747. Apoptolidin
Nomenclature
CAS number: 194874-06-1
(1R)-O-2,6-Dideoxy-3-O-methyl-β-d-arabino-hexopyranosyl-(1→4)-O-2,6-dideoxy-3-C-methyl-α-l-arabino-hexopyranosyl-(1→8)-3,5,7-trideoxy-1-C-[(2S,4S,5S,8E,10E,12R,13R,14E,16E,18E)-12-[(6-deoxy-4-O-methyl-α-l-glucopyranosyl)oxy]-5-hydroxy-4-methoxy-9,13,15,17,19-pentamethyl-20-oxooxacycloeicosa-8,10,14,16,18-pentaen-2-yl]-3,5-dimethyl-9-O-methyl-l-glycero-α-d-galacto-2-nonulopyranose; FU-40A. C58H96O21; mol wt 1129.37.
C 61.68%, H 8.57%, O 29.75%.
Description and references
Natural product isolated from Nocardiopsis sp.; specifically induces apoptosis in transformed tumor cells. Isoln, properties and bioactivity: J. W. Kim et al., J. Antibiot. 50, 628 (1997). Structure: Y. Hayakawa et al., J. Am. Chem. Soc. 120, 3524 (1998). Partial synthesis: J. Schuppan et al., Tetrahedron Lett. 41, 621 (2000); K. C. Nicolaou et al., Chem. Commun. 2000, 307. Review of synthetic methods: P. T. Daniel et al., Angew. Chem. Int. Ed. 45, 872-893 (2006).
