The Total Synthesis of Neoamphimedine

The Total Synthesis of Neoamphimedine

Neoamphimedine, a pyridoacridine alkaloid from Xestospongia sp., is a potent antitumor agent both in vitro and in vivo. Neoamphimedine can efficiently induce topoisomerase II mediated catenation of plasmid DNA in vitro and is the only member of more than one hundred pyridoacridines thus far to have...

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Veröffentlicht in:Journal of organic chemistry 2007-10, Vol.72 (22), p.8501-8505
Hauptverfasser: LaBarbera, Daniel V, Bugni, Tim S, Ireland, Chris M
Format: Artikel
Sprache:eng
Schlagworte:
Acridines - chemical synthesis
Acridines - chemistry
Analytical, structural and metabolic biochemistry
Biological and medical sciences
Chemistry
Dna, deoxyribonucleoproteins
Exact sciences and technology
Fundamental and applied biological sciences. Psychology
Molecular Structure
Nucleic acids
Organic chemistry
Stereoisomerism
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Zusammenfassung:Neoamphimedine, a pyridoacridine alkaloid from Xestospongia sp., is a potent antitumor agent both in vitro and in vivo. Neoamphimedine can efficiently induce topoisomerase II mediated catenation of plasmid DNA in vitro and is the only member of more than one hundred pyridoacridines thus far to have this mechanism of action. Herein we report the first total synthesis of neoamphimedine.
ISSN:0022-3263
1520-6904
DOI:10.1021/jo7017813