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A5512

Sigma-Aldrich

马兜铃酸I

≥90% (HPLC), powder, phospholipase A₂ inhibitor

别名:

TR 1736

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About This Item

经验公式（希尔记法）:
C17H11NO7
CAS号:
313-67-7
分子量:
341.27
EC 号:
206-238-3
MDL编号:
MFCD00004996
UNSPSC代码:
41106300
PubChem化学物质编号:
24890982
NACRES:
NA.77

产品名称

马兜铃酸I, powder

方案

≥90% (HPLC)

表单

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
GHS06,GHS08

警示用语：

Danger

危险声明

H301,H340,H350

危险分类

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

储存分类代码

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

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

从最新的版本中选择一种：

分析证书(COA)

Lot/Batch Number
WXBD8084V
WXBD0992V
WXBD0062V
WXBC8652V
WXBC5098V

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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
Isela I González Rodríguez et al.
Toxicon: X, 7, 100049-100049 (2020-07-03)
A bioactive compound isolated from the stem extract of Aristolochia sprucei through High Performance Liquid Chromatography (HPLC) was identified via Nuclear Magnetic Resonance (NMR) as the aristolochic acid (AA). This compound showed an inhibitory effect over the myotoxic activity of
M Refik Gökmen et al.
Annals of internal medicine, 158(6), 469-477 (2013-04-05)
It has been 20 years since the first description of a rapidly progressive renal disease that is associated with the consumption of Chinese herbs containing aristolochic acid (AA) and is now termed aristolochic acid nephropathy (AAN). Recent data have shown
Xiao Y Dai et al.
Oncotarget, 7(10), 10841-10856 (2016-02-26)
Aristolochic acid nephropathy (AAN) is a progressive kidney disease caused by some Chinese herbal medicines, but treatment remains ineffective. Macrophage accumulation is an early feature in human and experimental AAN; however, the role of macrophages in chronic AAN is unknown.
Volker M Arlt et al.
Mutagenesis, 17(4), 265-277 (2002-07-12)
The old herbal drug aristolochic acid (AA), derived from Aristolochia spp., has been associated with the development of a novel nephropathy, designated aristolochic acid nephropathy (AAN), and urothelial cancer in AAN patients. There is clear evidence that the major components
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