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Isolation and structure of chaetomellic acids A and B from Chaetomella acutiseta: farnesyl pyrophosphate mimic inhibitors of ras farnesyl-protein transferase

โœ Scribed by Sheo B. Singh; Deborah L. Zink; Jerrold M. Liesch; Michael A. Goetz; Rosalind G. Jenkins; Mary Nallin-Omstead; Keith C. Silverman; Gerald F. Bills; Ralph T. Mosley; Jackson B. Gibbs; Georg Albers-Schonberg; Russell B. Lingham

Publisher
Elsevier Science
Year
1993
Tongue
French
Weight
702 KB
Volume
49
Category
Article
ISSN
0040-4020

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โœฆ Synopsis

Famesyl-Protein transfuase catalyses a post-translational mociificadon of Ras that is obligatory for the cell trarqtorming activity of this oncogene protebt. The screening of natural products to iden@fy inhibitors of this enzyme as a potential anticancer agents. has led to the isolation #two novel dicarbo@ic acids, named chaetomellic

acids from Chaetomella acutiseta , as potent and selective inhibitors which appear to be thejirst examples ofnonphosphorous containing FPP mimics.

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Novel Tricyclic Aminoacetyl and Sulfonamide Inhibitors of RAS Farnesyl Protein Transferase. -It is shown that derivatization of the amino group with a phthaloyl moiety increases inhibitory activity of the title compounds, cf. (IIIc) and (IIId). The potent inhibitors (III) and (V) are non-peptidic,