Synthesis of new dihydropyrazines with DNA strand-breakage activity

Chem Pharm Bull (Tokyo). 2005 Oct;53(10):1359-61. doi: 10.1248/cpb.53.1359.

Abstract

Treatment of 1,2-cyclohexanedione with 1,2-diamines, e.g. ethylenediamine and cis-(and trans-)1,2-diaminocyclohexane, caused [4+2] cyclocondensation to give the corresponding dihydropyrazine derivatives (compounds 1-6). They exhibited stronger DNA strand-breakage activity than that of dihydropyrazines, which has already been reported in previous papers.

MeSH terms

  • Cyclization
  • Cyclohexanones / chemistry
  • DNA / chemistry*
  • DNA / drug effects*
  • DNA Damage*
  • Diamines / chemistry
  • Drug Evaluation, Preclinical
  • Molecular Structure
  • Pyrazines / chemical synthesis*
  • Pyrazines / chemistry
  • Pyrazines / pharmacology*

Substances

  • Cyclohexanones
  • Diamines
  • Pyrazines
  • 1,2-cyclohexanedione
  • DNA