arglabin

Term ID

CHEBI:73228

Synonyms

• (+)-arglabin
• (3aR,4aS,6aS,9aS,9bR)-1,4a-dimethyl-7-methylene-5,6,6a,7,9a,9b-hexahydro-3H-oxireno[8,8a]azuleno[4,5-b]furan-8(4aH)-one
• 1beta,10beta-epoxyguaia-3,11(13)-dien-12,6alpha-olide

Definition

An organic heterotetracyclic compound and guaianolide sesquiterpene lactone that is acrylic acid which is substituted at position 2 by a 4-hydroxy-3,8-dimethyl-1,3a,4,5,6,7-hexahydroazulen-5-yl group in which the double bond in the 7-membered ring has been epoxidised and in which the hydroxy group and the carboxy group have undergone formal condensation to give the corresponding gamma-lactone. It is found in Artemisia glabella. Arglabin-DMA HCl, the hydrochloride salt of the adduct resulting from the conjugate addition of dimethylamine to the ene-lactone moiety, has been successfully used in Khazakhstan for the treatment of breast, colon, ovarian and lung cancers.

References

• CAS:84692-91-1
• PMID:15079907
• PMID:17634992
• PMID:21997763
• PMID:22849854
• PMID:8374514
• Patent:US6770673
• Reaxys:3549528

Ontology

ChEBI  ( EBI )

Resources

CTD