Synthesis and evaluation of duocarmycin SA analogs incorporating the methyl 1,2,8,8a-tetrahydrocyclopropa[c]oxazolo[2,3-e]indol-4-one-6-carboxylate (COI) alkylation subunit

Bioorg Med Chem Lett. 2010 Mar 15;20(6):1854-7. doi: 10.1016/j.bmcl.2010.01.145. Epub 2010 Feb 2.

Abstract

The design, synthesis and evaluation of methyl 1,2,8,8a-tetrahydrocyclopropa[c]oxazolo[2,3-e]indol-4-one-6-carboxylate (COI) derivatives are detailed representing analogs of duocarmycin SA containing an oxazole replacement for the fused pyrrole found in the alkylation subunit.

Publication types

  • Research Support, N.I.H., Extramural
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkylating Agents / chemical synthesis*
  • Alkylating Agents / chemistry
  • Alkylating Agents / pharmacology*
  • Alkylation
  • Duocarmycins
  • Indoles / chemical synthesis
  • Indoles / chemistry*
  • Indoles / pharmacology
  • Oxazoles / chemistry*
  • Pyrroles / chemical synthesis
  • Pyrroles / chemistry
  • Pyrroles / pharmacology

Substances

  • Alkylating Agents
  • Duocarmycins
  • Indoles
  • Oxazoles
  • Pyrroles
  • duocarmycin SA