TOTAL SYNTHESIS OF DL-ASCOFURANONE AND RELATED-COMPOUNDS

Authors
SAIMOTO H OHRAI S SASHIWA H SHIGEMASA Y HIYAMA T
Citation
H. Saimoto et al., TOTAL SYNTHESIS OF DL-ASCOFURANONE AND RELATED-COMPOUNDS, Bulletin of the Chemical Society of Japan, 68(9), 1995, pp. 2727-2734
Citations number
32
Categorie Soggetti
Chemistry
Journal title
Bulletin of the Chemical Society of Japan → ACNP
ISSN journal
00092673
Volume
68
Issue
9
Year of publication
1995
Pages
2727 - 2734
Database
ISI
SICI code
0009-2673(1995)68:9<2727:TSODAR>2.0.ZU;2-V
Abstract
Convergent synthesis of an antitumor protective agent, ascofuranone, w as accomplished by (1) preparation of the terpenoid side chain having a furanone moiety, (2) coupling the side chain with a protected phenol derivative, and (3) deprotection to regenerate the hydroxyl groups. T his strategy was successfully applied to the synthesis of oxidized and cyclized analogs of ascofuranone. Some of the ascofuranone derivative s were found to inhibit the growth of P388 leukemia cells.