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Synfacts 2008(4): 0335-0335  
DOI: 10.1055/s-2008-1042890
Synthesis of Natural Products and Potential Drugs
© Georg Thieme Verlag Stuttgart · New York

Synthesis of (-)-Chaetominine

Contributor(s): Philip Kocienski, Indu Dager
B. B. Snider*, X. Wu
Brandeis University, Waltham, USA
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Publikationsdatum:
19. März 2008 (online)

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Significance

Chaetominine is a modified tri­peptide alkaloid isolated from an endophytic fungus known as Chaetomium sp IFBE015 that displays activity against human leukemia K562 and colon cancer SW1116 cell lines. The key step entails a δ-lactamization reaction (E → F) using a catalytic amount of DMAP in refluxing toluene.