Synthesis of new dihydropyrazines with DNA strand-breakage activity.
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.
Maruoka
Hiroshi
H
Faculty of Pharmaceutical Sciences, Fukuoka University, Japan. maruoka@fukuoka-u.ac.jp
Kashige
Nobuhiro
N
Miake
Fumio
F
Yamaguchi
Tadatoshi
T
D003500:Cyclization; D003512:Cyclohexanones / Q000737:chemistry; D004247:DNA / Q000737:chemistry* / Q000187:drug effects*; D004249:DNA Damage; D003959:Diamines / Q000737:chemistry; D004353:Drug Evaluation, Preclinical; D015394:Molecular Structure; D011719:Pyrazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*
D003512:Cyclohexanones; D003959:Diamines; D011719:Pyrazines; C018031:1,2-cyclohexanedione; D004247:DNA