Mono-tetrahydrofuran acetogenins from Goniothalamus giganteus.

Abstract

Goniotetracin and a mixture of (2,4-cis and trans)-gonioneninone, new, bioactive, mono-tetrahydrofuran (THF) gamma-lactone and ketolactone acetogenins, were isolated from the bark of Goniothalamus giganteus (Annonaceae) by activity-directed fractionation using the brine shrimp lethality test (BST). The structures were elucidated based on spectroscopic and chemical methods. Their absolute stereochemistries were determined by the advanced Mosher ester method. Both showed selective and significant cytotoxicities, comparable to the potency of adriamycin, to the human pancreatic tumour cell line (PACA-2), while goniotetracin and goniothalamicin were comparable to the activity of rotenone against yellow fever mosquito larvae.

• Authors: F Q Alali, Y Zhang, L Rogers, J L McLaughlin
• Journal: Phytochemistry (Phytochemistry) Vol. 49 Issue 3 Pg. 761-8 (Oct 1998) ISSN: 0031-9422 [Print] England
• PMID: 9779595 (Publication Type: Journal Article, Research Support, Non-U.S. Gov't, Research Support, U.S. Gov't, P.H.S.)

Chemical References

• 2,4-gonioneninone
• Antineoplastic Agents, Phytogenic
• Furans
• goniotetracin
• 4-Butyrolactone

Topics

• 4-Butyrolactone (analogs & derivatives, chemistry, isolation & purification, pharmacology)
• Animals
• Antineoplastic Agents, Phytogenic (chemistry, isolation & purification, pharmacology)
• Artemia
• Drug Screening Assays, Antitumor
• Furans (chemistry, isolation & purification, pharmacology)
• Humans
• Plants, Medicinal (chemistry)
• Tumor Cells, Cultured