[Stereocontrolled Total Synthesis of Biologically Active Natural Products]

Yakugaku Zasshi. 2018;138(2):191-209. doi: 10.1248/yakushi.17-00187.
[Article in Japanese]

Abstract

This review article describes the total syntheses of englerin A, ophiodilactones A and B, marinomycin A, N-methylwelwitindolinone C isothiocyanate, tirandamycins A-D, and tirandalydigin, which possess intriguing biological activities and challenging structures with characteristic ring systems. The focus is on the synthetic methodologies that lead to the highly stereocontrolled assembly of these natural products.

Keywords: natural product; stereocontrolled synthesis; total synthesis.

Publication types

  • Review

MeSH terms

  • Alkenes / chemical synthesis
  • Alkenes / chemistry
  • Aminoglycosides / chemical synthesis
  • Aminoglycosides / chemistry
  • Benzene Derivatives / chemical synthesis
  • Benzene Derivatives / chemistry
  • Biological Products / chemical synthesis*
  • Biological Products / chemistry
  • Indole Alkaloids / chemical synthesis
  • Indole Alkaloids / chemistry
  • Lactones / chemical synthesis
  • Lactones / chemistry
  • Macrolides / chemical synthesis
  • Macrolides / chemistry
  • Molecular Conformation
  • Sesquiterpenes, Guaiane / chemical synthesis
  • Sesquiterpenes, Guaiane / chemistry
  • Stereoisomerism

Substances

  • Alkenes
  • Aminoglycosides
  • Benzene Derivatives
  • Biological Products
  • Indole Alkaloids
  • Lactones
  • Macrolides
  • N-methylwelwitindolinone B isothiocyanate
  • Sesquiterpenes, Guaiane
  • englerin A
  • marinomycin A
  • ophiodilactone A
  • ophiodilactone B
  • tirandamycin C
  • tirandamycin D
  • tirandalydigin
  • tirandamycin A
  • tirandamycin B