Synthesis and biological activities of indolactone-V, the lactone analogue of the tumor promoter (-)-indolactam-V

  • Biosci Biotechnol Biochem. 1997 Aug;61(8):1415-7. doi: 10.1271/bbb.61.1415.
Y Nakagawa  1 ,  K Irie ,  Y Nakamura ,  H Ohigashi ,  H Hayashi
Affiliations
  • 1. Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan.
PMID: 9301127 DOI: 10.1271/bbb.61.1415
Abstract

The tumor promoter (-)-indolactam-V (1) exists in two stable conformers (twist and sofa) due to isomerization of the amide group. Indolactone-V (2), the lactone analogue of 1, has been synthesized to investigate the effects of the amide group on its conformation and biological activities. Indolactone-V (2) existed only as the inactive sofa-like conformer, indicating that the amide group of 1 plays a critical role in formation of the active twist conformation.

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