Licoflavone C
(Synonyms: 甘草黄酮 C) 目录号 : GC36449
A prenylated flavone with diverse biological activities
Cas No.:72357-31-4
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Licoflavone C is a prenylated flavone that has been found in G. ephedroides and has diverse biological activities.1,2,3 It induces estrogen receptor-dependent gene expression in S. cerevisiae expressing human estrogen receptor α (ERα) in a reporter assay when used at a concentration of 0.1 ?M.1 Licoflavone C inhibits LPS-induced production of nitric oxide (NO) in RAW 264.7 macrophages (IC50 = 20.4 ?M).2 It is active against E. coli, P. aeruginosa, and various strains of Candida (MICs = 7.81-15.62 ?g/ml) and is cytotoxic to HepG2 cells (IC50 = 9 ?g/ml).3
1.Garritano, S., Pinto, B., Giachi, I., et al.Assessment of estrogenic activity of flavonoids from Mediterranean plants using an in vitro short-term testPhytomedicine12(1-2)143-147(2005) 2.Han, A.-R., Kang, Y.-J., Windono, T., et al.Prenylated flavonoids from the heartwood of Artocarpus communis with inhibitory activity on lipopolysaccharide-induced nitric oxide productionJ. Nat. Prod.69(4)719-721(2006) 3.Edziri, H., Mastouri, M., Mahjoub, M.A., et al.Antibacterial, antifungal and cytotoxic activities of two flavonoids from Retama raetam flowersMolecules17(6)7284-7293(2012)
| Cas No. | 72357-31-4 | SDF | |
| 别名 | 甘草黄酮 C | ||
| Canonical SMILES | O=C1C=C(C2=CC=C(O)C=C2)OC3=C(C/C=C(C)\C)C(O)=CC(O)=C13 | ||
| 分子式 | C20H18O5 | 分子量 | 338.35 |
| 溶解度 | Soluble in DMSO | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，避免反复冻融造成的产品失效。 储备液的保存方式和期限：-80°C 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 2.9555 mL | 14.7776 mL | 29.5552 mL |
| 5 mM | 0.5911 mL | 2.9555 mL | 5.911 mL |
| 10 mM | 0.2956 mL | 1.4778 mL | 2.9555 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
Licoflavone C attenuates the genotoxicity of cancer drugs in human peripheral lymphocytes
Phytother Res 2008 Dec;22(12):1650-4.PMID:18979523DOI:10.1002/ptr.2546.
Flavonoids exhibit a wide spectrum of biological activities that can lead to beneficial effects for human health. The search for cytotoxic, genotoxic and/or antimutagenic natural compounds is therefore of great relevance, especially in cancer chemotherapy. In view of this, we screened the potential genotoxicity/antigenotoxicty of Licoflavone C (LFLC) - a naturally occurring prenyl-flavone extracted from Genista ephedroides - using the micronucleus (MN) assay on stimulated and cytochalasin B-blocked human lymphocytes. LFLC did not increase the spontaneous MN level up to 600 microM final concentration where a strong toxicity was seen to occur. We therefore performed an antigenotoxicity assay against the two mutagenic anticancer drugs, mitomycin C (MMC) and daunorubicin (DAU), using two non-toxic LFLC concentrations (0.1 microM and 1.0 microM). The MN frequencies induced by 0.025 microg/ml or 0.05 microg/ml DAU were significantly lowered by 45.4% or 46.6% and 41.8% or 44.8% at LFLC 0.1 and 1.0 microM, respectively. After treatment with 0.085 microg/ml or 0.17 microg/ml MMC, we detected a reduction in genotoxicity of 35.1% or 37.0% and of 38.0% or 35.8% at LFLC 0.1 and 1.0 microM, respectively. In conclusion, LFLC was proven to be protective toward the chromosome damage induced by DAU or MMC in cultured human peripheral lymphocytes.
Natural Compounds Inhibit SARS-CoV-2 nsp13 Unwinding and ATPase Enzyme Activities
ACS Pharmacol Transl Sci 2022 Apr 1;5(4):226-239.PMID:35434533DOI:10.1021/acsptsci.1c00253.
SARS-CoV-2 infection is still spreading worldwide, and new antiviral therapies are an urgent need to complement the approved vaccine preparations. SARS-CoV-2 nps13 helicase is a validated drug target participating in the viral replication complex and possessing two associated activities: RNA unwinding and 5'-triphosphatase. In the search of SARS-CoV-2 direct antiviral agents, we established biochemical assays for both SARS-CoV-2 nps13-associated enzyme activities and screened both in silico and in vitro a small in-house library of natural compounds. Myricetin, quercetin, kaempferol, and flavanone were found to inhibit the SARS-CoV-2 nps13 unwinding activity at nanomolar concentrations, while Licoflavone C was shown to block both SARS-CoV-2 nps13 activities at micromolar concentrations. Mode of action studies showed that all compounds are nsp13 noncompetitive inhibitors versus ATP, while computational studies suggested that they can bind both nucleotide and 5'-RNA nsp13 binding sites, with Licoflavone C showing a unique pattern of interaction with nsp13 amino acid residues. Overall, we report for the first time natural flavonoids as selective inhibitors of SARS-CoV-2 nps13 helicase with low micromolar activity.
Specialized Metabolites from the Allelopathic Plant Retama raetam as Potential Biopesticides
Toxins (Basel) 2022 Apr 28;14(5):311.PMID:35622558DOI:10.3390/toxins14050311.
To cope with the rising food demand, modern agriculture practices are based on the indiscriminate use of agrochemicals. Although this strategy leads to a temporary solution, it also severely damages the environment, representing a risk to human health. A sustainable alternative to agrochemicals is the use of plant metabolites and plant-based pesticides, known to have minimal environmental impact compared to synthetic pesticides. Retama raetam is a shrub growing in Algeria's desert areas, where it is commonly used in traditional medicine because of its antiseptic and antipyretic properties. Furthermore, its allelopathic features can be exploited to effectively control phytopathogens in the agricultural field. In this study, six compounds belonging to isoflavones and flavones subgroups have been isolated from the R. raetam dichloromethane extract and identified using spectroscopic and optical methods as alpinumisoflavone, hydroxyalpinumisoflavone, laburnetin, Licoflavone C, retamasin B, and ephedroidin. Their antifungal activity was evaluated against the fungal phytopathogen Stemphylium vesicarium using a growth inhibition bioassay on PDA plates. Interestingly, the flavonoid laburnetin, the most active metabolite, displayed an inhibitory activity comparable to that exerted by the synthetic fungicide pentachloronitrobenzene, in a ten-fold lower concentration. The allelopathic activity of R. raetam metabolites against parasitic weeds was also investigated using two independent parasitic weed bioassays to discover potential activities on either suicidal stimulation or radicle growth inhibition of broomrapes. In this latter bioassay, ephedroidin strongly inhibited the growth of Orobanche cumana radicles and, therefore, can be proposed as a natural herbicide.
Flavonoids from genista ephedroides
J Nat Prod 1998 Nov;61(11):1404-6.PMID:9834164DOI:10.1021/np980112s.
Three new flavonoids (1-3) and 11 known compounds (genistein, isoprunetin, wighteone, laburnetin, alpinumisoflavone, genistin, genistein 8-C-glucoside, apigenin, isokaempferide, Licoflavone C, and D-pinitol) were isolated from the aerial parts of Genista ephedroides. The structures of the new compounds were established as hydroxyalpinumisoflavone (1) [4', 5-dihydroxy-2"-methyl-2"-hydroxymethylpyrano(5",6":6,7)isoflavone], ephedroidin (2) [4',5, 7-trihydroxy-8-(2-hydroxy-3-methyl-3-butenyl)flavone], and genisteone (3) (7-O-glucosylwighteone) by means of spectroscopic methods.
Estradiol-antagonistic activity of phenolic compounds from leguminous plants
Phytother Res 2008 Mar;22(3):362-6.PMID:18167044DOI:10.1002/ptr.2327.
Natural flavonoids are currently receiving much attention because of their estrogenic and antiestrogenic properties. Six isoflavones (isoprunetin, isoprunetin 7-O-beta-D-glucopyranoside, isoprunetin 4',7-di-O-beta-D-glucopyranoside, genistein, genistein 7-O-beta-D-glucopyranoside, daidzein), four flavones (luteolin, luteolin 7-O-beta-D-glucopyranoside, luteolin 4'-O-beta-D-glucopyranoside, Licoflavone C), isolated from Genista morisii and G. ephedroides (two Leguminosae plants of the Mediterranean area) together with two structurally related pterocarpans, bitucarpin A and erybraedyn C, isolated from Bituminaria bituminosa (Leguminosae), were tested for the antagonist activity by a yeast based estrogen receptor assay (Saccharomyces cerevisiae RMY326 ER-ERE). Most compounds inhibited the estradiol-induced transcriptional activity in a concentration dependent manner. In particular, for the flavone luteolin 77% inhibition of the induced beta-galactosidase activity was observed. Interestingly, Licoflavone C exhibited a dose-dependent antagonistic activity at concentrations up to 10(-4) M, but stimulated beta-galactosidase expression at higher concentrations resulting in a U-shaped-like dose-response curve.