Sipeimine

CAS# 61825-98-7

Sipeimine

2D Structure

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3D structure

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Sipeimine

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Chemical Properties of Sipeimine

Cas No. 61825-98-7 SDF Download SDF
PubChem ID 442977 Appearance White powder
Formula C27H43NO3 M.Wt 429.64
Type of Compound Alkaloids Storage Desiccate at -20°C
Synonyms Imperialine
Solubility Soluble in methanol and pyridine
SMILES CC1CCC2C(C3CCC4C(C3CN2C1)CC5C4CC(=O)C6C5(CCC(C6)O)C)(C)O
Standard InChIKey IQDIERHFZVCNRZ-LRCDAWNTSA-N
Standard InChI InChI=1S/C27H43NO3/c1-15-4-7-25-27(3,31)21-6-5-17-18(20(21)14-28(25)13-15)11-22-19(17)12-24(30)23-10-16(29)8-9-26(22,23)2/h15-23,25,29,31H,4-14H2,1-3H3/t15-,16-,17+,18+,19-,20-,21+,22-,23+,25-,26+,27-/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 Sipeimine

The bulbus of Fritillaria thunbergii Miq.

Biological Activity of Sipeimine

DescriptionSipeimine is a natural product from Fritillaria ussuriensis.

Protocol of Sipeimine

Structure Identification
Yao Xue Xue Bao. 2010 Dec;45(12):1541-4.

[Simultaneous determination of peimisine and sipeimine in Fritillaria walujewii regel and Fritillaria pallidiflora Schrenk by UPLC-ELSD].[Pubmed: 21351494]

The paper reports the establishment of a method for simultaneous determination of peimisine and Sipeimine contents in Fritillaria walujewii Regel and Fritillaria pallidiflora Schrenk.
METHODS AND RESULTS:
The analyses were performed on an ultra-performance liquid chromatography with evaporative light scattering detection (UPLC-ELSD), equipped with a binary solvent manager, a sampler manager and a column compartment, and connected to Waters Empower 2 software. An Acquity UPLC BEH C18 column (100 mm x 2.1 mm, 1.7 microm) was used for all analysis. The investigated compounds were separated with gradient mobile phase consisting of acetonitrile-0.02% triethylamine-water. The temperature of sample manager was set at 25 degrees C. Drift tube temperature was 40 degrees C, and spray parameter was 40% with injection volume of 1 microL. The investigated compounds including peimisine and Sipeimine had good linearity (r > or = 0.9991) over the tested ranges. The average recovery was 94.5% and 98.1% with RSD < or = 2.36%.
CONCLUSIONS:
The UPLC-ELSD method is simple, sensitive and accurate with good repeatability, which is available for quality control of F. walujewii Regel and F. pallidiflora Schrenk.

Z Naturforsch C. 2008 Nov-Dec;63(11-12):789-93.

Sipeimine-producing endophytic fungus isolated from Fritillaria ussuriensis.[Pubmed: 19227824]


METHODS AND RESULTS:
Ten strains of endophytic fungi were isolated from the bulbs of the traditional Chinese medicinal plant Fritillaria ussuriensis. The extract from one of them, Fu7, showed a positive reaction with Dragendorff's reagent and the same Rf value in thin-layer chromatography (TLC) analysis as authentic Sipeimine. A further TLC scan and high-performance liquid chromatography-evaporative light-scattering detection (HPLC-ELSD) showed that one ingredient of the extract of strain Fu7 had a similar absorption curve in the range 200-700 nm and the same retention time as authentic Sipeimine.
CONCLUSIONS:
Thus, the fungus produces the bioactive ingredient Sipeimine, as does its host plant, and could be used for the production of Sipeimine by fermentation.

Sipeimine Dilution Calculator

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Sipeimine Molarity Calculator

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Preparing Stock Solutions of Sipeimine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3275 mL 11.6377 mL 23.2753 mL 46.5506 mL 58.1883 mL
5 mM 0.4655 mL 2.3275 mL 4.6551 mL 9.3101 mL 11.6377 mL
10 mM 0.2328 mL 1.1638 mL 2.3275 mL 4.6551 mL 5.8188 mL
50 mM 0.0466 mL 0.2328 mL 0.4655 mL 0.931 mL 1.1638 mL
100 mM 0.0233 mL 0.1164 mL 0.2328 mL 0.4655 mL 0.5819 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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Background on Sipeimine

Sipeimine is a natural product isolated from Fritillaria ussuriensis. IC50 value: Target: In vitro: Sipeimine can induce rejuvenation of a endophytic fungus; Sipeimine yield of the strain rejuvenated by adding 3% bulbus was effectively improved to 0.0563 mg/L and it is 21.9% higher than that of the initial strain [1]. In vivo:

References:
[1]. CUI Ying, et al. Rejuvenation of a Sipeimine-Producing Endophytic Fungus. Journal of Fungal Research, 2010-01 [2]. Yin H, et al. Sipeimine-producing endophytic fungus isolated from Fritillaria ussuriensis. Z Naturforsch C. 2008 Nov-Dec;63(11-12):789-93.

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References on Sipeimine

[Simultaneous determination of peimisine and sipeimine in Fritillaria walujewii regel and Fritillaria pallidiflora Schrenk by UPLC-ELSD].[Pubmed:21351494]

Yao Xue Xue Bao. 2010 Dec;45(12):1541-4.

The paper reports the establishment of a method for simultaneous determination of peimisine and Sipeimine contents in Fritillaria walujewii Regel and Fritillaria pallidiflora Schrenk. The analyses were performed on an ultra-performance liquid chromatography with evaporative light scattering detection (UPLC-ELSD), equipped with a binary solvent manager, a sampler manager and a column compartment, and connected to Waters Empower 2 software. An Acquity UPLC BEH C18 column (100 mm x 2.1 mm, 1.7 microm) was used for all analysis. The investigated compounds were separated with gradient mobile phase consisting of acetonitrile-0.02% triethylamine-water. The temperature of sample manager was set at 25 degrees C. Drift tube temperature was 40 degrees C, and spray parameter was 40% with injection volume of 1 microL. The investigated compounds including peimisine and Sipeimine had good linearity (r > or = 0.9991) over the tested ranges. The average recovery was 94.5% and 98.1% with RSD < or = 2.36%. The UPLC-ELSD method is simple, sensitive and accurate with good repeatability, which is available for quality control of F. walujewii Regel and F. pallidiflora Schrenk.

Sipeimine-producing endophytic fungus isolated from Fritillaria ussuriensis.[Pubmed:19227824]

Z Naturforsch C. 2008 Nov-Dec;63(11-12):789-93.

Ten strains of endophytic fungi were isolated from the bulbs of the traditional Chinese medicinal plant Fritillaria ussuriensis. The extract from one of them, Fu7, showed a positive reaction with Dragendorff's reagent and the same Rf value in thin-layer chromatography (TLC) analysis as authentic Sipeimine. A further TLC scan and high-performance liquid chromatography-evaporative light-scattering detection (HPLC-ELSD) showed that one ingredient of the extract of strain Fu7 had a similar absorption curve in the range 200-700 nm and the same retention time as authentic Sipeimine. Thus, the fungus produces the bioactive ingredient Sipeimine, as does its host plant, and could be used for the production of Sipeimine by fermentation.

Description

Sipeimine is a natural product isolated from Fritillaria ussuriensis.

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