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表儿茶素(EC)

表儿茶素(EC)用途

(-)-Epicatechin 抑制环加氧酶-1 (COX-1) , IC50为 3.2 μM。(-)-Epicatechin 通过阻断 NF-κB 的 p65 亚基的核定位来抑制 IL-1β 诱导的 iNOS 表达。

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表儿茶素(EC)名称

[ CAS 号 ]:
490-46-0

[ 中文名 ]:
表儿茶素

[ 英文名 ]:
Epicatechin

[中文别名 ]:

[英文别名 ]:

(2R,3R)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol
(-)-3 3' 4' 5 7-Pentahydroxyflavan
(-)-epicatechin
(−)-Epicatechin,from green tea
(-)Epicatechin
L-Epicatechin
MFCD00075648
(−)-cis-3,3',4',5,7-Pentahydroxyflavane
epicatechin
EINECS 207-710-1

表儿茶素(EC)生物活性

[ 描述 ]:

(-)-Epicatechin 抑制环加氧酶-1 (COX-1) , IC50为 3.2 μM。(-)-Epicatechin 通过阻断 NF-κB 的 p65 亚基的核定位来抑制 IL-1β 诱导的 iNOS 表达。

[ 相关类别 ]:

天然产物 >> 黄酮类化合物

研究领域 >> 癌症

研究领域 >> 炎症/免疫

[ 靶点 ]

COX-1:3.2 μM (IC50)

[体外研究]

(-)-表儿茶素对环氧合酶-1(COX-1)在70μg/ mL时表现出> 95％的抑制活性,IC50为3.2μM[1]。 (-)-表儿茶素通过阻断NF-κB的p65亚基的核定位来抑制IL-1β诱导的iNOS表达。在RINm5F细胞中,(-)-表儿茶素显示在加入IL-1β后阻断胰岛素释放的抑制。此外,(-)-表儿茶素可抑制霍奇金淋巴瘤细胞和Jurkat T细胞的增殖,这归因于(-)-表儿茶素抑制这些细胞中NF-κB与DNA结合的能力。在人结直肠癌HCT-116细胞中,将20μM人参二醇与150,200或250μM(-)-表儿茶素组合,分别导致51％,97％和95％的生长抑制。通过膜联蛋白V/PI染色检查,该组合还使细胞凋亡水平增加了11.9％,16.6％和25.8％[2]。

[体内研究]

动物通过口服强饲法(每天两次)接受1mg/kg(-)-表儿茶素或水(载体)。运动组进行15天的跑步机运动。 (-)-表儿茶素[3]观察到跑步机性能显着提高(~50％)和增强原位肌肉疲劳抗性(~30％)。

[动物实验]

将小鼠[3] 1岁，雄性C57BL / 6N小鼠（n = 25）随机分成四组。（ - ） - 表儿茶素组3和4中的小鼠每天两次（早晨和晚上）给予1.0mg / kg连续15天，而对照组1和2中的动物接受载体（水）。（ - ） - 表儿茶素和载体均通过口服强饲法给药[3]。

[参考文献]

[1]. Waffo-Téguo P, et al. Potential cancer-chemopreventive activities of wine stilbenoids and flavans extracted from grape (Vitis vinifera) cell cultures. Nutr Cancer. 2001;40(2):173-9.

[2]. Shay J, et al. Molecular Mechanisms and Therapeutic Effects of (-)-Epicatechin and Other Polyphenols in Cancer, Inflammation, Diabetes, and Neurodegeneration. Oxid Med Cell Longev. 2015;2015:181260.

[3]. Nogueira L, et al. (-)-Epicatechin enhances fatigue resistance and oxidative capacity in mouse muscle. J Physiol. 2011 Sep 15;589(Pt 18):4615-31.

[相关活性小分子]

表儿茶素(EC)物理化学性质

[ 密度 ]:
1.6±0.1 g/cm3

[ 沸点 ]:
630.4±55.0 °C at 760 mmHg

[ 熔点 ]:
240 °C (dec.)(lit.)

[ 分子式 ]:
C₁₅H₁₄O₆

[ 分子量 ]:
290.268

[ 闪点 ]:
335.0±31.5 °C

[ 精确质量 ]:
290.079041

[ PSA ]:
110.38000

[ LogP ]:
0.49

[ 外观性状 ]:
白色至淡黄色晶体粉末

[ 蒸汽压 ]:
0.0±1.9 mmHg at 25°C

[ 折射率 ]:
1.742

[ 储存条件 ]:
2-8°C

[ 水溶解性 ]:
可溶于：甲醇

表儿茶素(EC)MSDS

详细MSDS(安全技术说明书)

表儿茶素(EC)毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: KB3745000

CHEMICAL NAME :: Epicatechol, (-)-

CAS REGISTRY NUMBER :: 490-46-0

LAST UPDATED :: 199106

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C15-H14-O6

MOLECULAR WEIGHT :: 290.29

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Sister chromatid exchange

TEST SYSTEM :: Human Lymphocyte

DOSE/DURATION :: 500 mg/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 246,205,1991

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表儿茶素(EC)安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H315-H319-H335

[ 警示性声明 ]:
P261-P305 + P351 + P338

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S26-S36

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
3

[ RTECS号 ]:
KB3745000

表儿茶素(EC)合成路线

详细合成路线

表儿茶素(EC)上下游产品

表儿茶素(EC)上游产品

表儿茶素(EC)下游产品

表儿茶素(EC)文献

Green tea polyphenol (-)-epigallocatechin-3-gallate triggered hepatotoxicity in mice: responses of major antioxidant enzymes and the Nrf2 rescue pathway.

Toxicol. Appl. Pharmacol. 283(1) , 65-74, (2015)

(-)-Epigallocatechin-3-gallate (EGCG), a constituent of green tea, has been suggested to have numerous health-promoting effects. On the other hand, high-dose EGCG is able to evoke hepatotoxicity. In t...

Identification of Vitis vinifera L. grape berry skin color mutants and polyphenolic profile.

Food Chem. 194 , 117-27, (2015)

A germplasm set of twenty-five grapevine accessions, forming eleven groups of possible berry skin color mutants, were genotyped with twelve microsatellite loci, being eleven of them identified as true...

Bi-layer composite dressing of gelatin nanofibrous mat and poly vinyl alcohol hydrogel for drug delivery and wound healing application: in-vitro and in-vivo studies.

J. Biomed. Nanotechnol. 9(9) , 1495-508, (2013)

Present investigation involves the development of a bi-layer dressing of gelatin nanofibrous mat loaded with epigallocatechin gallate (EGCG)/poly vinyl alcohol (PVA) hydrogel and its in-vivo evaluatio...

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