Oxysanguinarine
(Synonyms: 氧化血根碱,Hydroxysanguinarine; 8-Oxosanguinarine) 目录号 : GC61163
Oxysanguinarine(Hydroxysanguinarine;8-Oxosanguinarine)是来自Meconopsissimplicifolia的小檗生物碱，具有抗疟(antimalarial)活性。
Cas No.:548-30-1
Sample solution is provided at 25 µL, 10mM.
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Quality Control & SDS
- View current batch:
- Purity: >98.00%
- COA (Certificate Of Analysis)
- SDS (Safety Data Sheet)
- Datasheet
Oxysanguinarine (Hydroxysanguinarine;8-Oxosanguinarine) is a protoberberine alkaloid from Meconopsis simplicifolia with antimalarial activity[1].
[1]. Phurpa Wangchuk, et al. A new protoberberine alkaloid from Meconopsis simplicifolia (D. Don) Walpers with potent antimalarial activity against a multidrug resistant Plasmodium falciparum strain. J Ethnopharmacol. 2013 Dec 12;150(3):953-9.
| Cas No. | 548-30-1 | SDF | |
| 别名 | 氧化血根碱,Hydroxysanguinarine; 8-Oxosanguinarine | ||
| Canonical SMILES | O=C1N(C)C2=C3C(C=C4OCOC4=C3)=CC=C2C5=C1C6=C(OCO6)C=C5 | ||
| 分子式 | C20H13NO5 | 分子量 | 347.32 |
| 溶解度 | 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。 |
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| 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 | |||
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1 mg | 5 mg | 10 mg |
| 1 mM | 2.8792 mL | 14.3959 mL | 28.7919 mL |
| 5 mM | 0.5758 mL | 2.8792 mL | 5.7584 mL |
| 10 mM | 0.2879 mL | 1.4396 mL | 2.8792 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。
New methods for the synthesis of naphthyl amines; application to the synthesis of dihydrosanguinarine, sanguinarine, Oxysanguinarine and (±)-maclekarpines B and C
Chem Commun (Camb) 2014 Oct 7;50(77):11314-6.PMID:25116797DOI:10.1039/c4cc05209a.
A new method for preparing naphthyl amines from 1,5 unsaturated dicarbonyl precursors is described; the utility of this new method was proven in the syntheses of several natural products, all containing the benzo[c]phenanthridine core and enabled by a radical promoted cyclisation of the naphthyl amine products formed in the key cyclisation.
Alkaloids from Papaver coreanum
Nat Prod Commun 2011 Nov;6(11):1593-4.PMID:22224268doi
The alkaloid pattern of the endemic plant Papaver coreanum Nakai (Papaveraceae) was determined for the first time. Eight alkaloids could be identified by LC/ESI-MS/MS and high-resolution mass spectrometry. Among them, protopine and allocryptopine represent the main components. Besides norsanguinarine, sanguinarine, dihydrosanguinarine, Oxysanguinarine, lincangenine, and cryptopine, some other trace alkaloids were found whose structures remain unknown.
[Identification and attribution of chemical compounds of Pudilan Antiphlogistic Oral Liquid]
Zhongguo Zhong Yao Za Zhi 2019 Apr;44(8):1573-1587.PMID:31090321DOI:10.19540/j.cnki.cjcmm.20181221.009.
UPLC-ESI-Orbitrap-MS/MS was used to analyze,identify and attribute the chemical constituents in Pudilan Antiphlogistic Oral Liquid. The analysis was performed on an Agilent Eclipse XDB-C18(4.6 mm × 150 mm,3.5 μm) with a gradient mobile phase of methanol-0.1% formic solution system at the flow rate of 0.5 m L·min-1. The sample volume was 2 μL. The column temperature was30 ℃. The high-resolution orbitrap mass spectrometry was used as detector,with electrospray ion source in both positive and negative models,and the MS scanning ranged between m/z 50 and 2 000. Based on the analysis of mass spectrometry and literature reports,79 compounds were confirmed,including 30 alkaloids,28 organic acids,18 flavonoids and 3 coumarins. Finally,39 compounds,such as rutin,esculetin,gallic acid,caffeic acid,cichoric acid,were identified from Taraxacum mongolicum; 11 compounds,such as baicalin,baicalein,apigenin,chrysin,oroxylin A,were identified from Scutellaria baicalensis; 13 compounds,such as arginine,proline,hypoxanthine,epigoitrin,indirubin,were identified from Isatis indigotica; and 18 compounds,such as dehydrocheilanthifoline,Oxysanguinarine,corynoline,protopine,spallidamine,were identified from Corydalis bungeana. After the analysis of chemical model and attribution,the contents of some compounds were high in Pudilan Antiphlogistic Oral Liquid,such as baicalin,wogonoside,baicalein,wogonin,apigenin,chrysin,skullcapflavonⅡ,oroxylin A,cichoric acid,chlorogenic acid,caffeic acid,esculetin,dehydrocheilanthifoline,dihydrosanguinarine,protopine,corynoline and indirubin. The established method is simple,accurate,rapid,sensitive and reproducible,and thus suitable for the qualitative identification and quantitative determination of Pudilan Antiphlogistic Oral Liquid,which lays a foundation for the systematic quality control and the establishment of whole-course traceability system of active ingredients.
Alkaloids from Fumaria parviflora and F. kralikii
Planta Med 1982 Jun;45(2):120-2.PMID:17396798DOI:10.1055/s-2007-971259.
From Fumaria parviflora Lam. were isolated the major alkaloids protopine and adlumidiceine and the minor alkaloids parfumine, fumariline, dihydrofumariline, cryptopine, (-)-stylopine, 8-oxocoptisine, sanguinarine, and Oxysanguinarine. The quaternary protoberberine fraction gave coptisine. Adlumidiceine, dihydrofumariline, 8-oxocoptisine, sanguinarine, and Oxysanguinarine were found in F. parviflora for the first time. F. kralikii Jordan gave, besides the major alkaloids protopine, fumarophycine, and O-methylfumarophycine, the alkaloids adlumidiceine, berberine, coptisine, cryptopine, (-)-stylopine, and (-)-canadine. Only protopine and cryptopine have been isolated from F. kralikii earlier.
Protecting-group-free total synthesis of isoquinoline alkaloids by nickel-catalyzed annulation of o-halobenzaldimine with an alkyne as the key step
Chemistry 2010 Jan 4;16(1):282-7.PMID:19904781DOI:10.1002/chem.200902275.
An efficient short total synthesis of benzo[c]phenanthridine alkaloids including oxyavicine, oxynitidine, and Oxysanguinarine is described. Thus, N-methyl-o-bromobenzaldimines 1 b-d undergo regioselective cyclization with 4-(benzo[d][1,3]dioxol-5-yl)but-3-yn-1-ol (2 b) in the presence of [Ni(cod)(2)] (cod=1,5-cyclooctadiene). In situ oxidation of the resultant isoquinolinium salts gives isoquinolinone derivatives 5 b-d with benzo[d][1,3]dioxol-5-yl substitution at the C(3) atom and a (CH(2))(2)OH group at the C(4) atom. Later, oxidation of the alcohol group in 5 b-d to the aldehyde moiety followed by acid-catalyzed cyclization and dehydration completes the total syntheses to give oxyavicine, oxynitidine, and Oxysanguinarine in 67, 65, and 60 % yields, respectively. The synthesis requires four steps from o-bromobenzaldehyde derivatives. Transformations of these alkaloids to the other alkaloids in this family are also discussed herein.