Synthesis and biological evaluation of a new furo[2,3-h]quinolin-2(1H)-one.
A new furoquinolinone derivative, namely 4-hydroxymethyl-1,6,8-trimethylfuro[2,3-h]quinolin-2(1H)-one (HOFQ), was synthesized and its biological activity studied. By UVA activation, HOFQ induced strong antiproliferative effects in Ehrlich ascite cells, which lost their ability to transmit the tumor by transplantation. HOFQ exhibited poor genotoxicity and absence of skin phototoxicity. Actually, HOFQ sensitization forms DNA-protein cross-linkages but not interstrands cross-links. Therefore, HOFQ appears to be a new promising drug for PUVA photochemotherapy and photopheresis.
Chilin
Adriana
A
Department of Pharmaceutical Sciences, University of Padua, Via Francesco Marzolo 5, I-35131 Padova, Italy.
Marzano
Christine
C
Guiotto
Adriano
A
Baccichetti
Francarosa
F
Carlassare
Francesco
F
Bordin
Franco
F
D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D016466:CHO Cells; D002286:Carcinoma, Ehrlich Tumor / Q000188:drug therapy; D006224:Cricetinae; D003432:Cross-Linking Reagents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D004247:DNA / Q000737:chemistry; D004249:DNA Damage; D004354:Drug Screening Assays, Antitumor; D004926:Escherichia coli / Q000235:genetics; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D006168:Guinea Pigs; D008730:Methoxsalen / Q000494:pharmacology; D051379:Mice; D009152:Mutagenicity Tests; D009368:Neoplasm Transplantation; D015363:Quinolones / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology; D012867:Skin / Q000528:radiation effects; D013329:Structure-Activity Relationship; D014407:Tumor Cells, Cultured; D014466:Ultraviolet Rays
C450158:4-hydroxymethyl-1,6,8-trimethylfuro(2,3-h)quinolin-2(1H)-one; D000970:Antineoplastic Agents; D003432:Cross-Linking Reagents; D005663:Furans; D015363:Quinolones; D004247:DNA; D008730:Methoxsalen