New ansamycin derivatives generated by simultaneous mutasynthesis

Org Lett. 2015 Feb 6;17(3):556-9. doi: 10.1021/ol5035639. Epub 2015 Jan 22.

Abstract

The conversion from triene- to diene-typed ansamycins is clarified step by step in Streptomyces seoulensis IFB-A01. Such an intertype convertibility is adopted to establish for the first time the simultaneous mutasynthesis of both types of C17-benzene ansamycins (C17BAs). Three of the newly generated unnatural compounds showed potent cytotoxicity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antineoplastic Agents / chemical synthesis*
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / pharmacology*
  • Drug Screening Assays, Antitumor
  • Hep G2 Cells
  • Humans
  • Lactams, Macrocyclic / chemistry
  • MCF-7 Cells
  • Molecular Structure
  • Rifabutin / analogs & derivatives*
  • Rifabutin / chemical synthesis*
  • Rifabutin / chemistry
  • Rifabutin / pharmacology
  • Streptomyces / chemistry*

Substances

  • Antineoplastic Agents
  • Lactams, Macrocyclic
  • Rifabutin