Using countercurrent chromatography to assist in the purification of new Annonaceous acetogenins from Annona squamosa

✍ Scribed by D. Craig Hopp; Walter D. Conway; Jerry L. McLaughlin

• Publisher: John Wiley and Sons
• Year: 1999
• Tongue: English
• Weight: 114 KB
• Volume: 10
• Category: Article
• ISSN: 0958-0344
• DOI: 10.1002/(sici)1099-1565(199911/12)10:6<339::aid-pca474>3.0.co;2-l

✦ Synopsis

Three new Annonaceous acetogenins, (2,4-cis and trans)-9-hydroxy asimicinone (1), (2,4-cis and trans)squamoxinone B (2) and (2,4-cis and trans) squamoxinone C (3), were isolated from the bark of Annona squamosa with the help of countercurrent chromatography. Additionally found was isoannoreticuin (4), which is new to this species. Compound 1 is an adjacent bis-tetrahydrofuran (THF) ring acetogenin with a hydroxyl group at the nine position and two more hydroxyls flanking the bis-THF system, while compounds 2-4 are all mono-THF ring acetogenins also possessing three hydroxyl groups. All four compounds are ketolactone-type acetogenins, and all show impressive cytotoxicities in a panel of six human tumour cell lines.