Chelerythrine

Chelerythrine
Skeletal formula of chelerythrine
Ball-and-stick model of the chelerythrine molecule
Names
IUPAC name
1,2-Dimethoxy-12-methyl[1,3]benzodioxolo[5,6-c]phenanthridin-12-ium
Identifiers
34316-15-9 N
3D model (Jmol) Interactive image
ChEBI CHEBI:78373 N
ChEMBL ChEMBL258893 N
ChemSpider 2602 YesY
ECHA InfoCard 100.047.194
5953
PubChem 2703
UNII E3B045W6X0 YesY
Properties
C21H18NO4
Molar mass 348.38 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is YesYN ?)
Infobox references

Chelerythrine is a benzophenanthridine alkaloid present in the plant Chelidonium majus (greater celandine). It is a potent, selective, and cell-permeable protein kinase C inhibitor in vitro.[1] And an efficacious antagonist of G-protein-coupled CB1 receptors.[2] It is also found in the plants Zanthoxylum clava-herculis and Zanthoxylum rhoifolium, exhibiting antibacterial activity against Staphylococcus aureus and other human pathogens.[3][4]

References

  1. ↑ Chelerythrine from Fermentek
  2. ↑ Dhopeshwarkar, Amey S.; Jain, Saurabh; Liao, Chengyong; Ghose, Sudip K.; Bisset, Kathleen M.; Nicholson, Russell A. (2011-03-01). "The actions of benzophenanthridine alkaloids, piperonyl butoxide and (S)-methoprene at the G-protein coupled cannabinoid CB₁ receptor in vitro". European Journal of Pharmacology. 654 (1): 26–32. doi:10.1016/j.ejphar.2010.11.033. ISSN 1879-0712. PMID 21172340.
  3. ↑ Gibbons, Simon; Leimkugel, Julia; Oluwatuyi, Moyo; et al. (2003). "<Activity of Zanthoxylum clava‐herculis extracts against multi‐drug resistant methicillin‐resistant Staphylococcus aureus (mdr‐MRSA)>". Phytotherapy Research. 17 (3): 274–275. doi:10.1002/ptr.1112. PMID 12672160.
  4. ↑ Tavares, Luciana de C; Zanon, Graciane; Weber, Andréia D.; et al. (2014). "<Structure-activity relationship of benzophenanthridine alkaloids from Zanthoxylum rhoifolium having antimicrobial activity>". PLOS ONE. 9 (5): e97000. doi:10.1371/journal.pone.0097000. PMC 4019524Freely accessible. PMID 24824737.


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