Improved synthesis of isogranulatimide, a G2 checkpoint inhibitor. Syntheses Of didemnimide C, isodidemnimide A, neodidemnimide A, 17-methylgranulatimide, and isogranulatimides A-C

J Org Chem. 2000 Jan 28;65(2):530-5. doi: 10.1021/jo9914723.

Abstract

A concise, improved synthesis of isogranulatimide (6), a naturally occurring substance with G2 checkpoint inhibition activity, is described. Also reported are the syntheses of didemnimide C (18), isodidemnimide A (24), neodidemnimide A (36), 17-methylgranulatimide (9), and isogranulatimides A (10), B (11), and C (12). Compounds 9-12, congeners of isogranulatimide (6), are now available for biological evaluation.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • G2 Phase / drug effects*
  • Imidazoles / chemical synthesis*
  • Imidazoles / chemistry
  • Indoles / chemical synthesis*
  • Indoles / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure

Substances

  • Imidazoles
  • Indoles
  • isogranulatimide