Tyrosyl-DNA phosphodiesterase 1 inhibitor from an anamorphic fungus

J Nat Prod. 2012 Apr 27;75(4):764-7. doi: 10.1021/np2007389. Epub 2012 Mar 5.

Abstract

Tyrosyl-DNA phosphodiesterase 1 (Tdp1) is an enzyme that catalyzes hydrolysis of 3'-phosphotyrosyl bonds and is involved in repair of irreversible topoisomerase I (Top1)-DNA covalent complexes. Tdp1 inhibitors are regarded as potential cancer therapeutics in combination with Top1 inhibitors, which are currently used to treat human cancers. While screening for Tdp1 inhibitors, we discovered a novel compound, JBIR-21 (1), from the culture of an anamorphic fungus, RF-13305. The structure of 1 was established by extensive NMR and MS analyses. Compound 1 showed inhibitory activity against Tdp1 (IC(50) value, 18 μM) and cytotoxic activity against cancer cell lines (IC(50) values, 3.5-13 μM). Compound 1 also exhibited antitumor activity in a mouse xenograft model without adverse effects.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Drug Screening Assays, Antitumor
  • Fungi / chemistry*
  • Humans
  • Mice
  • Molecular Structure
  • Phosphoric Diester Hydrolases / drug effects*
  • Sesquiterpenes / chemistry
  • Sesquiterpenes / isolation & purification*
  • Sesquiterpenes / pharmacology*

Substances

  • JBIR-21
  • Sesquiterpenes
  • Phosphoric Diester Hydrolases
  • TDP1 protein, human