Synthesis of Fumonisin B1

C. L. Pereira; Y.-H. Chen; F. E. McDonald

doi:10.1055/s-0029-1218027

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Synfacts 2009(11): 1187-1187
DOI: 10.1055/s-0029-1218027

Synthesis of Natural Products and Potential Drugs

Synthesis of Fumonisin B₁

Contributor(s): Philip Kocienski
C. L. Pereira, Y.-H. Chen, F. E. McDonald*
Emory University, Atlanta, USA

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Publication History

Publication Date:
22 October 2009 (online)

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Significance

Fumonisin B₁ is a mycotoxin isolated from the Fusarium verticilliodes. It is fatal to horses and pigs (”moldy corn poisoning") and it is associated with oesophagal cancer and birth defects in humans. Hydrolysis of the two tricarballylic esters in vivo followed by N-palmitoylation gives a compound which is more cytotoxic to HT29 human colon cancer cells than fumonisin B₁.