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1,8-二羟基蒽醌

1,8-二羟基蒽醌用途

Danthron 是一种从中药 rhubarb 中提取的天然产物。Danthron 通过激活 AMPK 来调节葡萄糖和脂质代谢。

1,8-二羟基蒽醌名称

[ CAS 号 ]:
117-10-2

[ 中文名 ]:
1,8-二羟基蒽醌

[ 英文名 ]:
Dantron

[中文别名 ]:

[英文别名 ]:

EINECS 204-173-5
ALTAN
Chrysazin
Dionone
Modane
Laxapur
roydan
prugol
Duolax
Danivac

1,8-二羟基蒽醌生物活性

[ 描述 ]:

Danthron 是一种从中药 rhubarb 中提取的天然产物。Danthron 通过激活 AMPK 来调节葡萄糖和脂质代谢。

[ 相关类别 ]:

信号通路 >> 表观遗传学 >> AMPK

信号通路 >> PI3K/Akt/mTOR 信号通路 >> AMPK

研究领域 >> 其他

[ 靶点 ]

AMPK

[体外研究]

Danthron(0.1,1和10μM)剂量依赖性地促进HepG2和C2C12细胞中AMPK和乙酰辅酶A羧化酶(ACC)的磷酸化。同时,Danthron治疗显着降低了脂质合成相关的固醇调节元件结合蛋白1c(SREBP1c)和脂肪酸合成酶(FAS)基因的表达,以及总胆固醇(TC)和甘油三酯(TG)水平。此外,Danthron治疗有效地增加了葡萄糖消耗。 Danthron通过激活AMPK信号通路有效降低细胞内脂质含量并增强体外葡萄糖消耗。 10μMDanthron/ 24小时对HepG2细胞是安全的。在80％汇合的情况下,将HepG2细胞与Danthron(0.1-10μM)在无FBS培养基中孵育8小时。随后,收获细胞用于Western印迹分析。 Danthron以剂量依赖性方式增加p-AMPK蛋白,并且未观察到t-AMPK蛋白的变化[1]。 Danthron通过IC50在0.11μM抑制9-顺式视黄酸(9cRA)诱导的视黄酸X受体α(RXRα)反式激活。为了进一步阐明Danthron与RXRα-配体结合结构域(LBD)结合的化学计量比,进行等温滴定量热法(ITC)实验。 Danthron通过ITC实验与RXRα-LBD结合的KD值确定为7.5μM[2]。

[体内研究]

Danthron在体内起胰岛素增敏剂的作用。 Danthron改善饮食诱导的肥胖(DIO)小鼠的胰岛素敏感性。胰岛素耐量试验结果显示,与对照载体治疗组相比,Danthron(5mg/kg)治疗的饮食诱导的肥胖小鼠在胰岛素攻击后表现出较低的葡萄糖水平[2]。

[细胞实验]

用pGL3-ABCA1启动子-luc或pGL3-ABCG1启动子-luc和pRL-SV40质粒转染HepG2细胞。在转染后6小时，将细胞与Danthron（0-20μM），TO90（2μM）或DMSO孵育24小时。使用Dual Luciferase Reporter Assay试剂盒[1]测量荧光素酶活性。

[动物实验]

给小鼠[2] C57 / BL6雄性小鼠喂食高脂肪饮食3个月，并用Danthron（5mg / kg）或载体口服治疗8周。然后将动物禁食6小时，然后以1.5单位/ kg腹膜内注射胰岛素。使用Accu-Chek活性血糖测试仪在15,30,45,60,90和120分钟分析血液样品。

[参考文献]

[1]. Zhou R, et al. Danthron activates AMP-activated protein kinase and regulates lipid and glucose metabolism in vitro. Acta Pharmacol Sin. 2013 Aug;34(8):1061-9.

[2]. Zhang H, et al. Danthron functions as a retinoic X receptor antagonist by stabilizing tetramers of the receptor. J Biol Chem. 2011 Jan 21;286(3):1868-75.

[相关活性小分子]

1,8-二羟基蒽醌物理化学性质

[ 密度 ]:
1.5±0.1 g/cm3

[ 沸点 ]:
452.7±35.0 °C at 760 mmHg

[ 熔点 ]:
191-193 °C(lit.)

[ 分子式 ]:
C₁₄H₈O₄

[ 分子量 ]:
240.211

[ 闪点 ]:
241.7±22.4 °C

[ 精确质量 ]:
240.042252

[ PSA ]:
74.60000

[ LogP ]:
4.57

[ 外观性状 ]:
黄色至橙色固体

[ 蒸汽压 ]:
0.0±1.1 mmHg at 25°C

[ 折射率 ]:
1.733

[ 储存条件 ]:
Refrigerator

[ 水溶解性 ]:
insoluble

1,8-二羟基蒽醌MSDS

详细MSDS(安全技术说明书)

1,8-二羟基蒽醌毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: CB6650000

CHEMICAL NAME :: Anthraquinone, 1,8-dihydroxy-

CAS REGISTRY NUMBER :: 117-10-2

LAST UPDATED :: 199701

DATA ITEMS CITED :: 20

MOLECULAR FORMULA :: C14-H8-O4

MOLECULAR WEIGHT :: 240.22

WISWESSER LINE NOTATION :: L C666 BV IVJ DQ NQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration into the eye

SPECIES OBSERVED :: Rodent - rabbit

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1110 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Olfaction) - effect, not otherwise specified Behavioral - muscle weakness Lungs, Thorax, or Respiration - other changes

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >7 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 :: 500 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 :: Intravenous

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 :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 292 gm/kg/70W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - tumors Gastrointestinal - colon tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 129 gm/kg/77W-C

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Gastrointestinal - colon tumors Liver - tumors

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 130 gm/kg/77W-C

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Gastrointestinal - colon tumors

MUTATION DATA

TYPE OF TEST :: Mutation in mammalian somatic cells

TEST SYSTEM :: Rodent - mouse Lymphocyte

DOSE/DURATION :: 42 umol/L

REFERENCE :: MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 371,165,1996 *** REVIEWS *** IARC Cancer Review:Animal Sufficient Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,265,1990 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,265,1990 IARC Cancer Review:Group 2B IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 50,265,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80355 No. of Facilities: 110 (estimated) No. of Industries: 2 No. of Occupations: 7 No. of Employees: 3120 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80355 No. of Facilities: 36 (estimated) No. of Industries: 1 No. of Occupations: 1 No. of Employees: 357 (estimated) No. of Female Employees: 187 (estimated)

1,8-二羟基蒽醌安全信息

[ 符号 ]:

GHS07, GHS08

[ 信号词 ]:
Warning

[ 危害声明 ]:
H319-H351

[ 警示性声明 ]:
P281-P305 + P351 + P338

[ 个人防护装备 ]:
Eyeshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges

[ 危害码 (欧洲) ]:
Xn:Harmful;

[ 风险声明 (欧洲) ]:
R40

[ 安全声明 (欧洲) ]:
S36/37

[ 危险品运输编码 ]:
2811

[ WGK德国 ]:
1

[ RTECS号 ]:
CB6650000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1

[ 海关编码 ]:
29146990

1,8-二羟基蒽醌合成路线

详细合成路线

1,8-二羟基蒽醌上下游产品

1,8-二羟基蒽醌上游产品

1,8-二羟基蒽醌下游产品

1,8-二羟基蒽醌制备

由蒽醌二磺化或二硝化两种方法制得。

1,8-二羟基蒽醌海关

[ 海关编码 ]: 2914690090

[ 中文概述 ]:
2914690090 其他醌. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:5.5% 普通关税:30.0%

[ Summary ]:
2914690090 other quinones。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%

1,8-二羟基蒽醌文献

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1,4-dihydroxyanthraquinone electrochemical sensor based on molecularly imprinted polymer using multi-walled carbon nanotubes and multivariate optimization method.

Talanta 146 , 525-32, (2015)

The present work describes development of a simple and cost-effective electrochemical sensor for determination of 1,4-dihydroxyanthraquinone (1,4-DAQ) based on molecularly imprinted polypyrrole (PPY)....

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