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2-(乙酰基氧基)-4-[(硝基氧基)甲基]苯甲酸苯酯

用途

NCX4040(无阿司匹林)是一种非甾体抗炎药(NSAID),是阿司匹林的一种一氧化氮(NO)释放形式。NCX4040诱导PC3转移性前列腺癌细胞凋亡。NCX4040具有抗炎和抗癌作用[1]。

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名称

[ CAS 号 ]:
287118-97-2

[ 中文名 ]:
2-(乙酰基氧基)-4-[(硝基氧基)甲基]苯甲酸苯酯

[ 英文名 ]:
2-(ACETYLOXY)-4-[(NITROOXY)METHYL]PHENYL ESTER, BENZOIC ACID

[英文别名 ]:

[4-(nitrooxymethyl)phenyl] 2-acetyloxybenzoate

生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 细胞凋亡 >> 细胞凋亡

研究领域 >> 癌症

研究领域 >> 炎症/免疫

[体外研究]

NCX4040可显著诱导过氧化氢的形成,随后产生氧化应激和线粒体去极化,导致脂质过氧化、细胞周期阻滞、抑制集落生长和诱导PC3细胞凋亡[1]。NCX4040(10-50μM)通过解聚F-肌动蛋白和促进失巢凋亡抑制PC3细胞的迁移潜能[1]。NCX4040下调PC3细胞周期蛋白D1的表达。Western blot分析显示,关键的抗凋亡标记物,如细胞凋亡抑制蛋白-1(cIAP1)、X-连锁凋亡抑制蛋白(XIAP)、survivin和细胞Myc(c-Myc)[1]显著下调。NCX4040处理的细胞显示磷酸组蛋白H2AX(pH2AX)、裂解的半胱天冬酶3和裂解的聚[ADP核糖]聚合酶1(PARP1)[1]上调。

[参考文献]

[1]. Somaiah Chinnapaka, et al. Nitro aspirin (NCX4040) induces apoptosis in PC3 metastatic prostate cancer cells via hydrogen peroxide (H 2 O 2)-mediated oxidative stress. Free Radic Biol Med. 2019 Nov 1;143:494-509.

物理化学性质

[ 分子式 ]:
C₁₆H₁₃NO₇

[ 分子量 ]:
331.27700

[ 精确质量 ]:
331.06900

[ PSA ]:
107.65000

[ LogP ]:
3.06260

[ 外观性状 ]:
固体

[ 储存条件 ]:
20°C

安全信息

[ 符号 ]:

GHS05, GHS07, GHS09

[ 信号词 ]:
Danger

[ 危害声明 ]:
H317-H318-H400

[ 警示性声明 ]:
P273-P280-P305 + P351 + P338

[ 危害码 (欧洲) ]:
C

[ 风险声明 (欧洲) ]:
41-43

[ 安全声明 (欧洲) ]:
26-36/37-39

[ 危险品运输编码 ]:
UN 3077 9 / PGIII

文献

Dispersal of human and plant pathogens biofilms via nitric oxide donors at 4 °C.

AMB Express 6 , 49, (2016)

Recent studies suggest that nitric oxide donors capable of manipulating nitric oxide-mediated signaling in bacteria could induce dispersal of biofilms. Encased in extracellular polymeric substances, h...

Study of molecular mechanisms of pro-apoptotic activity of NCX 4040, a novel nitric oxide-releasing aspirin, in colon cancer cell lines.

J. Transl. Med. 5 , 52, (2008)

Despite numerous studies aimed at verifying the antitumor activity of nitric oxide-releasing nonsteroidal antiflammatory drugs (NO-NSAIDs), little is known about the molecular targets responsible for ...

In vitro and in vivo evaluation of NCX 4040 cytotoxic activity in human colon cancer cell lines.

J. Transl. Med. 3 , 7, (2005)

BACKGROUND: Nitric oxide-releasing nonsteroidal antiinflammatory drugs (NO-NSAIDs) are reported to be safer than NSAIDs because of their lower gastric toxicity. We compared the effect of a novel NO-re...

更多文献

2-(乙酰基氧基)-4-[(硝基氧基)甲基]苯甲酸苯酯

用途

名称

生物活性

物理化学性质

安全信息

文献

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