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儿茶精；儿茶素； (2R,3S)-2-(3,4-二羟基苯基)-3,4-二氢-2H-苯并吡喃-3,5,7-三醇

用途

Catechin 抑制环加氧酶-1 (COX-1) , IC50 为 1.4 μM。

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名称

[ CAS 号 ]:
154-23-4

[ 中文名 ]:
儿茶精

[ 英文名 ]:
Catechin

[中文别名 ]:

[英文别名 ]:

(2R,3S)-2-(3,4-Dihydroxyphenyl)chroman-3,5,7-triol
Sunkatol No. 1
(+)-Cianidanol
Dexcyanidanol
Catechuic acid
3-Cyanidanol, (+)-
(+)-(2R:3S)-5,7,3',4'-Tetrahydroxyflavan-3-ol
(+)-3,3',4',5,7-Flavanpentol Hydrate
Catechin
(+)-3,3,4,5,7-Flavanpentol

生物活性

[ 描述 ]:

Catechin 抑制环加氧酶-1 (COX-1) , IC50 为 1.4 μM。

[ 相关类别 ]:

研究领域 >> 癌症

天然产物 >> 黄酮类化合物

[ 靶点 ]

COX-1:1.4 μM (IC50)

[体外研究]

儿茶素对环氧合酶-1(COX-1)的抑制活性在70μg/ mL时> 95％,IC50为1.4μM[1]。在用儿茶素处理24小时后观察到剂量依赖性的颜色减少,并且在最高浓度的儿茶素测试(160μg/ mL)时54.76％的细胞死亡,而儿茶素的IC50达到127.62μg/ mL儿茶素。当用儿茶素处理MCF-7细胞时,观察到细胞凋亡诱导的剂量和时间依赖性增加。当与对照细胞在24小时比较时,分别用150μg/ mL和300μg/ mL儿茶素处理的细胞的40.7和41.16％经历凋亡。用150μg/ mL儿茶素处理24小时后,MCF-7细胞中Caspase-3,-8和-9及p53的表达水平分别比5.81,1.42,3.29和2.68倍增加。在未经处理的对照细胞中[2]。

[体内研究]

用最低测试剂量(即50mg/kg)的儿茶素治疗的动物在选择试验中花费相对更多的时间来探索新物体,然而,差异在统计学上不显着。儿茶素以剂量依赖的方式防止时间诱发的情景记忆缺陷,最有效的是200mg/kg,po。与单独DOX治疗组相比,儿茶素治疗可预防MPO水平升高(海马和额叶皮质分别为21.98±9.44和36.76±4.39％)[3]。

[细胞实验]

进行细胞活力测定以评估不同浓度的儿茶素对MCF-7细胞的毒性。简而言之，将MCF-7细胞（2×10 4个细胞/孔）接种在96孔板中，并用0μg/ mL儿茶素和160μg/ mL儿茶素处理24小时。然后，将40μLCellTiter Blue溶液直接加入孔中并在37℃下孵育6小时。使用微孔板荧光读数器以560nm / 590nm（激发/发射）滤光器组记录荧光，并计算IC 50。在三个独立实验中针对每种浓度的儿茶素运行四联体样品[2]。

[动物实验]

大鼠[3] 12周龄，体重200-230g的健康雄性大鼠用于本研究。对于一种载体和三组儿茶素（三个剂量），将大鼠分成四个实验组（每组n = 9）。儿茶素的剂量以50,100,200mg / kg在0.25％w / v羧甲基纤维素钠（CMC）中制备，并在实验试验之前和期间口服给药7天。在本研究中评估了情景记忆，对过去经历的有意识记忆[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]. Alshatwi AA. Catechin hydrate suppresses MCF-7 proliferation through TP53/Caspase-mediated apoptosis. J Exp Clin Cancer Res. 2010 Dec 17;29:167.

[3]. Cheruku SP, et al. Catechin ameliorates doxorubicin-induced neuronal cytotoxicity in in vitro and episodic memory deficit in in vivo in Wistar rats. Cytotechnology. 2018 Feb;70(1):245-259.

[相关活性小分子]

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 ]:
175-177ºC (anhydrous)(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 ]:
绿色针状

[ 蒸汽压 ]:
0.0±1.9 mmHg at 25°C

[ 折射率 ]:
1.742

[ 储存条件 ]:
库房低温通风干燥

MSDS

详细MSDS(安全技术说明书)

毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DJ3450000

CHEMICAL NAME :: 2H-1-Benzopyran-3,5,7-triol, 2-(3,4-dihydroxyphenyl)-3,4-dihydro-, (2R-trans)-

CAS REGISTRY NUMBER :: 154-23-4

LAST UPDATED :: 199710

DATA ITEMS CITED :: 19

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 :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >10 gm/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1084 mg/kg

TOXIC EFFECTS :: Lungs, Thorax, or Respiration - dyspnea

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >5 gm/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: >100 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 68 mg/kg

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

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >5 gm/kg

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

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

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >100 mg/kg

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

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 55 gm/kg

SEX/DURATION :: female 7-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 12150 mg/kg

SEX/DURATION :: female 17-22 day(s) after conception lactating female 21 day(s) post-birth

TOXIC EFFECTS :: Reproductive - Effects on Newborn - viability index (e.g., # alive at day 4 per # born alive)

MUTATION DATA

TYPE OF TEST :: Sex chromosome loss and nondisjunction

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 *** OCCUPATIONAL EXPOSURE LIMITS *** OEL-FINLAND:TWA 5 ppm (20 mg/m3);STEL 10 ppm (45 mg/m3) JAN 1993 OEL-THE NETHERLANDS:TWA 5 ppm (20 mg/m3) JAN 1993

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安全信息

[ 危害码 (欧洲) ]:
Xi

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
26-36

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

[ WGK德国 ]:
3

[ RTECS号 ]:
DJ3450000

[ 海关编码 ]:
2932999099

合成路线

详细合成路线

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制备

将山茶的茎和叶、儿茶树及黑儿茶的叶干馏后，用水或乙醇提取，再经精制而制得。

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海关

[ 海关编码 ]: 2932999099

[ 中文概述 ]:
2932999099. 其他仅含氧杂原子的杂环化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

文献

Effect of different aging techniques on the polysaccharide and phenolic composition and sensory characteristics of Syrah red wines fermented using different yeast strains.

Food Chem. 179 , 116-26, (2015)

The effect of high levels of the polysaccharide Saccharomyces cerevisiae yeast strain (HPS) and another conventional yeast strain (FERM) on the polysaccharide and phenolic composition of Syrah red win...

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...

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...

更多文献

儿茶精；儿茶素； (2R,3S)-2-(3,4-二羟基苯基)-3,4-二氢-2H-苯并吡喃-3,5,7-三醇

用途

名称

生物活性

物理化学性质

MSDS

详细MSDS(安全技术说明书)

毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

安全信息

合成路线

详细合成路线

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制备

海关

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相关化合物

儿茶精； 儿茶素； (2R,3S)-2-(3,4-二羟基苯基)-3,4-二氢-2H-苯并吡喃-3,5,7-三醇

用途

名称

生物活性

物理化学性质

MSDS

详细MSDS(安全技术说明书)

毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

安全信息

合成路线

详细合成路线

上下游产品

上游产品

下游产品

制备

海关

文献

推荐生产厂家/供应商：

相关化合物

儿茶精；儿茶素； (2R,3S)-2-(3,4-二羟基苯基)-3,4-二氢-2H-苯并吡喃-3,5,7-三醇