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Nordihydroguaiaretic acid

(Synonyms: 去甲二氢愈创木酸; NDGA)

目录号: PC15439 纯度: ≥98%

抗肿瘤剂;脂氧合酶抑制剂，Nordihydroguaiaretic acid 是一种 5-脂氧合酶 (5LOX) (IC50=8±3 μM) 和酪氨酸激酶抑制剂。

CAS No. :500-38-9

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中文名称

Nordihydroguaiaretic acid

中文别名

去甲二氢愈创木酸;正二氢愈创酸;Nordihydroguaiaretic Acid 去甲二氢愈创木酸;zzstandard 品牌去甲二氢愈创木酸对照品;氢愈创木酸标准品;去甲二氢愈创木酸（正二氢愈创酸）;愈创木酸;4,4'-(2,3-二甲-1,4-丁二基)双(1,2-苯二酚);4,4'-(2,3-二甲-1,4-丁二基)雙(1,2-苯二酚);4,4'-(2,3-二甲基四亚甲基)二邻苯二酚;降二氢愈创木酸;双(3,4-二羟基)-2,3-二甲基丁烷;1,4-双(3,4-二羟苯基)-2,3-二甲基丁烷;4,4′-(2,3-二甲基四亚甲基)二邻苯二酚;马索罗酚

英文名称

Nordihydroguaiaretic acid

英文别名

nordihydroguaiaretic acid;4,4-(2,3-Dimethyltetramethylene)dipyrocatechol;NDGA, Larrea divaricata;1,4-Bis(3,4-dihydroxyphenyl)-2,3-dimethylbutane;1,2-Benzenediol,4,4'-(2,3-dimethyl-1,4-butanediyl)bis-;4,4'-(2,3-DIMETHYLTETRAMETHYLENE)DIPYROCATECHOL;NDGA;Nordihydro Guaiareti;Nordihydro Guaiaretic Acid (mixture of diastereomers);NORDIHYDROGUAIARETIC ACID(RG);Dihydronorguaiaretic acid;Norhydroguaiaretic acid;Nordihydroguairaretic acid;Norguaiaretic acid, dihydro-;1,2-Benzenediol, 4,4'-(2,3-dimethyl-1,4-butanediyl)bis-;Dinorguaiaretic acid, dihydro-;2,3-Bis(3,4-dihydroxyphenylmethyl)butane;4-[4-(3,4-dihydroxyphenyl)-2,3-dimethylbutyl]benzene-1,2-diol;4,4'-(2,3-Dimethyl-1,4-butanediyl)bis(pyrocatechol);Nordihydroguaiaretic acid (unspecified);nord

Cas No.

500-38-9

分子式

C₁₈H₂₂O₄

分子量

302.36

包装储存

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

详情描述

抗肿瘤剂;脂氧合酶抑制剂，Nordihydroguaiaretic acid 是一种 5-脂氧合酶 (5LOX) (IC50=8±3 μM) 和酪氨酸激酶抑制剂。

生物活性

Nordihydroguaiaretic acid is a 5-lipoxygenase (5LOX) (IC₅₀=8 μM) and tyrosine kinase inhibitor.

性状

Solid

IC50 & Target[1][2]

5-LOX

8 μM (IC₅₀)

体外研究(In Vitro)

The natural dicatechol Nordihydroguaiaretic acid (NDGA) is a selective 5LOX inhibitor from the creosote plant (Larrea tridentata: Zygophyllaceae). The 5LOX-inhibiting natural dicatechol Nordihydroguaiaretic acid is a very effective, non-toxic antagonist of TNFα-stimulated microglial activation. Nordihydroguaiaretic acid is approximately six times more potent than Minocycline 体外研究, with an IC₅₀ value of 8±3 μM and no toxicity at 100 μM. Significant NO₂ suppression is observed at 800 nM Nordihydroguaiaretic acid. Similar efficacy is observed for natural and synthetic Nordihydroguaiaretic acid, as well as for the acetyl ester of Nordihydroguaiaretic acid. Nordihydroguaiaretic acid also suppresses TNFα-stimulated PGE₂ production by EOC-20 cells with an IC₅₀ of 841 nM.To test the proliferation effect of prostaglandin E1 and Nordihydroguaiaretic acid (NDGA) on cancer cell lines, HepG2 cell lines are treated with various doses of the two compounds and the positive compounds 8-anilino-1-naphtalene sulfonate (ANS), respectively, for 24 h and cell viability is examined by the MTT assay. ANS displays a dose-dependent inhibition (0, 10, 30, 50, 80, 100, 120, and 150 μM) with the estimated IC₅₀ being 25.888 μM. The tested IC₅₀ of prostaglandin E1 is 41.223 μM and Nordihydroguaiaretic acid is 45.646 μM, respectively, at different concentrations of 0, 30, 60, 80, 100, 120, and 140 μM.

Medlife has not independently confirmed the accuracy of these methods. They are for reference only.

体内研究(In Vivo)

Compared with the control ob/ob chow diet group, there is a significant reduction of body weight starting from 9 wk treatment in the high-dose Nordihydroguaiaretic acid (NDGA) diet group, and from 12 wk in the low-dose group. Nordihydroguaiaretic acid treatment results in higher body (rectal) temperatures of ob/ob mice, especially with the high dose of Nordihydroguaiaretic acid.

Medlife has not independently confirmed the accuracy of these methods. They are for reference only.

运输条件

Room temperature or refrigerated transportation.

储存方式

Powder	-20°C	3 years
	4°C	2 years
In solvent	-80°C	6 months
	-20°C	1 month

ClinicalTrial

结构分类

来源

参考文献

[1]. West M, et al. The arachidonic acid 5-lipoxygenase inhibitor Nordihydroguaiaretic acid inhibits tumor necrosis factor alpha activation of microglia and extends survival of G93A-SOD1 transgenic mice. J Neurochem. 2004 Oct;91(1):133-43. [Information]

[2]. Lu F, et al. Virtual Screening for Potential Allosteric Inhibitors of Cyclin-Dependent Kinase 2 from Traditional Chinese Medicine. Molecules. 2016 Sep 21;21(9). pii: E1259. [Information]

[3]. Zhang H, et al. Nordihydroguaiaretic acid improves metabolic dysregulation and aberrant hepatic lipid metabolism in mice by both PPARα-dependent and -independent pathways. Am J Physiol Gastrointest Liver Physiol. 2013 Jan 1;304(1):G72-86. [Information]

溶解度数据

体外研究:

DMSO : 250 mg/mL (826.83 mM; Need ultrasonic)

配制储备溶液

浓度溶剂体积质量	1 mg	5 mg	10 mg

1 mM	3.3073 mL	16.5366 mL	33.0732 mL
5 mM	0.6615 mL	3.3073 mL	6.6146 mL
10 mM	0.3307 mL	1.6537 mL	3.3073 mL

产品不同，其溶解度不同。建议根据产品选择合适的溶剂配制储备溶液；配成溶液后，建议分装保存，避免反复冻融造成的产品失效。
储备液的保存方式和期限：-80°C, 6 months; -20°C, 1 month。-80°C 储存时，建议在 6 个月内使用，-20°C 储存时，建议在 1 个月内使用。

体内研究:

建议根据您的实验动物和给药方式选择适当的溶解方案。以下溶解方案都建议先按照 体外研究 方式配制澄清的储备液，再依次添加助溶剂：

——为保证实验结果的可靠性，澄清的储备液可以根据储存条件，适当保存；体内实验的工作液，建议您现用现配，当天使用；以下溶剂前显示的百
分比是指该溶剂在您配制终溶液中的体积占比；如在配制过程中出现沉淀、析出现象，可以通过加热和/或超声的方式助溶

1.

建议依照次序添加每种溶剂： 10% DMSO 40% PEG300 5% Tween-80 45% saline
Solubility: ≥ 2.08 mg/mL (6.88 mM); Clear solution

此方案可获得 ≥ 2.08 mg/mL (6.88 mM，饱和度未知) 的澄清溶液。
以 1 mL 工作液为例，取 100 μL 20.8 mg/mL 的澄清 DMSO 储备液加到 400 μL PEG300 中，混合均匀；向上述体系中加入50 μL Tween-80，混合均匀；然后继续加入 450 μL生理盐水定容至 1 mL。
将 0.9 g 氯化钠，完全溶解于 100 mL ddH?O 中，得到澄清透明的生理盐水溶液
2.

建议依照次序添加每种溶剂： 10% DMSO 90% (20% SBE-β-CD in saline)
Solubility: ≥ 2.08 mg/mL (6.88 mM); Clear solution

此方案可获得 ≥ 2.08 mg/mL (6.88 mM，饱和度未知) 的澄清溶液。
以 1 mL 工作液为例，取 100 μL 20.8 mg/mL 的澄清 DMSO 储备液加到 900 μL 20% 的 SBE-β-CD 生理盐水水溶液中，混合均匀。
将 2 g 磺丁基醚 β-环糊精加入 5 mL 生理盐水中，再用生理盐水定容至 10 mL，完全溶解，澄清透明
3.

建议依照次序添加每种溶剂： 10% DMSO 90% corn oil
Solubility: ≥ 2.08 mg/mL (6.88 mM); Clear solution

此方案可获得 ≥ 2.08 mg/mL (6.88 mM，饱和度未知) 的澄清溶液，此方案不适用于实验周期在半个月以上的实验。
以 1 mL 工作液为例，取 100 μL 20.8 mg/mL 的澄清 DMSO 储备液加到 900 μL玉米油中，混合均匀。

搜索质检报告(COA)

产品使用指南

Data Sheet

[1]. West M, et al. The arachidonic acid 5-lipoxygenase inhibitor Nordihydroguaiaretic acid inhibits tumor necrosis factor alpha activation of microglia and extends survival of G93A-SOD1 transgenic mice. J Neurochem. 2004 Oct;91(1):133-43. [Information]

[2]. Lu F, et al. Virtual Screening for Potential Allosteric Inhibitors of Cyclin-Dependent Kinase 2 from Traditional Chinese Medicine. Molecules. 2016 Sep 21;21(9). pii: E1259. [Information]

[3]. Zhang H, et al. Nordihydroguaiaretic acid improves metabolic dysregulation and aberrant hepatic lipid metabolism in mice by both PPARα-dependent and -independent pathways. Am J Physiol Gastrointest Liver Physiol. 2013 Jan 1;304(1):G72-86. [Information]

1：一般建议：溶解度为Medlife测试数据，可能与文献描述存在差异。这是由于生产工艺和批次不同产生的正常现象。为了使其更好的溶解，请用37℃加热试管并在超声波水浴中震动片刻。不同批次产品溶解度各有差异，仅做参考，具体以实验方案为准。

2：储存条件：粉末-20°C一般情况可以保存3年，溶于溶剂-80°C一般情况可以保存1年。不同产品及不同批次产品可能存在差异，请细致阅读产品信息，并辅助参考相关文献描述。

Nordihydroguaiaretic acid

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