Florosenine

CAS# 16958-30-8

Florosenine

2D Structure

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Florosenine

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Chemical Properties of Florosenine

Cas No. 16958-30-8 SDF Download SDF
PubChem ID 6441404 Appearance Powder
Formula C21H29NO8 M.Wt 423.46
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1R,3'S,6R,7R,11Z)-3',6,7,14-tetramethyl-3,8,17-trioxospiro[2,9-dioxa-14-azabicyclo[9.5.1]heptadec-11-ene-4,2'-oxirane]-7-yl] acetate
SMILES CC1CC2(C(O2)C)C(=O)OC3CCN(CC=C(C3=O)COC(=O)C1(C)OC(=O)C)C
Standard InChIKey RNNVXCSFOWGBQP-XHLNSLBNSA-N
Standard InChI InChI=1S/C21H29NO8/c1-12-10-21(13(2)29-21)19(26)28-16-7-9-22(5)8-6-15(17(16)24)11-27-18(25)20(12,4)30-14(3)23/h6,12-13,16H,7-11H2,1-5H3/b15-6-/t12-,13+,16-,20-,21?/m1/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.

Biological Activity of Florosenine

In vitro

Preparative separation of pyrrolizidine alkaloids by high-speed counter-current chromatography.[Pubmed: 8646334]

J Chromatogr A. 1996 Apr 26;732(1):43-50.


METHODS AND RESULTS:
We have applied a high-speed counter-current chromatography (CCC) technique to the separation and purification of pyrrolizidine alkaloids from Amsinckia tessellata, Symphytum spp., Trichodesma incanum (Boraginaceae), and Senecio douglasii var. longilobus (Asteraceae). Alkaloidal fractions were separated in a solvent system composed of a chloroform mobile phase and 0.2 M potassium phosphate buffer, of an optimum pH, as the stationary phase. Up to 800 mg of sample could be successfully separated in a single run, with excellent resolution of alkaloids. Lycopsamine and several of its acetylated derivatives were resolved from alkaloidal fractions of Amsinckia and Symphytum. However, diastereomeric pairs such as 7-acetyl-lycopsamine and 7-acetyl-intermedine, could not be separated. The presence of diastereoisomers was determined by gas chromatography-mass spectrometry. Trichodesma contained predominantly trichodesmine, which was resolved from a small quantity of incanine. we report the electron impact mass spectrum of incanine for the first time.
CONCLUSIONS:
Resolving power of CCC was sufficient to separate the closely related alkaloids senecionine and seneciphylline from Senecio, in addition to Florosenine and retrorsine, Pyrrolizidine alkaloid compositions of the four species, determined by mass spectral techniques, were consistent with literature, except for the lack of riddelliine and the presence of the otonecine-based Florosenine in Senecio douglasii var. longilobus.

Protocol of Florosenine

Structure Identification
Toxicon. 1988;26(3):275-86.

Livestock poisoning in South America by species of the Senecio plant.[Pubmed: 3394160 ]


METHODS AND RESULTS:
The pyrrolizidine alkaloids retrorsine, senecionine, integerrimine, neosenkirkine and Florosenine were isolated from different Senecio spp. common in southern Brazil, Uruguay and Paraguay. Structure elucidation of these compounds was mainly accomplished by two-dimensional FT NMR techniques. Detailed interpretations of 1H-1H and 1H-13C NMR correlation spectra are given.
CONCLUSIONS:
The alkaloids neosenkirkine, integerrimine and Florosenine were found in Senecio leptolobus De Candolle, retrorsine accompanied by senecionine in Senecio selloi (Spreng.) DC and Senecio cisplatinus Cabrera. In Senecio heterotrichus DC. integerrimine is accompanied by retrorsine. Investigations on pathology and histopathology of Senecio envenomation in Brazil are summarized.

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Preparing Stock Solutions of Florosenine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3615 mL 11.8075 mL 23.615 mL 47.23 mL 59.0375 mL
5 mM 0.4723 mL 2.3615 mL 4.723 mL 9.446 mL 11.8075 mL
10 mM 0.2361 mL 1.1807 mL 2.3615 mL 4.723 mL 5.9037 mL
50 mM 0.0472 mL 0.2361 mL 0.4723 mL 0.9446 mL 1.1807 mL
100 mM 0.0236 mL 0.1181 mL 0.2361 mL 0.4723 mL 0.5904 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 Florosenine

Livestock poisoning in South America by species of the Senecio plant.[Pubmed:3394160]

Toxicon. 1988;26(3):275-86.

The pyrrolizidine alkaloids retrorsine, senecionine, integerrimine, neosenkirkine and Florosenine were isolated from different Senecio spp. common in southern Brazil, Uruguay and Paraguay. Structure elucidation of these compounds was mainly accomplished by two-dimensional FT NMR techniques. Detailed interpretations of 1H-1H and 1H-13C NMR correlation spectra are given. The alkaloids neosenkirkine, integerrimine and Florosenine were found in Senecio leptolobus De Candolle, retrorsine accompanied by senecionine in Senecio selloi (Spreng.) DC and Senecio cisplatinus Cabrera. In Senecio heterotrichus DC. integerrimine is accompanied by retrorsine. Investigations on pathology and histopathology of Senecio envenomation in Brazil are summarized.

Preparative separation of pyrrolizidine alkaloids by high-speed counter-current chromatography.[Pubmed:8646334]

J Chromatogr A. 1996 Apr 26;732(1):43-50.

We have applied a high-speed counter-current chromatography (CCC) technique to the separation and purification of pyrrolizidine alkaloids from Amsinckia tessellata, Symphytum spp., Trichodesma incanum (Boraginaceae), and Senecio douglasii var. longilobus (Asteraceae). Alkaloidal fractions were separated in a solvent system composed of a chloroform mobile phase and 0.2 M potassium phosphate buffer, of an optimum pH, as the stationary phase. Up to 800 mg of sample could be successfully separated in a single run, with excellent resolution of alkaloids. Lycopsamine and several of its acetylated derivatives were resolved from alkaloidal fractions of Amsinckia and Symphytum. However, diastereomeric pairs such as 7-acetyl-lycopsamine and 7-acetyl-intermedine, could not be separated. The presence of diastereoisomers was determined by gas chromatography-mass spectrometry. Trichodesma contained predominantly trichodesmine, which was resolved from a small quantity of incanine. we report the electron impact mass spectrum of incanine for the first time. Resolving power of CCC was sufficient to separate the closely related alkaloids senecionine and seneciphylline from Senecio, in addition to Florosenine and retrorsine, Pyrrolizidine alkaloid compositions of the four species, determined by mass spectral techniques, were consistent with literature, except for the lack of riddelliine and the presence of the otonecine-based Florosenine in Senecio douglasii var. longilobus.

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