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粘噻唑

粘噻唑用途

Myxothiazol 是一种抗真菌抗生素,是线粒体电子传递链复合体 Ⅲ (complex III or bc1 complex) 抑制剂。Myxothiazol 在0.01~3 μg/ml 浓度范围内可抑制许多酵母菌和真菌的生长。

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粘噻唑名称

[ CAS 号 ]:
76706-55-3

[ 中文名 ]:
粘噻唑

[ 英文名 ]:
Myxothiazol

[英文别名 ]:

MFCD00043397
MYXOTHIAZOL
7-(2
5-dimethoxy-4-methyl

粘噻唑生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 感染

信号通路 >> 抗感染 >> 真菌

[体外研究]

在浓度为0.01和0.0μg的噻唑菌中,真菌的生长受到抑制。粘噻唑与复合物Ⅲ的泛醌氧化位点Qo结合,阻断了泛醌向细胞色素b的电子转移,从而抑制了复合物III的活性[3]。

[体内研究]

粘液噻唑(i.p.；0.56 mg/kg；每日4天)诱导的复合物III抑制可在小鼠体内连续4天诱导,而无明显的肝毒性或致死性[3]。动物模型：C57Bl/J6小鼠[3]剂量：0.56mg/kg给药：静脉注射；24小时间隔,最多4次。结果：注射后2h出现可逆复合物III活性下降至对照值的50%。74 h时,肝脏仅出现轻微的组织学变化,超复合物形成得以保留,表明肝毒性或炎症的基因表达没有明显变化。

[参考文献]

[1]. Thierbach G, et al. Myxothiazol, a new antibiotic interfering with respiration. Antimicrob Agents Chemother. 1981;19(4):504-507.

[2]. von Jagow G,et al. An inhibitor of mitochondrial respiration which binds to cytochrome b and displaces quinone from the iron-sulfur protein of the cytochrome bc1 complex. J Biol Chem. 1984;259(10):6318-6326.

[3]. Davoudi M, et al. A mouse model of mitochondrial complex III dysfunction induced by myxothiazol. Biochem Biophys Res Commun. 2014;446(4):1079-1084.

粘噻唑物理化学性质

[ 密度 ]:
1.158g/cm3

[ 沸点 ]:
679.6ºC at 760 mmHg

[ 分子式 ]:
C₂₅H₃₃N₃O₃S₂

[ 分子量 ]:
487.67800

[ 闪点 ]:
364.8ºC

[ 精确质量 ]:
487.19600

[ PSA ]:
143.81000

[ LogP ]:
6.51870

[ 折射率 ]:
1.584

[ 储存条件 ]:
-20°C

粘噻唑毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: QH7580000

CHEMICAL NAME :: 2,6-Heptadienamide, 7-(2'-(1,6-dimethyl-2,4-heptadienyl)(2,4'-bithiazol)- 4-yl)-3,5-dimethoxy- 4-methyl-

CAS REGISTRY NUMBER :: 76706-55-3

LAST UPDATED :: 199307

DATA ITEMS CITED :: 1

MOLECULAR FORMULA :: C25-H33-N3-O3-S2

MOLECULAR WEIGHT :: 487.73

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

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

ROUTE OF EXPOSURE :: Unreported

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2 mg/kg

TOXIC EFFECTS :: Tumorigenic - active as anti-cancer agent

REFERENCE :: JANTAJ Journal of Antibiotics. (Japan Antibiotics Research Assoc., 2-20-8 Kamiosaki, Shinagawa-ku, Tokyo, 141, Japan) V.2-5, 1948-52; V.21- 1968- Volume(issue)/page/year: 33,1474,1980

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粘噻唑安全信息

[ 符号 ]:

GHS06

[ 信号词 ]:
Danger

[ 危害声明 ]:
H300

[ 警示性声明 ]:
P264-P301 + P310

[ 危害码 (欧洲) ]:
T+

[ 风险声明 (欧洲) ]:
28

[ 安全声明 (欧洲) ]:
28-36/37-45

[ 危险品运输编码 ]:
UN 3462 6.1/PG 1

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1(b)

粘噻唑合成路线

详细合成路线

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粘噻唑文献

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The small molecule C-6 is selectively cytotoxic against breast cancer cells and its biological action is characterized by mitochondrial defects and endoplasmic reticulum stress.

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The establishment of drug resistance following treatment with chemotherapeutics is strongly associated with poor clinical outcome in patients, and drugs that target chemoresistant tumors have the pote...

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粘噻唑