VindolineCAS# 2182-14-1 |
Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
Cas No. | 2182-14-1 | SDF | Download SDF |
PubChem ID | 11953805 | Appearance | Powder |
Formula | C25H32N2O6 | M.Wt | 456.5 |
Type of Compound | Alkaloids | Storage | Desiccate at -20°C |
Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
SMILES | CCC12C=CCN3C1C4(CC3)C(C(C2OC(=O)C)(C(=O)OC)O)N(C5=C4C=CC(=C5)OC)C | ||
Standard InChIKey | CXBGOBGJHGGWIE-MXXIQHGTSA-N | ||
Standard InChI | InChI=1S/C25H32N2O6/c1-6-23-10-7-12-27-13-11-24(19(23)27)17-9-8-16(31-4)14-18(17)26(3)20(24)25(30,22(29)32-5)21(23)33-15(2)28/h7-10,14,19-21,30H,6,11-13H2,1-5H3/t19-,20+,21+,23+,24+,25?/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. |
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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. |
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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. |
Description | Vindoline is a chemical precursor to vinblastine and exhibits antimitotic activity by inhibiting microtubule assembly, it also has anti-ulcer activity. Vindoline can enhance the glucose-stimulated insulin secretion (GSIS) in MIN6 cells with the EC50 value of 50.2uM; it has relaxant effects in isolated rat renal arteries, it can dilate renal arteries in vitro through one or more pathways including inhibition of calcium entry,TEA+-sensitive potassium channel or protein kinase pathways in vascular smooth muscle cells. |
Targets | Antifection | Calcium Channel | Potassium Channel |
In vitro | Synthesis and glucose-stimulate insulin secretion (GSIS) evaluation of vindoline derivatives.[Pubmed: 28162858 ]Bioorg Med Chem Lett. 2017 Mar 1;27(5):1316-1318.It is demonstrated that natural product Vindoline can enhance the glucose-stimulated insulin secretion (GSIS) in MIN6 cells with the EC50 value of 50.2μM. In order to improve the activities, a series of Vindoline derivatives are synthesized and evaluated in MIN6 cells.
Relaxant effect of vindoline in isolated rat renal arteries.[Reference: WebLink]Chinese Pharmacological Bulletin, 2012, 28(8):1096 -100.To explore the underlying relaxation mechanisms of Vindoline in isolated rat renal arteries. |
In vivo | Vincamine and Vindoline from Catharanthus roseus linn. Protects the Gastric Mucosa of Gastric Ulcer in Rats[Reference: WebLink]Pharmacologia, 2013, 4(2013):243-8.Currently, natural products have been shown to present interesting biological and pharmacological activities and are used as chemotherapeutic agents. Plants have historically been used in treating cancer and are recognized for their ability to produce secondary metabolites. The current study was designed to evaluate the antiulcer activity of total extract as well as several fractions from Cantharanthus roseous Linn. (Family; Apocyanaceae) leaves. The bioassay guided chloroform fraction of the ethanol extract yielded two major compounds which have shown a promising antiulcer activity. |
Animal Research | Natural product vindoline stimulates insulin secretion and efficiently ameliorates glucose homeostasis in diabetic murine models.[Pubmed: 24012527]J Ethnopharmacol. 2013 Oct 28;150(1):285-97.To systematically investigate the potential anti-diabetic effects and the underlying anti-diabetic mechanisms of Vindoline, one of the alkaloids in Catharanthus roseus. |
Vindoline Dilution Calculator
Vindoline Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.1906 mL | 10.9529 mL | 21.9058 mL | 43.8116 mL | 54.7645 mL |
5 mM | 0.4381 mL | 2.1906 mL | 4.3812 mL | 8.7623 mL | 10.9529 mL |
10 mM | 0.2191 mL | 1.0953 mL | 2.1906 mL | 4.3812 mL | 5.4765 mL |
50 mM | 0.0438 mL | 0.2191 mL | 0.4381 mL | 0.8762 mL | 1.0953 mL |
100 mM | 0.0219 mL | 0.1095 mL | 0.2191 mL | 0.4381 mL | 0.5476 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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Synthesis and glucose-stimulate insulin secretion (GSIS) evaluation of vindoline derivatives.[Pubmed:28162858]
Bioorg Med Chem Lett. 2017 Mar 1;27(5):1316-1318.
It is demonstrated that natural product Vindoline can enhance the glucose-stimulated insulin secretion (GSIS) in MIN6 cells with the EC50 value of 50.2muM. In order to improve the activities, a series of Vindoline derivatives are synthesized and evaluated in MIN6 cells. Compounds 4, 8, 17 and 24 show about 4.5 times more effective stimulation insulin secretion ability (EC50: 10.4, 14.2, 11.0 and 12.7muM, respectively) than Vindoline.
Natural product vindoline stimulates insulin secretion and efficiently ameliorates glucose homeostasis in diabetic murine models.[Pubmed:24012527]
J Ethnopharmacol. 2013 Oct 28;150(1):285-97.
ETHNOPHARMACOLOGICAL RELEVANCE: Catharanthus roseus (L). Don (Catharanthus roseus) is a traditional anti-diabetic herb widely used in many countries, and the alkaloids of Catharanthus roseus are considered to possess hypoglycemic ability. AIM OF THE STUDY: To systematically investigate the potential anti-diabetic effects and the underlying anti-diabetic mechanisms of Vindoline, one of the alkaloids in Catharanthus roseus. MATERIALS AND METHODS: The regulation of Vindoline against the glucose-stimulated insulin secretion (GSIS) was examined in insulinoma MIN6 cells and primary pancreatic islets. Insulin concentration was detected by Elisa assay. Diabetic models of db/db mice and type 2 diabetic rats induced by high-fat diet combining with streptozotocin (STZ/HFD-induced type 2 diabetic rats) were used to evaluate the anti-diabetic effect of Vindoline in vivo. Daily oral treatment with Vindoline (20mg/kg) to diabetic mice/rats for 4 weeks, body weight and blood glucose were determined every week, oral glucose tolerance test (OGTT) was performed after 4 weeks. RESULTS: Vindoline enhanced GSIS in both glucose- and dose-dependent manners (EC50 = 50 muM). It was determined that Vindoline acted as a Kv2.1 inhibitor able to reduce the voltage-dependent outward potassium currents finally enhancing insulin secretion. It protected beta-cells from the cytokines-induced apoptosis following its inhibitory role in Kv2.1. Moreover, Vindoline (20mg/kg) treatment significantly improved glucose homeostasis in db/db mice and STZ/HFD-induced type 2 diabetic rats, as reflected by its functions in increasing plasma insulin concentration, protecting the pancreatic beta-cells from damage, decreasing fasting blood glucose and glycated hemoglobin (HbA1c), improving OGTT and reducing plasma triglyceride (TG). CONCLUSION: Our findings suggested that Vindoline might contribute to the anti-diabetic effects of Catharanthus roseus, and this natural product may find its more applications in the improvement of beta-cell dysfunction and further the potential treatment of type 2 diabetes.