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Wushanicaritin Sale

(Synonyms: 巫山淫羊藿素) 目录号 : GC60385

Wushanicaritin 是一种从中药 Epimedium 植物中分离的主要活性化合物,在 DPPH 自由基清除活性测试中显示出显着的抗氧化活性 (IC50=35.3 μM)。Wushanicaritin 具有抗肿瘤作用和抗炎特性。

Wushanicaritin Chemical Structure

Cas No.:521-45-9

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10mg
¥1,080.00
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25mg
¥1,980.00
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50mg
¥3,150.00
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产品描述

Wushanicaritin, a major active compound isolated from the traditional Chinese medicine Epimedium plants, exhibits significant antioxidant activity (IC50=35.3 μM) in DPPH radical scavenging activity tests. Antitumor effects and anti-inflammatory property[1].

Wushanicaritin, a natural polyphenol compound, exerts many biological activities. Diphenyl picryl hydrazinyl radical (DPPH) radical scavenging activity tests indicated that Wushanicaritin (IC50=35.3 μM) exhibits significant antioxidant activity comparable to Vitamin C (IC50=32.0 μM)[1].

[1]. Hong X, et al. In Vitro Glucuronidation of Wushanicaritin by Liver Microsomes, Intestine Microsomes and Expressed Human UDP-Glucuronosyltransferase Enzymes. Int J Mol Sci. 2017 Sep 19;18(9). pii: E1983.

Chemical Properties

Cas No. 521-45-9 SDF
别名 巫山淫羊藿素
Canonical SMILES O=C1C(O)=C(C2=CC=C(OC)C=C2)OC3=C(CCC(C)(O)C)C(O)=CC(O)=C13
分子式 C21H22O7 分子量 386.4
溶解度 DMSO: 9.62 mg/mL (24.90 mM) 储存条件
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1 mg 5 mg 10 mg
1 mM 2.588 mL 12.94 mL 25.8799 mL
5 mM 0.5176 mL 2.588 mL 5.176 mL
10 mM 0.2588 mL 1.294 mL 2.588 mL
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Research Update

In Vitro Glucuronidation of Wushanicaritin by Liver Microsomes, Intestine Microsomes and Expressed Human UDP-Glucuronosyltransferase Enzymes

Int J Mol Sci 2017 Sep 19;18(9):1983.PMID:28925930DOI:10.3390/ijms18091983.

Wushanicaritin, a natural polyphenol compound, exerts many biological activities. This study aimed to characterize Wushanicaritin glucuronidation by pooled human liver microsomes (HLM), human intestine microsomes and individual uridine diphosphate-glucuronosyltransferase (UGT) enzyme. Glucuronidation rates were determined by incubating Wushanicaritin with uridine diphosphoglucuronic acid-supplemented microsomes. Kinetic parameters were derived by appropriate model fitting. Reaction phenotyping, the relative activity factor (RAF) and activity correlation analysis were performed to identify the main UGT isoforms. Wushanicaritin glucuronidation in HLM was efficient with a high CLint (intrinsic clearance) value of 1.25 and 0.69 mL/min/mg for G1 and G2, respectively. UGT1A1 and 1A7 showed the highest activities with the intrinsic clearance (CLint) values of 1.16 and 0.38 mL/min/mg for G1 and G2, respectively. In addition, G1 was significantly correlated with β-estradiol glucuronidation (r = 0.847; p = 0.0005), while G2 was also correlated with chenodeoxycholic acid glucuronidation (r = 0.638, p = 0.026) in a bank of individual HLMs (n = 12). Based on the RAF approach, UGT1A1 contributed 51.2% for G1, and UGT1A3 contributed 26.0% for G2 in HLM. Moreover, glucuronidation of Wushanicaritin by liver microsomes showed marked species difference. Taken together, UGT1A1, 1A3, 1A7, 1A8, 1A9 and 2B7 were identified as the main UGT contributors responsible for Wushanicaritin glucuronidation.

Chemical inhibition and stable knock-down of efflux transporters leads to reduced glucuronidation of Wushanicaritin in UGT1A1-overexpressing HeLa cells: the role of breast cancer resistance protein (BCRP) and multidrug resistance-associated proteins (MRPs) in the excretion of glucuronides

Food Funct 2018 Mar 1;9(3):1410-1423.PMID:29318243DOI:10.1039/c7fo01298e.

Active efflux transport of glucuronides out of cells is a critical process in elimination of drugs and food-derived compounds. Wushanicaritin, a natural polyphenol from Epimedium species, has shown many biological activities. However, the transporters responsible for excretion of Wushanicaritin glucuronides still remain undefined. Herein, chemical inhibitors (Ko143, MK571, dipyridamole and leukotriene C4) and single stable knocked-down efflux transporters (BCRP, MRP1, MRP3 and MRP4) were used to determine the contributions of efflux transporters to glucuronide efflux and cellular glucuronidation in UGT1A1-overexpressing HeLa cells (HeLa1A1). Knock-down of transporters was performed by stable transfection of short hairpin RNA (shRNA) using lentiviral vectors. The HeLa1A1 cell lysate catalyzed Wushanicaritin glucuronidation, generating wushanicaritin-3-O-glucuronide and wushanicaritin-7-O-glucuronide. Ko143 (a dual inhibitor of BCRP, 5-20 μM) caused a marked decrease in excretion rate (maximal 53.4%) and increase of intracellular glucuronides (maximal 86.0%), while MK-571 (an inhibitor of MRPs, 5-20 μM) resulted in a significant reduction in excretion rate (maximal 64.6%) and rise of intracellular glucuronides (maximal 98.0%). By contrast, dipyridamole and leukotriene C4 showed no inhibitory effects on glucuronide excretion. Furthermore, shRNA-mediated silencing of a target transporter led to a marked reduction in the excretion rate of Wushanicaritin glucuronides (maximal 33.8% for BCRP; 25.9% for MRP1; 26.7% for MRP3; 39.3% for MRP4). Transporter silencing also led to substantial decreases in efflux clearance (maximal 61.5% for BCRP; 48.7% for MRP1; 35.1% for MRP3; 63.1% for MRP4). In conclusion, chemical inhibition and gene silencing results suggested that BCRP, MRP1, MRP3 and MRP4 were significant contributors to excretion of Wushanicaritin glucuronides.

Synthesis of prenylated flavonols and their potents as estrogen receptor modulator

Sci Rep 2017 Sep 29;7(1):12445.PMID:28963488DOI:10.1038/s41598-017-12640-9.

Prenylated flavonols are known as phytoestrogen and have good bioactivties. However, their abundances in nature are pretty low. It is required to find an efficient synthesis technique. Icariin is a prenylated flavonol glycoside with low cost. It can be used to synthesize different prenylated flavonols. A combination of cellulase and trifluoacetic acid hydrolysis could effectively remove rhamnose and glucose from icariin. Icaritin, anhydroicaritin and Wushanicaritin were the leading prenylated flavonol products. Their affinities to estrogen receptors α and β were predicted by docking study. The weak affinity of Wushanicaritin indicated that prenyl hydroxylation impaired its affinity to estrogen receptor β. The prenyl cyclization led to a loss of affinity to both receptors. The interactions between icaritin and ligand binding cavity of estrogen receptor β were simulated. π-π stacking and hydrophobic forces were predicted to be the dominant interactions positioning icaritin, which induced the helix (H12) forming an activated conformation.

Antioxidant flavonoids from Epimedium wushanense

Fitoterapia 2012 Jan;83(1):44-8.PMID:21968061DOI:10.1016/j.fitote.2011.09.010.

Two new flavonoids, Wushanicaritin (1) and wushankaempferol (2), along with 24 known flavonoids were isolated from the whole herb of Epimedium wushanense T.S. Ying (Berberidaceae). On the basis of NMR and ESI-MS spectroscopic analysis, structures of compounds 1 and 2 were elucidated as 8-γ-hydroxy-γ,γ-dimethylpropyl-3,5,7-trihydroxy-4'- methoxyflavone and kaempferol 3-O-α-l-[2,3-di-O-β-D-(6-E-p-coumaroyl) glucopyranosyl]-rhamnopyranosyl-7-O-α-L-rhamnopyranoside, respectively. DPPH radical scavenging activity tests indicated that 1 (IC(50) 35.3 μM) exhibited antioxidant activity comparable to Vitamin C (IC(50) 32.0 μM), while 2 (IC(50) 443.7 μM) showed weak activity.