(-)-dicentrineCAS# 28832-07-7 |
- Dicentrine
Catalog No.:BCN3296
CAS No.:517-66-8
Quality Control & MSDS
3D structure
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| Cas No. | 28832-07-7 | SDF | Download SDF |
| PubChem ID | 317843 | Appearance | Powder |
| Formula | C20H21NO4 | M.Wt | 339.4 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc. | ||
| SMILES | CN1CCC2=CC3=C(C4=C2C1CC5=CC(=C(C=C54)OC)OC)OCO3 | ||
| Standard InChIKey | YJWBWQWUHVXPNC-CQSZACIVSA-N | ||
| Standard InChI | InChI=1S/C20H21NO4/c1-21-5-4-11-7-17-20(25-10-24-17)19-13-9-16(23-3)15(22-2)8-12(13)6-14(21)18(11)19/h7-9,14H,4-6,10H2,1-3H3/t14-/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. |
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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. | ||
(-)-dicentrine Dilution Calculator
(-)-dicentrine Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 2.9464 mL | 14.7319 mL | 29.4638 mL | 58.9275 mL | 73.6594 mL |
| 5 mM | 0.5893 mL | 2.9464 mL | 5.8928 mL | 11.7855 mL | 14.7319 mL |
| 10 mM | 0.2946 mL | 1.4732 mL | 2.9464 mL | 5.8928 mL | 7.3659 mL |
| 50 mM | 0.0589 mL | 0.2946 mL | 0.5893 mL | 1.1786 mL | 1.4732 mL |
| 100 mM | 0.0295 mL | 0.1473 mL | 0.2946 mL | 0.5893 mL | 0.7366 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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Dicentrine Analogue-Induced G2/M Arrest and Apoptosis through Inhibition of Topoisomerase II Activity in Human Cancer Cells.[Pubmed:26158522]
Planta Med. 2015 Jul;81(10):830-7.
Lindera megaphylla has been traditionally used as an antineoplastic and wound healing remedy. We previously demonstrated the antitumor effects of D-dicentrine, a natural aporphine alkaloid from the root of L. megaphylla. To generate analogues, series of phenanthrene alkaloids from D-dicentrine were synthesized by degradation with ethyl chloroformate in pyridine, base hydrolysis, and N-alkylation. In this study, we demonstrated that one of the synthesized D-dicentrine analogues (here after designated as analogue 1) exhibited more potent cytotoxic effects than D-dicentrine in colon adenocarcinoma, hepatoma, leukemia, and epidermoid carcinoma cells. We performed cell cycle and apoptotic analysis by flow cytometry, an apoptotic DNA detection ELISA assay, and topoisomerase II activity by the kinetoplast DNA concatenation assay for studying their cytotoxic mechanisms. We found that both D-dicentrine and analogue 1 induced apoptosis and G2/M arrest in HL-60 leukemia cells. The percentage of apoptotic cells induced by analogue 1 was 4.5-fold higher than that induced by D-dicentrine as evident from measuring the amount of histone-bound DNA fragments. Moreover, we found that analogue 1 was 28-fold more potent than D-dicentrine for inhibition of topoisomerase II activity by the kinetoplast DNA concatenation assay. Our findings indicate that D-dicentrine analogue 1 is very promising as a potential antitumor agent for future study.
Dicentrine production in callus and cell suspension cultures of Stephania venosa.[Pubmed:23738448]
Nat Prod Commun. 2013 Apr;8(4):443-5.
The highest dicentrine content (19.5 +/- 0.3 mg/g dry weight) from callus culture of Stephania venosa was achieved from stem segments cultured on MS medium supplemented with TDZ 0.5 mg/L and NAA 1.0 mg/L. Cell suspension cultures were established from callus cultured on MS liquid medium with the same plant growth regulators. Dicentrine production from S. venosa cell suspension cultures was obtained in the range of 15-26 mg/g dry weight. Elicitation in cell suspension cultures by chitosan (50 mg/L) and salicylic acid (2 mg/L) for 6 days significantly increased dicentrine content. Our findings indicate that callus and cell suspension cultures of S. venosa can produce high levels of dicentrine as an alternative source of plant materials.
