Kaempferol-7-O-rhamnoside
(Synonyms: 山奈酚-7-O-鼠李糖苷) 目录号 : GC61635Kaempferol-7-O-rhamnoside是从ChimonanthusnitensOliv叶子中分离的,一种有效的α-葡萄糖苷酶活性抑制剂。Kaempferol-7-O-rhamnoside有用于糖尿病的潜力。
Cas No.:20196-89-8
Sample solution is provided at 25 µL, 10mM.
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- Purity: >98.00%
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Kaempferol-7-O-rhamnoside, isolated from Chimonanthus nitens Oliv. Leaves, is a potent α-glucosidase activity inhibitor. Kaempferol-7-O-rhamnoside has the potential for diabetes[1].
[1]. Chen H, et al. Constituent analysis of the ethanol extracts of Chimonanthus nitens Oliv. leaves and their inhibitory effect on α-glucosidase activity. Int J Biol Macromol. 2017 May;98:829-836.
Cas No. | 20196-89-8 | SDF | |
别名 | 山奈酚-7-O-鼠李糖苷 | ||
Canonical SMILES | O=C1C(O)=C(C2=CC=C(O)C=C2)OC3=CC(O[C@H]4[C@@H]([C@@H]([C@H]([C@H](C)O4)O)O)O)=CC(O)=C13 | ||
分子式 | C21H20O10 | 分子量 | 432.38 |
溶解度 | 储存条件 | 4°C, protect from light | |
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。 |
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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。 |
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1 mg | 5 mg | 10 mg | |
1 mM | 2.3128 mL | 11.5639 mL | 23.1278 mL |
5 mM | 0.4626 mL | 2.3128 mL | 4.6256 mL |
10 mM | 0.2313 mL | 1.1564 mL | 2.3128 mL |
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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 | |||
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DMSO母液配制方法: mg 药物溶于 μL DMSO溶液(母液浓度 mg/mL,
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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。
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Identification of a novel farnesoid X receptor agonist, Kaempferol-7-O-rhamnoside, a compound ameliorating drug-induced liver injury based on virtual screening and in vitro validation
Toxicol Appl Pharmacol 2022 Nov 1;454:116251.PMID:36150480DOI:10.1016/j.taap.2022.116251.
Farnesoid X receptor (FXR), a bile acid receptor, plays an essential role in maintaining bile acid and liver homeostasis and has been recognized as an essential target for drug-induced liver injury (DILI). This study aimed to identify potential FXR agonists by virtual screening, molecular dynamics (MD) simulation, and biological assays. First, an in-house Traditional Chinese medicine compound database was screened using a virtual approach based on molecular docking to reveal potential FXR agonists. Secondly, MD was applied to analyze the process of agonist binding. Finally, the acetaminophen (APAP)-induced L02 cells model evaluated the pharmacodynamic activity of agonists treating DILI. Virtual screening results showed that Kaempferol-7-O-rhamnoside was confirmed as the FXR agonist. MD results showed that Kaempferol-7-O-rhamnoside could stably bind the FXR. In addition, in vitro cell-based assay showed that Kaempferol-7-O-rhamnoside could promote the expression of the FXR gene and inhibit the Cyp7a1 gene expression in APAP-induced cells, significantly reducing the activities of AST, AKP and ROS, and enhancing the expression of GSH. The current study confirmed that Kaempferol-7-O-rhamnoside might improve liver function by promoting proliferation, ameliorating oxidative stress, and regulating FXR target genes as observed in vitro. Therefore, in this study, discovering the FXR agonist, Kaempferol-7-O-rhamnoside, provides valuable guidance for developing novel drugs against DILI.
CRISPR/Cas9-mediated mutagenesis of VvbZIP36 promotes anthocyanin accumulation in grapevine (Vitis vinifera)
Hortic Res 2022 Feb 19;9:uhac022.PMID:35184164DOI:10.1093/hr/uhac022.
Anthocyanins are plant secondary metabolites that have a variety of biological functions, including pigmentation. The accumulation of anthocyanins is regulated by both transcriptional activators and repressors. Studies have shown that the bZIP family act primarily as positive regulators of anthocyanin biosynthesis, but there are few reports of negative regulation. Here, we report that a grapevine (Vitis vinifera) bZIP gene from group K, VvbZIP36, acts as a negative regulator of anthocyanin biosynthesis. Knocking-out one allele of VvbZIP36 in grapevine utilizing the CRISPR/Cas9 technology promoted anthocyanin accumulation. Correlation analysis of transcriptome and metabolome data showed that, compared with wild type, a range of anthocyanin biosynthesis genes were activated in VvbZIP36 mutant plants, resulting in the accumulation of related metabolites, including naringenin chalcone, naringenin, dihydroflavonols and cyanidin-3-O-glucoside. Furthermore, the synthesis of stilbenes (α-viniferin), lignans and some flavonols (including quercetin-3-O-rhamnoside, kaempferol-3-O-rhamnoside and Kaempferol-7-O-rhamnoside) was significantly inhibited and several genes linked to these metabolism, were down-regulated in the mutant plants. In summary, our results demonstrate that VvbZIP36, as a negative regulator of anthocyanin biosynthesis, plays a role in balancing the synthesis of stilbenes (α-viniferin), lignans, flavonols and anthocyanins.
Novel flavonoids with antioxidant activity from a Chenopodiaceous plant
Pharm Biol 2012 Jan;50(1):99-104.PMID:22150781DOI:10.3109/13880209.2011.591806.
Objective: Atriplex lentiformis (Torr.) S.Wats (Chenopodiaceae) is a wild plant which is in use by Bedouin in treatment of general fatigue, therefore, there is a need to explore the potential antioxidant activity of the extracts and isolated compounds of this plant. Methods: Column chromatography and spectroscopic analysis were used for isolation and identification of the compounds. The antioxidant activity was evaluated in vitro using the ABTS(•+) (2,2'-azino-bis-3-ethyl-bezthiazoine-6-sulphuric acid) radical scavenging model. Liver and kidney functions were investigated after oral administration of total alcohol, successive extracts, and isolated compounds. Results: Two new flavonoids, quercetin-6,4'-dimethoxy-3-fructo-rhamnoside 1 and quercetin-4'-methoxy-3-fructo-rhamnoside 2 in addition to five known compounds (kaempferol-4'-methoxy-3-rutinoside 3, Kaempferol-7-O-rhamnoside 4, kaempferol-3,7-O,O-dirhamnoside 5, quercetin 6, and kaempferol 7) were isolated. Oral administration of total ethanol, diethyl ether, chloroform, ethyl acetate and n-butanol extracts showed no signs of toxicity up to (5 g/kg. b.wt.). All extracts and isolated compounds showed varied antioxidant activity ranged from 129 to 952 µmol Trolox equivalent/gram dry weight with maximum level for the two new isolated flavonoids (985 and 895 µmol Trolox equivalent/gram dry weight). Animals received both total ethanol and n-butanol extracts showed a significant increase in ALT, AST, blood urea, and serum creatinine levels.
Phytochemical and molluscicidal investigations of Fagonia arabica
Z Naturforsch C J Biosci 2007 Sep-Oct;62(9-10):661-7.PMID:18069237DOI:10.1515/znc-2007-9-1006.
The aqueous methanolic extract of the aerial parts of Fagonia arabica L. (family Zygophyllaceae) was successively fractionated using certain organic solvents. From the ethyl acetate fraction, two flavonoid glycosides were isolated and identified as Kaempferol-7-O-rhamnoside and acacetin-7-O-rhamnoside. Four triterpenoidal glycosides were isolated from the butanolic layer. Their structures were elucidated on the basis of the spectral and chemical data as 3-O-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinopyranoside oleanolic acid (1), 3-O-alpha-L-arabinopyranosyl quinovic acid 28-O-beta-D-glucopyranoside (2), 3-O-[beta-D-glucopyranosyl-(1-->2)]-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabinosyl oleanolic acid (3) and 3-O-beta-D-glucopyranosyl-(1-->3)-alpha-L-arabino-pyranosyl quinovic acid 28-O-beta-D-glucopyranoside (4). The two monodesmosidic saponins 1 and 3 were found to possess strong molluscicidal activity against Biomphalaria alexandrina snails, the intermediate host of Schistosoma mansoni in Egypt (LC90 = 13.33 and 16.44 microM), whereas the other two bidesmosidic saponins 2 and 4 as well as the two flavonoid glycosides were inactive up to 50 microM.
Constituent analysis of the ethanol extracts of Chimonanthus nitens Oliv. leaves and their inhibitory effect on α-glucosidase activity
Int J Biol Macromol 2017 May;98:829-836.PMID:28223131DOI:10.1016/j.ijbiomac.2017.02.044.
The ethanol extracts of Chimonanthus nitens Oliv. leaves were prepared sequentially by ethanol gradient elution and tested for their α-glucosidase inhibitory. The fraction of 50% ethanol eluate (EE) exhibited the notable inhibition with IC50 of 0.376mg/mL. Also, 50% EE was chemically characterized by liquid chromatography-mass spectrometry (LC-MS) analysis. Eight compounds including rutin (1), hyperin (2), isoquercitrin (3), luteoloside (4), astragalin (6), quercetin (13), naringenin (14), kaempferol (15) were identified by compared with standard substances as well as proper luteolin-5-O-glucoside (5), Kaempferol-7-O-rhamnoside (9), 5,7,8-trihydroxy-2-methoxyl-flavone-7-O-glucoside (10), kaempferol-7-O-acetyl-galactoside (11). The experiments of ultra-filtration combined with liquid chromatography-mass spectrometry (UF-LC-MS) guided quercetin and kaempferol as the key factors for 50% EE showing highly inhibitory activity on α-glucosidase. Quercetin and kaempferol inhibited yeast α-glucosidase in a mixed-type manner with IC50 of 66.8 and 109μg/mL, respectively. These results would provide theoretical underpinning for the C. nitens Oliv. leaves ethanol extracts used as nutraceutical health supplement in the management of type 2 diabetes.