Herniarin against radiation was measured by MTT [3-(4,5- dimethyl-2-thiazolyl)-2,5-diphenyl-2H tetrazolium bromide] assay, micronucleus assay, flow cytometry, and reactive oxygen species (ROS) level analysis. Results: The maximum survival of lymphocytes against radiation was observed at a concentration of 50 μM of Herniarin and a treatment time of 1 h. Pretreatment with 50 μM Herniarin significantly decreased the micronuclei frequency, the percentage of apoptotic lymphocytes, and the ROS level in irradiated human lymphocytes. Moreover, 50 μM Herniarin significantly increased the cytokinesis blocked proliferation index in irradiated lymphocytes. Conclusion: Herniarin could reduce radiation-induced cytotoxicity and genotoxicity in human lymphocytes. To complete the results of this study, it is suggested that in the future, more preclinical studies with larger samples or animal models be performed on Herniarin.