[CAS NO. 476-32-4] Chelidonine
PRODUCTS SPECIFICATIONS [476-32-4]
DESCRIPTION [476-32-4]
Overview
| MDL | MFCD00069660 |
|---|---|
| Molecular Weight | 353.37 |
| Molecular Formula | C20H19NO5 |
| SMILES | CN1[C@@]2([H])[C@@]([C@H](CC3=C2C=C4C(OCO4)=C3)O)([H])C5=C(C6=C(OCO6)C=C5)C1 |
Summary
Chelidonine is an isoquinoline alkaloid, can be isolated from Chelidonium majus L.. Chelidonine causes G 2/M arrest and induces caspase-dependent and caspase-independent apoptosis , and prevents cell cycle progression of stem cells in Dugesia japonica . Chelidonine has cytotoxic activity against melanoma cell lines. with anticancer and antiviral activity [1] [2] [3] .
In Vitro
Chelidonine (5, 10 and 20 μM; 3-4 days) causes lesions and ventral curling in
Dugesia japonica
; and significantly decreases
Djmcm2
expression at 20 μM but no reduction is observed at 5 and 10 μM; as well as prevents cell cycle progression of stem cells
[2]
.
Chelidonine (0-3 μg/mL; 48 h) has cytotoxic activity against melanoma cell lines
[3]
.
Chelidonine (1, 2 and 3 μg/mL; 24 h) decreases mitochondrial membrane potential (MMP) in 50% of A-375 cells at 1 and 1.5 μg/mL, and 62% at 3 μg/mL
[3]
.
MCE has not independently confirmed the accuracy of these methods. They are for reference only.
Cell Cytotoxicity Assay [3]
| Cell Line: | A-375, A-375-p53DD and A-375-p53sh |
| Concentration: | 0-3 μg/mL |
| Incubation Time: | 48 h |
| Result: | Exhibited cytotoxic activity against melanoma cell lines with 0.910±0.017 μg/ml, 0.634±0.009 μg/ml and 0.772±0.045 μg/ml in A-375, A-375-p53DD and A-375-p53sh, respectively. |
Appearance
Solid
Source
Shipping
Room temperature in continental US; may vary elsewhere.
Storage
| Powder | -20°C | 3 years |
|---|---|---|
| 4°C | 2 years | |
| In solvent | -80°C | 6 months |
| -20°C | 1 month |
Solvent & Solubility
DMSO : 100 mg/mL ( 282.99 mM ; Need ultrasonic)
Stock Solutions
| Concentration Solvent Mass | 1 mg | 5 mg | 10 mg |
|---|
| 1 mM | 2.8299 mL | 14.1495 mL | 28.2990 mL |
| 5 mM | 0.5660 mL | 2.8299 mL | 5.6598 mL |
| 10 mM | 0.2830 mL | 1.4149 mL | 2.8299 mL |
References
- [1] Lee YK, et al. Chelidonine Induces Caspase-Dependent and Caspase-Independent Cell Death through G2/M Arrest in the T98G Human Glioblastoma Cell Line. Evid Based Complement Alternat Med. 2019 May 26;2019:6318179.
- [2] Isolani ME, et al. The in vivo effect of chelidonine on the stem cell system of planarians. Eur J Pharmacol. 2012 Jul 5;686(1-3):1-7.
- [3] Hammerová J, et al. Benzo[c]phenanthridine alkaloids exhibit strong anti-proliferative activity in malignant melanoma cells regardless of their p53 status. J Dermatol Sci. 2011 Apr;62(1):22-35.
Synonyms