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Thalrugosaminine

CAS# 22226-73-9

Thalrugosaminine

2D Structure

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Thalrugosaminine

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Chemical Properties of Thalrugosaminine

Cas No. 22226-73-9 SDF Download SDF
PubChem ID 5321919 Appearance Powder
Formula C39H44N2O7 M.Wt 652.77
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name (1S,14S)-6,19,20,21,25-pentamethoxy-15,30-dimethyl-8,23-dioxa-15,30-diazaheptacyclo[22.6.2.29,12.13,7.114,18.027,31.022,33]hexatriaconta-3(36),4,6,9(35),10,12(34),18(33),19,21,24,26,31-dodecaene
SMILES CN1CCC2=CC(=C3C=C2C1CC4=CC(=C(C=C4)OC)OC5=CC=C(CC6C7=C(CCN6C)C(=C(C(=C7O3)OC)OC)OC)C=C5)OC
Standard InChIKey HKAAPKXOAPZXLY-KYJUHHDHSA-N
Standard InChI InChI=1S/C39H44N2O7/c1-40-16-14-25-21-32(43-4)34-22-28(25)29(40)19-24-10-13-31(42-3)33(20-24)47-26-11-8-23(9-12-26)18-30-35-27(15-17-41(30)2)36(44-5)38(45-6)39(46-7)37(35)48-34/h8-13,20-22,29-30H,14-19H2,1-7H3/t29-,30-/m0/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Thalrugosaminine

The roots of Thalictrum minus.

Biological Activity of Thalrugosaminine

Description1. Thalrugosaminine shows promising antibacterial activity with MIC values of 64-128ug/ml and Staphylococcus species is the most sensitive strains. 2. Thalrugosaminine possesses hypotensive activity in rabbits and is active against Mycobacterium smegmatis.
TargetsAntifection

Thalrugosaminine Dilution Calculator

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Thalrugosaminine Molarity Calculator

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Preparing Stock Solutions of Thalrugosaminine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.5319 mL 7.6597 mL 15.3193 mL 30.6387 mL 38.2983 mL
5 mM 0.3064 mL 1.5319 mL 3.0639 mL 6.1277 mL 7.6597 mL
10 mM 0.1532 mL 0.766 mL 1.5319 mL 3.0639 mL 3.8298 mL
50 mM 0.0306 mL 0.1532 mL 0.3064 mL 0.6128 mL 0.766 mL
100 mM 0.0153 mL 0.0766 mL 0.1532 mL 0.3064 mL 0.383 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Thalrugosaminine

Isolation and characterization of three benzylisoquinoline alkaloids from Thalictrum minus L. and their antibacterial activity against bovine mastitis.[Pubmed:27426505]

J Ethnopharmacol. 2016 Dec 4;193:221-226.

ETHNO-PHARMACOLOGICAL RELEVANCE: The roots of Thalictrum minus are traditionally used in the treatment of inflammation and infectious diseases such as bovine mastitis. However, there are no reports available in literature till date regarding the antibacterial studies of T. minus against bovine mastitis. AIM OF THE STUDY: The present study was undertaken to evaluate the antibacterial potential of crude extract of T. minus (root) and some of its isolated constituents against bovine mastitis in order to scientifically validate its traditional use. MATERIALS AND METHODS: A total of three alkaloid compounds were isolated from the DCM: MeOH extract of roots of T. minus using silica gel column chromatography. Structural elucidation of the isolated compounds was done by using spectroscopic techniques like mass spectrometry and NMR spectroscopy. Pathogens were isolated from cases of bovine mastitis and identified by using 16S rRNA gene sequencing. The broth micro-dilution method was used to evaluate the antibacterial activities of DCM: MeOH extract and isolated compounds against mastitis pathogens. RESULTS: The three isolated compounds were identified as benzylisoquinoline alkaloids (1) 5'-Hydroxythalidasine, (2) Thalrugosaminine and (3) O-Methylthalicberine. Compounds (2) and (3) are reported for the first time from the roots of T. minus. Five mastitis pathogens viz., Staphylococcus xylosus, Staphylococcus lentus, Staphylococcus equorum, Enterococcus faecalis and Pantoea agglomerans were identified on the basis of sequence analysis of isolates using the nucleotide BLAST algorithm. This study reports for the first time the isolation and molecular characterization of mastitis pathogens from Kashmir valley, India. The DCM: MeOH extract exhibited broad spectrum antibacterial activities that varied between the bacterial species (MIC=250-500microg/ml). 5'-Hydroxythalidasine and Thalrugosaminine showed promising antibacterial activity with MIC values of 64-128microg/ml while Staphylococcus species were found to be the most sensitive strains. CONCLUSIONS: The antibacterial activities of the DCM: MeOH extract and isolated compounds support the traditional use of T. minus in the treatment of bovine mastitis.

Alkaloids of Thalictrum. XXII. Isolation of alkaloids with hypotensive and antimicrobial activity from Thalictrum revolutum.[Pubmed:144834]

Lloydia. 1977 Sep-Oct;40(5):508-14.

Sixteen alkaloids were characterized from Thalictrum revolutum DC., namely; thalidasine, O-methylthalmethine, O-methylthalicberine, Thalrugosaminine, thalicarpine, thalmelatine, pennsylvanine, palmatine, berberine, thalifendine, columbamine, jatrorrhizine, deoxythalidastine, thalphenine and magnoflorine. The structure of thairugosaminine (1) a bisbenzylisoquinoline type which was previously proposed on partial data was completely established, including the absolute configuration as S,S. Thalphenine, thalidasine, O-methylthalicberine, thalicarpine, Thalrugosaminine and thaliglucinone were found to possess hypotensive activity in rabbits. Thalrugosaminine, thalicarpine, thalmelatine, O-methylthalmethine, pennsylvanine and thalphenine were found to be active against Mycobacterium smegmatis.

Description

Thalrugosaminine is a benzylisoquinoline alkaloid isolated from the roots of Thalictrum minus. Thalrugosaminine shows good antibacterial activity with MIC values of 64-128 µg/ml.

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