Bisline

CAS# 30258-28-7

Bisline

Catalog No. BCN2062----Order now to get a substantial discount!

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Quality Control of Bisline

Number of papers citing our products

Chemical structure

Bisline

3D structure

Chemical Properties of Bisline

Cas No. 30258-28-7 SDF Download SDF
PubChem ID 181990 Appearance Powder
Formula C18H27NO6 M.Wt 353.41
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
SMILES CCC1(CC(C(C(=O)OCC2=CCN3C2C(CC3)OC1=O)(C)O)C)O
Standard InChIKey QZJRTVIGIAAJPX-GPBKISAOSA-N
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.

Biological Activity of Bisline

In vitro

Simultaneous determination of isoline and its two major metabolites using high-performance liquid chromatography.[Pubmed: 14987418]

J Anal Toxicol. 2004 Jan-Feb;28(1):11-5.


METHODS AND RESULTS:
A simple and reliable high-performance liquid chromatographic (HPLC) assay was developed for a simultaneous determination of isoline, a potent hepatotoxic pyrrolizidine alkaloid, and its two major metabolites, namely M1 (Bisline) and M2 (Bisline lactone, a new pyrrolizidine alkaloid). The latter two metabolites were produced during in vitro metabolism of isoline by rat and mouse microsomal enzyme systems. The analysis was conducted by a direct injection of aliquots of supernatant of the microsomal reaction mixture treated with the equal volume of ice-cold methanol onto a conventional reversed-phase analytical column (150 x 4.6 mm). The analytes were separated by a gradient elution with mobile phases A (0.01 M dihydro-potassium phosphate, pH 4.8) and B (acetonitrile). The assay has shown excellent precision and accuracy with less than 10% of overall intra- and interday variations and higher than 94% of overall accuracy.
CONCLUSIONS:
The developed HPLC method was successfully applied for the determination of the intact isoline and its two pH- and thermally labile metabolites produced in rat and mouse liver microsomal incubations.

Protocol of Bisline

Structure Identification
Phytochemistry. 2000 Aug;54(8):933-5.

Structure revision of isoline (ruwenine), bisline and isolinecic acid.[Pubmed: 11014292]


METHODS AND RESULTS:
X-ray crystallography of Bisline, and the chemical interconversion of Bisline and isoline (ruwenine), revealed that the structures previously assigned to these alkaloids required revision; as did that of isolinecic acid.

Journal of the Chemical Society C Organic,1970 ,17 (17) :2312-2315.

The Senecio alkaloids. Suggested structures for isoline and bisline, two new alkaloids from Senecio othonniformis Fourcade[Reference: WebLink]


METHODS AND RESULTS:
Plants of Senecio othonniformis Fourcade afforded the alkaloids, Bisline, C18H27NO6, and its acetate, isoline, C20H29NO7. Hydrolysis of isoline gave acetic acid, retronecine, and a new acid, isolinecic acid, C10H18O6. N.m.r. and mass spectral data and degradation studies indicate that isolinecic acid is 2,5-dihydroxy-3-methylheptane-2,5-dicarboxylic acid or its 2,4-dihydroxy-isomer.

Bisline Dilution Calculator

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Bisline Molarity Calculator

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Preparing Stock Solutions of Bisline

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.8296 mL 14.1479 mL 28.2957 mL 56.5915 mL 70.7394 mL
5 mM 0.5659 mL 2.8296 mL 5.6591 mL 11.3183 mL 14.1479 mL
10 mM 0.283 mL 1.4148 mL 2.8296 mL 5.6591 mL 7.0739 mL
50 mM 0.0566 mL 0.283 mL 0.5659 mL 1.1318 mL 1.4148 mL
100 mM 0.0283 mL 0.1415 mL 0.283 mL 0.5659 mL 0.7074 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 Bisline

Simultaneous determination of isoline and its two major metabolites using high-performance liquid chromatography.[Pubmed:14987418]

J Anal Toxicol. 2004 Jan-Feb;28(1):11-5.

A simple and reliable high-performance liquid chromatographic (HPLC) assay was developed for a simultaneous determination of isoline, a potent hepatotoxic pyrrolizidine alkaloid, and its two major metabolites, namely M1 (Bisline) and M2 (Bisline lactone, a new pyrrolizidine alkaloid). The latter two metabolites were produced during in vitro metabolism of isoline by rat and mouse microsomal enzyme systems. The analysis was conducted by a direct injection of aliquots of supernatant of the microsomal reaction mixture treated with the equal volume of ice-cold methanol onto a conventional reversed-phase analytical column (150 x 4.6 mm). The analytes were separated by a gradient elution with mobile phases A (0.01 M dihydro-potassium phosphate, pH 4.8) and B (acetonitrile). The assay has shown excellent precision and accuracy with less than 10% of overall intra- and interday variations and higher than 94% of overall accuracy. The developed HPLC method was successfully applied for the determination of the intact isoline and its two pH- and thermally labile metabolites produced in rat and mouse liver microsomal incubations.

Structure revision of isoline (ruwenine), bisline and isolinecic acid.[Pubmed:11014292]

Phytochemistry. 2000 Aug;54(8):933-5.

X-ray crystallography of Bisline, and the chemical interconversion of Bisline and isoline (ruwenine), revealed that the structures previously assigned to these alkaloids required revision; as did that of isolinecic acid.

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