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Merck
CN

A5512

Sigma-Aldrich

马兜铃酸I

powder

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别名:
TR 1736
经验公式(希尔记法):
C17H11NO7
CAS号:
分子量:
341.27
EC 号:
MDL编号:
UNSPSC代码:
41106300
PubChem化学物质编号:
NACRES:
NA.77

检测方案

≥90% (HPLC)

形式

powder

颜色

yellow

mp

269-270 °C

溶解性

DMSO: soluble
ethanol: soluble

储存温度

2-8°C

SMILES字符串

COc1cccc2c1cc([N+]([O-])=O)c3c(cc4OCOc4c23)C(O)=O

InChI

1S/C17H11NO7/c1-23-12-4-2-3-8-9(12)5-11(18(21)22)14-10(17(19)20)6-13-16(15(8)14)25-7-24-13/h2-6H,7H2,1H3,(H,19,20)

InChI key

BBFQZRXNYIEMAW-UHFFFAOYSA-N

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一般描述

马兜铃酸是一种天然植物代谢物,存在于马兜铃属、Bragantia属或细辛属植物中。它包括硝基菲羧酸(如马兜铃酸I和II)的混合物。

应用

马兜铃酸I 已用于:

  • 作为标准品,通过高效液相色谱法分析云杉马兜铃粗提物
  • 研究对组蛋白去乙酰化酶3(HDAC3)畸变和肾纤维化的影响
  • 诱导急性马兜铃酸肾病,研究对小鼠miRNA和mRNA表达的影响

生化/生理作用

马兜铃酸是蛇毒中磷脂酶A2(PLA2)、透明质酸酶和乙酰胆碱酯酶血浆蛋白酶的有效抑制剂。马兜铃酸被认为是一种草药,对产科、蛇咬伤、痛风和风湿病有治疗作用。它具有抗炎和抗疟疾的特性。此外,它还被认为是一种基因毒性诱变原,可引起马兜铃酸肾病(AAN),特征为间质纤维化和尿路上皮癌。
有效的磷脂酶A2 抑制剂,包括钙离子载体诱导的嗜中性粒细胞磷脂酶A2 活性。实验动物模型的肾肿瘤引发剂。

象形图

Skull and crossbonesHealth hazard

警示用语:

Danger

危险声明

危险分类

Acute Tox. 3 Oral - Carc. 1A - Muta. 1B

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges


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Ching-Chin Yang et al.
Toxicology, 312, 63-73 (2013-08-14)
Studies have found that ingestion of aristolochic acid (AA) causes nephropathy first by inducing renal tubular cell apoptosis acutely. It is currently unknown whether crosstalk between autophagy and apoptosis orchestrates the fate of tubular cells in acute AA nephropathy. We
Ziqiang Zhu et al.
Molecular medicine reports, 22(4), 3367-3377 (2020-09-19)
In acute aristolochic acid nephropathy (AAN), aristolochic acid (AA) induces renal injury and tubulointerstitial fibrosis. However, the roles of microRNAs (miRNAs/miRs) and mRNAs involved in AAN are not clearly understood. The aim of the present study was to examine AA‑induced
Yongheng Bai et al.
Molecular medicine reports, 16(1), 737-745 (2017-06-01)
Sedum sarmentosum Bunge (SSBE) is a perennial plant widely distributed in Asian countries, and its extract is traditionally used for the treatment of certain inflammatory diseases. Our previous studies demonstrated that SSBE has marked renal anti‑fibrotic effects. However, the underlying molecular
Jie Wei et al.
Journal of chromatography. A, 1246, 129-136 (2012-04-10)
A novel silica-based reversed-phase/strong anion-exchange mixed-mode stationary phase named C18SAX was synthesized based on the polar-copolymerized approach. C18SAX stationary phase showed excellent compatibility with 100% aqueous mobile phase and comparable performance with commercial SunFire™ C18 column in terms of column
Chung-Hsin Chen et al.
International journal of cancer, 133(1), 14-20 (2013-01-08)
Aristolochic acid (AA), a component of all Aristolochia-based herbal medicines, is a potent nephrotoxin and human carcinogen associated with upper urinary tract urothelial carcinoma (UUC). To investigate the clinical and pathological characteristics of AA-induced UUC, this study included 152 UUC

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