Lindelofine

CAS# 487-99-0

Lindelofine

Catalog No. BCN2043----Order now to get a substantial discount!

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Chemical structure

Lindelofine

3D structure

Chemical Properties of Lindelofine

Cas No. 487-99-0 SDF Download SDF
PubChem ID 164622 Appearance Cryst.
Formula C15H27NO4 M.Wt 285.38
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name [(1R,8R)-2,3,5,6,7,8-hexahydro-1H-pyrrolizin-1-yl]methyl (2S)-2-hydroxy-2-[(1R)-1-hydroxyethyl]-3-methylbutanoate
SMILES CC(C)C(C(C)O)(C(=O)OCC1CCN2C1CCC2)O
Standard InChIKey BWQSLRZZOVFVHJ-COMQUAJESA-N
Standard InChI InChI=1S/C15H27NO4/c1-10(2)15(19,11(3)17)14(18)20-9-12-6-8-16-7-4-5-13(12)16/h10-13,17,19H,4-9H2,1-3H3/t11-,12+,13-,15+/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.

Protocol of Lindelofine

Structure Identification
Tetrahedron,1969,25(11):2313–2323.

The total synthesis of some pyrrolyzidine alkaloids and their absolute configuration[Reference: WebLink]


METHODS AND RESULTS:
The synthesis of the alkaloids involves the preparation of optically active necines, the synthesis of optically active acids and esterification of necines with the corresponding acids. Using this route, the complete synthesis of trachelanthamine (I), viridiflorine (II) and Lindelofine (III) has been achieved.

Lindelofine Dilution Calculator

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Lindelofine Molarity Calculator

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Preparing Stock Solutions of Lindelofine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.5041 mL 17.5205 mL 35.041 mL 70.082 mL 87.6025 mL
5 mM 0.7008 mL 3.5041 mL 7.0082 mL 14.0164 mL 17.5205 mL
10 mM 0.3504 mL 1.752 mL 3.5041 mL 7.0082 mL 8.7602 mL
50 mM 0.0701 mL 0.3504 mL 0.7008 mL 1.4016 mL 1.752 mL
100 mM 0.035 mL 0.1752 mL 0.3504 mL 0.7008 mL 0.876 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 Lindelofine

Optimisation of isolation procedure for pyrrolizidine alkaloids from Rindera umbellata Bunge.[Pubmed:25528897]

Nat Prod Res. 2015;29(9):887-90.

Procedure for isolation of pyrrolizidine alkaloids (PAs) from Rindera umbellata Bunge plant species was optimised. Different extraction media (methanol, ethanol and sulphuric acid), concentration and volume of sulphuric acid, pH of PA solution for alkaline extraction, extraction time and techniques (maceration, ultrasonic and overhead rotary mixer assisted extraction) were investigated. The yields of six PAs (7-angeloyl heliotridane, 7-angeloyl heliotridine, Lindelofine, 7-angeloyl rinderine, punctanecine and heliosupine) were monitored by GC-MS/FID. The best results for the isolation all of six PAs were obtained when the extraction was performed with 1 M sulphuric acid (30 mL per 1.00 g of dried sample) by overhead rotary mixer during three days. Optimal pH value for alkaline extraction of PAs with CH(2)Cl(2) was 9, and the extraction should be performed with four portions of 30 mL of CH(2)Cl(2). This procedure could be also useful for a plant sample preparation for GC and LC analyses of PAs.

Pyrrolizidine alkaloids and fatty acids from the endemic plant species Rindera umbellata and the effect of lindelofine-N-oxide on tubulin polymerization.[Pubmed:24005964]

Molecules. 2013 Sep 3;18(9):10694-706.

The examination of the aerial parts, roots, and seeds of the endemic plant Rindera umbellata is reported in this paper for the first time. Phytochemical investigation of R. umbellata led to the isolation and characterization of ten pyrrolizidine alkaloids and eleven fatty acids in the form of triglycerides. Pyrrolizidine alkaloids 1-9 were found in the aerial parts, 7 and 8 in the roots, and 6-10, together with eleven fatty acids, in the seeds of this plant species. The structures of compounds 1-10 were established based on spectroscopic studies ((1)H- and (1)(3)C-NMR, 2D NMR, IR and CI-MS). After trans-esterification, methyl esters of the fatty acids were analyzed using GC-MS. The effect of Lindelofine-N-oxide (7) on tubulin polymerization was determined.

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