Dihydrochelerythrine (12,13-Dihydrochelerythrine)
(Synonyms: 二氢白屈菜红碱; 12,13-Dihydrochelerythrine) 目录号 : GC33941
An alkaloid with diverse biological activities
Cas No.:6880-91-7
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
Dihydrochelerythrine is a benzophenanthridine alkaloid that has been found in Bocconia arborea and has diverse biological activities.1,2,3 It is active against S. aureus, S. faecalis, and C. albicans (MIC = 1.87 μg/ml for all).1 Dihydrochelerythrine inhibits secretion of the hepatitis B virus (HBV) antigens HBsAg and HBeAg from HepG2 2.2.15 cells (IC50s = <0.05 μM for both).2 It is cytotoxic to HCT8, BGC-823, and A2780 cancer cells (IC50s = 1.4, 0.4, and 3.5 μM, respectively).3
1.Navarro, V., and Delgado, G.Two antimicrobial alkaloids from Bocconia arboreJ. Ethnopharmacol.66(2)223-226(1999) 2.Wu, Y.R., Ma, Y.B., Zhao, Y.X., et al.Two new quaternary alkaloids and anti-hepatitis B virus active constituents from Corydalis saxicolPlanta Med.73(8)787-791(2007) 3.Deng, A.J., and Qin, H.L.Cytotoxic dihydrobenzophenanthridine alkaloids from the roots of Macleaya microcarpPhytochemistry71(7)816-822(2010)
| Cas No. | 6880-91-7 | SDF | |
| 别名 | 二氢白屈菜红碱; 12,13-Dihydrochelerythrine | ||
| Canonical SMILES | CN1C(C2=CC(OCO3)=C3C=C2C=C4)=C4C5=CC=C(OC)C(OC)=C5C1 | ||
| 分子式 | C21H19NO4 | 分子量 | 349.38 |
| 溶解度 | DMSO : 50 mg/mL (143.11 mM) | 储存条件 | Store at -20°C,protect from light |
| 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 | 2.8622 mL | 14.3111 mL | 28.6221 mL |
| 5 mM | 0.5724 mL | 2.8622 mL | 5.7244 mL |
| 10 mM | 0.2862 mL | 1.4311 mL | 2.8622 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。
Antiparasitic efficacy of dihydrosanguinarine and Dihydrochelerythrine from Macleaya microcarpa against Ichthyophthirius multifiliis in richadsin (Squaliobarbus curriculus)
Vet Parasitol 2011 Dec 29;183(1-2):8-13.PMID:21813242DOI:10.1016/j.vetpar.2011.07.021.
Ichthyophthirius multifiliis is a holotrichous protozoan that invades the gills and skin surfaces of fish and can cause morbidity and high mortality in most species of freshwater fish worldwide. The present study was undertaken to investigate the antiparasitic activity of crude extracts and pure compounds from the leaves of Macleaya microcarpa. The chloroform extract showed a promising antiparasitic activity against I. multifiliis. Based on these finding, the chloroform extract was fractionated on silica gel column chromatography in a bioactivity-guided isolation affording two compounds showing potent activity. The structures of the two compounds were elucidated as dihydrosanguinarine and Dihydrochelerythrine by hydrogen and carbon-13 nuclear magnetic resonance spectrum and electron ionization mass spectrometry. The in vivo tests revealed that dihydrosanguinarine and Dihydrochelerythrine were effective against I. multifiliis with median effective concentration (EC(50)) values of 5.18 and 9.43 mg/l, respectively. The acute toxicities (LC(50)) of dihydrosanguinarine and Dihydrochelerythrine for richadsin were 13.3 and 18.2mg/l, respectively. The overall results provided important information for the potential application of dihydrosanguinarine and Dihydrochelerythrine in the therapy of serious infection caused by I. multifiliis.
Inhibitory activity of dihydrosanguinarine and Dihydrochelerythrine against phytopathogenic fungi
Nat Prod Res 2011 Jul;25(11):1082-9.PMID:21500094DOI:10.1080/14786419.2010.487187.
The antifungal activities of dihydrosanguinarine and Dihydrochelerythrine, isolated from the leaves of Macleaya microcarpa, were evaluated on 12 plant pathogenic fungi; the two compounds exhibited the highest antifungal activity against Botrytis cinerea Pers. Among the 11 tested plant pathogenic fungi in vitro, the two compounds showed the highest antifungal activity against B. cinerea Pers, with 95.16% and 98.32% mycelial growth inhibition at 50 µg mL⁻¹, respectively. In addition, the two compounds inhibited spore germination in vitro in a concentration-dependent manner. They also showed potent protective and curative effects against Erysiphe graminis and B. cinerea in vivo. This is the first report on the antifungal activity of dihydrosanguinarine and Dihydrochelerythrine against pathogenic plant fungi.
Trypanocidal and antileishmanial Dihydrochelerythrine derivatives from Garcinia lucida
J Nat Prod 2007 Oct;70(10):1650-3.PMID:17880175DOI:10.1021/np0702281.
Three benzo[ c]phenanthridine alkaloids have been isolated from the stem bark of Garcinia lucida: Dihydrochelerythrine ( 1), 6-acetonyldihydrochelerythrine ( 2), and its new derivative, ( S)1''-(9,10-dihydro-2',3'-dihydroxy-7,8-dimethoxy-10-methyl-1,2-benzophenanthridin-9-yl)propan-2''-one (lucidamine A) ( 3). The new diisoprenylated derivative of lucidamine B ( 4) was obtained by semisynthesis. These Dihydrochelerythrine derivatives as well as the crude extract displayed attractive antiprotozoal activity against Trypanosoma brucei brucei and Leishmania donovani, with little toxicity to Vero cells and the host cells. This is the first trypanocidal and antileishmanial bioguided study of G. lucida, and the activity of the crude extract as well as of the Dihydrochelerythrine derivatives are reported for the first time.
Simultaneous quantitative determination of sanguinarine, chelerythrine, dihydrosanguinarine and Dihydrochelerythrine in chicken by HPLC-MS/MS method and its applications to drug residue and pharmacokinetic study
J Chromatogr B Analyt Technol Biomed Life Sci 2015 Mar 15;985:124-30.PMID:25681643DOI:10.1016/j.jchromb.2015.01.001.
A specific and reliable HPLC-MS/MS method was developed and validated for simultaneously determination of sanguinarine, chelerythrine and their metabolites (dihydrosanguinarine and Dihydrochelerythrine) in chicken tissue for the first time. This is important because these compounds are related to the use of a naturally occurring and novel feed additive with many benefits, but the levels of these compounds must be strictly controlled. The compounds were extracted by acetonitrile and 1% HCl-methanol solution successively and then separated on a C18 column. A triple-quadrupole mass spectrometer equipped with an electrospray ionization (ESI) source was used for detection. Quantification was performed using multiple reaction monitoring with positive mode. The method was validated in terms of specificity, linearity, precision, accuracy and stability. The calibration curves were linear over the concentration range of 0.5-100.0ng/g for sanguinarine, 0.5-100.0ng/g for chelerythrine, 0.2-100.0ng/g for dihydrosanguinarine and 0.1-100ng/g for Dihydrochelerythrine, respectively. All of the recovery rates of the four analytes were over 85%. The RSD of intra-day and inter-day precision was less than 5.0%, and the relative error was all within 12.0%. This validated method has been successfully applied to assess the drug residue and metabolite residue characteristics of sanguinarine and chelerythrine in chicken tissue after oral administration of the extracts of Macleaya cordata (Willd.) R. Br, and to investigate the pharmacokinetic parameters of sanguinarine and dihydrosanguinarine in chicken plasma.
Cytotoxic dimeric quinolone-terpene alkaloids from the root bark of Zanthoxylum rhetsa
Phytochemistry 2014 Jul;103:8-12.PMID:24768324DOI:10.1016/j.phytochem.2014.03.008.
Four quinolone-terpene alkaloids, chelerybulgarine (1), 2'-episimulanoquinoline (3), 2,11-didemethoxyvepridimerine B (4), and rhetsidimerine (5) were isolated from the root bark of Zanthoxylum rhetsa DC. Chelerybulgarine (1) is a C-C linked terpene alkaloid where the C-6 of Dihydrochelerythrine is linked to C-11 of the sesquiterpenoid 10β-methoxybulgarene. 2'-Episimulanoquinoline is a dimeric alkaloid containing Dihydrochelerythrine and 8-methoxy-N-methylflindersine moieties, whereas 2,11-didemethoxyvepridimerine B and rhetsidimerine are dimeric prenylated quinolone alkaloids. Seven of the isolated compounds exhibited weak cytotoxicity when tested against a panel of six human stomach-cancer cell lines.