Chemistry:Petasin

From HandWiki
Petasin
Petasin structure.svg
Names
IUPAC name
8-Oxo-7α-eremophila-9,11-dien-3α-yl (2Z)-2-methylbut-2-enoate
Systematic IUPAC name
(1R,2R,7S,8aR)-1,8a-Dimethyl-6-oxo-7-(prop-1-en-2-yl)-1,2,3,4,6,7,8,8a-octahydronaphthalen-2-yl (2Z)-2-methylbut-2-enoate
Other names
Petasol butenoate; O-Angeloylsencathenone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
Properties
C20H28O3
Molar mass 316.441 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Petasin is a natural chemical compound found in plants of the genus Petasites. Chemically, it is classified as a sesquiterpene and is the ester of petasol and angelic acid.

Petasin is believed to be responsible, at least in part, for the anti-inflammatory effects of Common Butterbur (Petasites hybridus) extracts.[1]

Recent study has proven that Petasin can inhibit the tumor growth and metastasis in cancer patients.[2]

References

  1. Thomet, O; Wiesmann, UN; Schapowal, A; Bizer, C; Simon, HU (2001). "Role of petasin in the potential anti-inflammatory activity of a plant extract of petasites hybridus". Biochemical Pharmacology 61 (8): 1041–7. doi:10.1016/S0006-2952(01)00552-4. PMID 11286996. 
  2. Heishima, Kazuki; Sugito, Nobuhiko; Soga, Tomoyoshi; Nishikawa, Masashi; Ito, Yuko (2021). "Petasin potently inhibits mitochondrial complex I–based metabolism that supports tumor growth and metastasis". The Journal of Clinical Investigation 131 (17): e139933. doi:10.1172/JCI139933.