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044663 Chelerythrine chloride CAS: 3895-92-9

Specifications
References
CAS Number
3895-92-9
Grade
Highly Purified
MDL Number
MFCD00060717
Molecular Formula
C21H18ClNO4
Molecular Weight
383.8
EU Commodity Code
38220090
Shipping Temp
RT
Storage Temp
4°C/-20°C
NSC 36405, 1,2-Dimethoxy-N-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride

Cell permeable potent inhibitor of protein kinase C. Does not inhibit tyrosine protein kinases, cAMP-dependent protein kinase or calcium/calmodulin-dependent protein kinase. Antiplatelet, anti-inflammatory, antibacterial and antitumor compound. Apoptosis inducer in cancer cells in vitro and in vivo. Activates MAPK and JUNK signaling pathways. Affects translocation of PKC from cytosol to plasma membrane. Neurite outgrowth stimulator. Inhibits binding of BclXL to Bak (IC50 =1.5uM) or Bad proteins and stimulates apoptosis in several cancer cell lines. Blocks human P2X7 receptor. Induces cell cycle arrest in G1 phase. Specific cyclooxygenase-2 inhibitor.

Synonyms
NSC 36405; 1,2-Dimethoxy-N-methyl-[1,3]benzodioxolo[5,6-c]phenanthridinium chloride
CAS Number
3895-92-9
Molecular Weight
383.8
Molecular Formula
C21H18ClNO4
Solubility
DMSO, ethanol, methanol or water (2mg/ml warm)
Appearance
Supplied as a yellow to dark yellow solid.
Purity
≥98% (NMR)
Storage and Stability
Store at 4°C. Caution: Light-sensitive. For maximum recovery of product, centrifuge the original vial prior to removing the cap.
Important Note
This product as supplied is intended for research use only, not for use in human, therapeutic or diagnostic applications without the expressed written authorization of United States Biological.
Toxicity and Hazards
 All products should be handled by qualified personnel only, trained in laboratory procedures.
References
Chelerythrine is a potent and specific inhibitor of protein kinase C: J.M. Herbert, et al.; BBRC 172, 993 (1990)●Antiplatelet effects of chelerythrine chloride isolated from Zanthoxylum simulans: F.N. Ko, et al.; Biochim. Biophys. Acta 1052, 360 (1990)●Induction of apoptotic DNA fragmentation and cell death in HL-60 human promyelocytic leukemia cells by pharmacological inhibitors of protein kinase C: W.D. Jarvis, et al.; Cancer Res. 54, 1707 (1994)●Role of c-jun in human myeloid leukemia cell apoptosis induced by pharmacological inhibitors of protein kinase C: A.J. Freemerman, et al.; Mol. Pharmacol. 49, 788 (1996)●Angoline and chelerythrine, benzophenanthridine alkaloids that do not inhibit protein kinase C: S.K. Lee, et al.; J. Biol. Chem. 273, 19829 (1998)●Inhibition of protein kinase C translocation from cytosol to membrane by chelerythrine: M.D. Chao, et al.; Planta Med. 64, 662 (1998)●Axonal transport is inhibited by a protein kinase C inhibitor in cultured isolated mouse dorsal root ganglion cells: H. Hiruma, et al.; Brain. Res. 826, 135 (1999)●Activation of p38 and c-Jun N-terminal kinase pathways and induction of apoptosis by chelerythrine do not require inhibition of protein kinase C: R. Yu, et al.; J. Biol. Chem. 275, 9612 (2000)●In vitro and in vivo activity of protein kinase C inhibitor chelerythrine chloride induces tumor cell toxicity and growth delay in vivo: S.J. Chmura, et al.; Clin. Cancer Res. 6, 737 (2000)●Identification of chelerythrine as an inhibitor of BclXL function: S.L. Chan, et al.; J. Biol. Chem. 278, 20453 (2003)●Chelerythrine and other benzophenanthridine alkaloids block the human P2X7 receptor: A.N. Shemon, et al.; Br. J. Pharmacol. 142, 1015 (2004)●The effect of chelerythrine on cell growth, apoptosis, and cell cycle in human normal and cancer cells in comparison with sanguinarine: J. Malikova, et al.; Cell Biol. Toxicol. 22, 439 (2006)●Chelerythrine induces apoptosis through a Bax/Bak-independent mitochondrial mechanism: K.F. Wan, et al.; J. Biol. Chem. 283, 8423 (2008)●Chelerythrine and dihydrochelerythrine induce G1 phase arrest and bimodal cell death in human leukemia HL-60 cells: J. Vrba, et al.; Toxicol. In Vitro. 22, 1008 (2008)●Effects of chelerythrine, a specific inhibitor of cyclooxygenase-2, on acute inflammation in mice: X.F. Niu, et al.; Fitoterapia 82, 620 (2011)
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