Solasonine

CAS# 19121-58-5

Solasonine

Catalog No. BCN2302----Order now to get a substantial discount!

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Quality Control of Solasonine

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Chemical structure

Solasonine

3D structure

Chemical Properties of Solasonine

Cas No. 19121-58-5 SDF Download SDF
PubChem ID 73410 Appearance White-beige powder
Formula C45H73NO16 M.Wt 884.06
Type of Compound Alkaloids Storage Desiccate at -20°C
Solubility DMSO : 100 mg/mL (113.11 mM; Need ultrasonic)
SMILES CC1CCC2(C(C3C(O2)CC4C3(CCC5C4CC=C6C5(CCC(C6)OC7C(C(C(C(O7)CO)O)OC8C(C(C(C(O8)CO)O)O)O)OC9C(C(C(C(O9)C)O)O)O)C)C)C)NC1
Standard InChIKey QCTMYNGDIBTNSK-LFRCBARCSA-N
Standard InChI InChI=1S/C45H73NO16/c1-19-8-13-45(46-16-19)20(2)30-27(62-45)15-26-24-7-6-22-14-23(9-11-43(22,4)25(24)10-12-44(26,30)5)57-42-39(61-40-36(54)34(52)31(49)21(3)56-40)38(33(51)29(18-48)59-42)60-41-37(55)35(53)32(50)28(17-47)58-41/h6,19-21,23-42,46-55H,7-18H2,1-5H3/t19-,20-,21-,23-,24+,25-,26-,27-,28+,29+,30-,31-,32+,33-,34+,35-,36+,37+,38-,39+,40-,41-,42+,43-,44-,45+/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 Solasonine

The herbs of Solanum nigrum L.

Biological Activity of Solasonine

DescriptionSolasonine displays leishmanicidal activity against promastigote forms of L. amazonensis.
TargetsAntifection
In vitro

Interactions between the glycoalkaloids solasonine and solamargine in relation to inhibition of fungal growth.[Pubmed: 7765652]

Phytochemistry. 1994 Nov;37(4):1007-11.

Inhibition of mycelium development in Phoma medicaginis and Rhizoctonia solani by solamargine and Solasonine generally increased with increasing pH. P. medicaginis was the more susceptible species and solamargine the more potent compound.
METHODS AND RESULTS:
Solasonine was inactive against R. solani over the tested pH range (5-8). Dose-response curves confirmed these differential effects. Solamargine caused 50% growth inhibition in P. medicaginis at 60 microM (at pH 7) whereas no other treatment achieved this effect at 100 microM. Combinations of 50 microM of each glycoalkaloid produced synergistic effects against both fungi, especially R. solani which was essentially unaffected by either compound, by significantly inhibited by a 1:1 mixture of the two. The magnitude of the synergism was not affected by a pH change between 6 and 7. Spore germination in Alternaria brassicicola was markedly inhibited by 100 microM solamargine but unaffected by 100 microM Solasonine or either compound at 50 microM. In P. medicaginis, neither glycoalkaloid was inhibitory up to 150 microM.
CONCLUSIONS:
In combination, the two compounds caused synergistic effects in both species, but to a much greater extent in A. brassicicola.

Protocol of Solasonine

Cell Research

In vitro leishmanicidal and cytotoxic activities of the glycoalkaloids from Solanum lycocarpum (Solanaceae) fruits.[Pubmed: 23576350]

Chem Biodivers. 2013 Apr;10(4):642-8.

Leishmaniasis is an infection caused by a protozoan parasite of the genus Leishmania and is the second most prevalent parasitic protozoal disease after malaria in the world.
METHODS AND RESULTS:
We report the in vitro leishmanicidal activity on promastigote forms of Leishmania amazonensis and cytotoxicity, using LLCMK2 cells, of the glycoalkaloids from the fruits of Solanum lycocarpum, determined by colorimetric methods. The alkaloidic extract was obtained by acid-base extraction; solamargine and Solasonine were isolated by silica-gel chromatography, followed by reversed-phase HPLC final purification. The alkaloidic extract, solamargine, Solasonine, as well as the equimolar mixture of the glycoalkaloids solamargine and Solasonine displayed leishmanicidal activity against promastigote forms of L. amazonensis, whereas the aglycone solasodine was inactive. After 24 and 72 h of incubation, most of the samples showed lower cytotoxicities (IC50 6.5 to 124 μM) as compared to leishmanicidal activity (IC50 1.1 to 23.6 μM). The equimolar mixture solamargine/Solasonine was the most active with an IC50 value of 1.1 μM, after 72 h. Likewise, solamargine was the most active after 24 h with an IC50 value of 14.4 μM, both in comparison with the positive control amphotericin B.

Solasonine Dilution Calculator

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Solasonine Molarity Calculator

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Preparing Stock Solutions of Solasonine

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.1311 mL 5.6557 mL 11.3114 mL 22.6229 mL 28.2786 mL
5 mM 0.2262 mL 1.1311 mL 2.2623 mL 4.5246 mL 5.6557 mL
10 mM 0.1131 mL 0.5656 mL 1.1311 mL 2.2623 mL 2.8279 mL
50 mM 0.0226 mL 0.1131 mL 0.2262 mL 0.4525 mL 0.5656 mL
100 mM 0.0113 mL 0.0566 mL 0.1131 mL 0.2262 mL 0.2828 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 Solasonine

Interactions between the glycoalkaloids solasonine and solamargine in relation to inhibition of fungal growth.[Pubmed:7765652]

Phytochemistry. 1994 Nov;37(4):1007-11.

Inhibition of mycelium development in Phoma medicaginis and Rhizoctonia solani by solamargine and Solasonine generally increased with increasing pH. P. medicaginis was the more susceptible species and solamargine the more potent compound. Solasonine was inactive against R. solani over the tested pH range (5-8). Dose-response curves confirmed these differential effects. Solamargine caused 50% growth inhibition in P. medicaginis at 60 microM (at pH 7) whereas no other treatment achieved this effect at 100 microM. Combinations of 50 microM of each glycoalkaloid produced synergistic effects against both fungi, especially R. solani which was essentially unaffected by either compound, by significantly inhibited by a 1:1 mixture of the two. The magnitude of the synergism was not affected by a pH change between 6 and 7. Spore germination in Alternaria brassicicola was markedly inhibited by 100 microM solamargine but unaffected by 100 microM Solasonine or either compound at 50 microM. In P. medicaginis, neither glycoalkaloid was inhibitory up to 150 microM. In combination, the two compounds caused synergistic effects in both species, but to a much greater extent in A. brassicicola.

In vitro leishmanicidal and cytotoxic activities of the glycoalkaloids from Solanum lycocarpum (Solanaceae) fruits.[Pubmed:23576350]

Chem Biodivers. 2013 Apr;10(4):642-8.

Leishmaniasis is an infection caused by a protozoan parasite of the genus Leishmania and is the second most prevalent parasitic protozoal disease after malaria in the world. We report the in vitro leishmanicidal activity on promastigote forms of Leishmania amazonensis and cytotoxicity, using LLCMK2 cells, of the glycoalkaloids from the fruits of Solanum lycocarpum, determined by colorimetric methods. The alkaloidic extract was obtained by acid-base extraction; solamargine and Solasonine were isolated by silica-gel chromatography, followed by reversed-phase HPLC final purification. The alkaloidic extract, solamargine, Solasonine, as well as the equimolar mixture of the glycoalkaloids solamargine and Solasonine displayed leishmanicidal activity against promastigote forms of L. amazonensis, whereas the aglycone solasodine was inactive. After 24 and 72 h of incubation, most of the samples showed lower cytotoxicities (IC50 6.5 to 124 muM) as compared to leishmanicidal activity (IC50 1.1 to 23.6 muM). The equimolar mixture solamargine/Solasonine was the most active with an IC50 value of 1.1 muM, after 72 h. Likewise, solamargine was the most active after 24 h with an IC50 value of 14.4 muM, both in comparison with the positive control amphotericin B.

Description

Solasonine is a steroidal glycoalkaloid isolated from Solanum nigrum L.. Solasonine has cytotoxicity to human gastric cancer cells.

Keywords:

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