Synthesis of Both Enantiomers of Altholactone, Isoaltholactone and 5-Hydroxygoniothalamin from Tri-O-acetyl-D-glucal, and Their Biological Activities

Akira Hiratate, Hiromasa Kiyota, Toshiro Noshita, Ryo Takeuchi, Takayuki Oritani

Research output: Contribution to journalArticle

7 Citations (Scopus)

Abstract

Both enantiomers of altholactone, isoaltholactone and 5-hydroxygoniothalamin were synthesized from tri-O-acetyl-D-glucal, and biological activities of altholactones were examined. For brine shrimp, the configuration of 3-hydroxy group at convex site was important for lethal activity, while (2S,3S)-configuration was inhibitory to lettuce germination.

Original languageEnglish
Pages (from-to)366-370
Number of pages5
JournalJournal of Pesticide Science
Volume26
Issue number4
DOIs
Publication statusPublished - Jan 1 2001
Externally publishedYes

Keywords

  • 5-hydroxygoniothalamin
  • altholactone
  • isoaltholactone
  • total synthesis
  • tri-O-acetyl-D-glucal

ASJC Scopus subject areas

  • Insect Science
  • Health, Toxicology and Mutagenesis

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