Lawsone
(Synonyms: 2-羟基-1,4-萘醌) 目录号 : GC39027
Lawsone (Hennotannic acid, 2-hydroxy-1,4-naphthoquinone) is a red-orange dye present in the leaves of the henna plant (Lawsonia inermis) as well as in the flower of water hyacinth (Eichhornia crassipes).
Cas No.:83-72-7
Sample solution is provided at 25 µL, 10mM.
;)
,-1-7$$$37316672.jpg');)
;)
;)
$$$36806353.jpg');)
;33(7)%EF%BC%9A546-561$$$37156877.jpg');)
;)
;)
;)
%201124-1138.$$$35908550.jpg');)
%20766-780.$$$37100057.jpg');)
%20418-432.$$$36893736.jpg');)
%EF%BC%9A-240-255.$$$35108512.jpg');)
533-545$$$36543525.jpg');)
%201-13.$$$36600053.jpg');)
;)
Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Lawsone (Hennotannic acid, 2-hydroxy-1,4-naphthoquinone) is a red-orange dye present in the leaves of the henna plant (Lawsonia inermis) as well as in the flower of water hyacinth (Eichhornia crassipes).
| Cas No. | 83-72-7 | SDF | |
| 别名 | 2-羟基-1,4-萘醌 | ||
| Canonical SMILES | O=C1C(O)=CC(C2=C1C=CC=C2)=O | ||
| 分子式 | C10H6O3 | 分子量 | 174.15 |
| 溶解度 | DMSO : 34mg/mL | 储存条件 | Store at -20°C |
| General tips | 请根据产品在不同溶剂中的溶解度选择合适的溶剂配制储备液；一旦配成溶液，请分装保存，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 储存时，请在 6 个月内使用，-20°C 储存时，请在 1 个月内使用。 为了提高溶解度，请将管子加热至37℃，然后在超声波浴中震荡一段时间。 |
||
| Shipping Condition | 评估样品解决方案：配备蓝冰进行发货。所有其他可用尺寸：配备RT，或根据请求配备蓝冰。 | ||
| 制备储备液 | |||
 |
1 mg | 5 mg | 10 mg |
| 1 mM | 5.7422 mL | 28.7109 mL | 57.4218 mL |
| 5 mM | 1.1484 mL | 5.7422 mL | 11.4844 mL |
| 10 mM | 0.5742 mL | 2.8711 mL | 5.7422 mL |
| 第一步：请输入基本实验信息（考虑到实验过程中的损耗，建议多配一只动物的药量） | ||||||||||
| 给药剂量 | mg/kg |  |
动物平均体重 | g | |
每只动物给药体积 | ul | |
动物数量 | 只 |
| 第二步：请输入动物体内配方组成（配方适用于不溶于水的药物；不同批次药物配方比例不同，请联系GLPBIO为您提供正确的澄清溶液配方） | ||||||||||
| % DMSO % % Tween 80 % saline | ||||||||||
| 计算重置 | ||||||||||
计算结果:
工作液浓度： mg/ml；
DMSO母液配制方法： mg 药物溶于 μL DMSO溶液（母液浓度 mg/mL，
体内配方配制方法：取 μL DMSO母液，加入 μL PEG300，混匀澄清后加入μL Tween 80，混匀澄清后加入 μL saline，混匀澄清。
1. 首先保证母液是澄清的；
2.
一定要按照顺序依次将溶剂加入，进行下一步操作之前必须保证上一步操作得到的是澄清的溶液，可采用涡旋、超声或水浴加热等物理方法助溶。
3. 以上所有助溶剂都可在 GlpBio 网站选购。
A review on lawsone-based benzo[ a]phenazin-5-ol: synthetic approaches and reactions
RSC Adv 2022 May 9;12(22):13837-13895.PMID:35541431DOI:10.1039/d2ra02139k.
Phenazine systems are an important class of aza-polycyclic compounds that are easily found in nature and isolated as secondary metabolites primarily from Pseudomonas, Streptomyces, and a few other genera from soil or marine habitats. Moreover, various synthetic phenazine analogs are known for their pharmaceutical activities. Among various phenazines, benzo[a]phenazines are structural subunits in a variety of important natural products and have been given special attention due to their unique biological properties in various fields. In this review article, we highlight the synthesis of benzo[a]phenazin-5-ol derivatives from Lawsone and benzene-1,2-diamines and their applications for the construction of a variety of five and six membered fused heterocycles such as pyranophenazines, spiropyranophenazines, pyridophenazines, furophenazines, benzochromenophenazines and oxazinophenazines during the period of 1995 to 2021.
Mannich bases derived from Lawsone and their metal complexes: synthetic strategies and biological properties
RSC Adv 2020 Aug 17;10(51):30265-30281.PMID:35516010DOI:10.1039/d0ra05717g.
Lawsone (2-hydroxynaphthalene-1,4-dione) is a natural product which shows significant biological activity. Aminomethylnaphthoquinone Mannich bases derived from Lawsone constitute an interesting class of naphthoquinones and/or their metal complexes have demonstrated a series of important biological properties. So, this review aimed to document the publications concerning the synthesis of aminomethylnaphthoquinone Mannich bases from lowsone, aldehydes and amines and their metal complexes using different conditions, and investigation of their applications.
Dichloroallyl Lawsone
Clin Pharmacol Ther 1979 May;25(5 Pt 1):586-90.PMID:436360DOI:10.1002/cpt1979255part1586.
Dichloroallyl Lawsone (DCL, NSC-126771), a synthetic analogue of the antimalarial lapachol, is potentially useful in cancer chemotherapy. Unlike most anticancer agents, DCL is not significantly myelosuppressive in animals but it induces acute cardiac toxicity in the rhesus monkey. This cardiac toxicity seems to be correlated with the maximal plasma DCL concentration, about 130 mg/L in the monkey. We have studied DCL pharmacokinetics in patients in an attempt to define safe dose limits for the Phase I clinical trial. After the rapid intravenous infusion of 10 mg/m2 of radioactive [1- or 4-14C]DCL, 250 muCi per patient, the mean peak plasma concentration of unchanged DCL in four patients was 2.9 +/- 0.3 mg/L. The drug had a mean initial plasma half-life of 48.9 +/- 19 min and a terminal half-life of 20.3 +/- 1.8 hr, with a C X t of 50.1 +/- 12 mg/L/hr, and a clearance rate of 0.08 ml/kg/min. These data suggest that in clinical trials the DCL dose given by rapid intravenous infusion should not exceed 450 mg/m2 so that the maximal plasma drug concentration remains below 130 mg/L.
One-pot Synthesis of 2-Hydroxy-1,4-Naphthoquinone (Lawsone)
Curr Org Synth 2019;16(3):431-434.PMID:31984905DOI:10.2174/1570179416666190111155328.
Aims and Scope: The 2-hydroxy-1,4-naphthoquinone (Lawsone) and 2,5-dihydroxy-1, 4-naphthoquninone (5-hydroxylawsone) are synthesized by one step process. The process involves an inexpensive catalyst urea hydrogen peroxide and a base (t-BuOK) in alcohol for the transformation of 1-naphthol or 2,5-dihydroxynaphthalene to Lawsone or its derivatives in the presences of oxygen. The process is further directed to produce Lawsone or its derivatives, with no extraneous heating to make it energetically efficient. The synthesized compounds are analyzed by FT-IR, 1H and 13C NMR spectral studies. Materials and methods: All the raw materials were purchased from commercial suppliers and used as such without further purification. The infrared spectra were recorded on a Thermo Nicolet-Avatar-330 FT-IR spectrophotometer using KBr (pellets) and noteworthy absorption values (cm-1) are obtained. 1H and 13C NMR spectra are recorded at 293K on BRUKER AMX-400 Spectrometer operating with the frequencies of 300 MHz and 75, 125 MHz respectively using DMSO-d6 as solvent. Results: The 2-hydroxy-1,4-naphthoquinone (Lawsone) and 2,5-dihydroxy-1,4-naphthoquninone (5- hydroxylawsone) are synthesised from 1-naphthol and 1,5-dihydorxynaphalene with urea-hydrogen peroxide as the catalyst in basic medium and oxygen as the oxidizing agent. After purification, the formed products are analysed by IR and NMR spectroscopy. The yield is 82% and the purity of the products is > 95%. Conclusion: The present study highlights the process for the manufacturing of Lawsone and its derivatives which is efficient in terms of energy needed for the activation of products from reactants. The advantages include its cost-effective nature in terms of simple inexpensive catalyst required for the process and high yield. The mild reaction conditions employed and the harmless by product obtained further confirm the usefulness of this synthetic process.
Detection of Lawsone (2-hydroxy-1,4-naphthoquinone) in henna treated hair
Forensic Sci Int 2019 Apr;297:184-188.PMID:30802647DOI:10.1016/j.forsciint.2019.01.037.
Hair analysis plays an important role in abstinence control in forensic toxicology. However, hair coloration affects the concentrations of xenobiotics and may lead to false negative results. For instance, henna has been shown to decrease ethyl glucuronide concentrations in hair. For analysis of the main henna ingredient Lawsone (2-hydroxy-1,4-naphthoquinone), hair samples were washed, cut into small pieces (less than 5 mm), incubated (20 mg) in water and with internal standard (theophylline) for 24 h at 37 °C. Lawsone was analyzed in the supernatant using liquid chromatography with diode array detection. For quantitative assay, the absorption at 280 nm was found to be linear up to 250 ng/mg hair. The detection limit of Lawsone was 2.2 ng/mg, precision and accuracy were better than 6%. Lawsone was only detectable in 12 henna-colored hair samples in concentrations from 27.3 to 253.7 (median 92.6) ng/mg. The analysis of Lawsone is recommended in cases of suspected hair coloration where assessment of oxidative treatment was negative (e.g. no increase of 1H-pyrrole-2,3,5-tricarboxylic acid (PTCA) and unobtrusive fluorescence microscopy).