title: Synthesis and biological activity of 7H-benzo[4,5]indolo[2,3-b]-quinoxaline derivatives.
abstract: New 7-(2-aminoethyl)-7H-benzo[4,5]indolo[2,3-b]quinoxalines (13-20) were synthesized with high yields starting from 3H-benzo[e]indole-1,2-dione. These compounds were screened for the cytotoxicity, anti-viral activity, interferon inducing ability and DNA affinity compared with the corresponding 6-(2-aminoethyl)-6H-indolo[2,3-b]quinoxaline derivatives (1-12). It was shown, that compounds 13-20 bind to DNA stronger (lg Кa=6.23-6.87) than compounds 1-12 (lg Кa=5.57-5.89). Anti-viral activity is significantly reduced with annulations of benzene ring in Indoloquinoxaline moiety 13-20.
authors.affiliation: A.V. Bogatsky Physico-Chemical Institute of NAS of Ukraine, Lyustdorfskaya Doroga 86, Odessa 65080, Ukraine.
authors.forename: Marina O
authors.initials: MO
authors.lastname: Shibinskaya
authors.forename: Alexander S
authors.initials: AS
authors.lastname: Karpenko
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Lyakhov
authors.forename: Sergey A
authors.initials: SA
authors.lastname: Andronati
authors.forename: Nadezhda M
authors.initials: NM
authors.lastname: Zholobak
authors.forename: Nikolay Ya
authors.initials: NY
authors.lastname: Spivak
authors.forename: Natalia A
authors.initials: NA
authors.lastname: Samochina
authors.forename: Lev M
authors.initials: LM
authors.lastname: Shafran
authors.forename: Mykhail Ju
authors.initials: MJ
authors.lastname: Zubritsky
authors.forename: Valerij F
authors.initials: VF
authors.lastname: Galat
mesh_terms: D000818:Animals; D000998:Antiviral Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D002417:Cattle; D004247:DNA / Q000187:drug effects*; D005347:Fibroblasts / Q000187:drug effects*; D007211:Indoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D051379:Mice; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D011810:Quinoxalines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D013237:Stereoisomerism; D013329:Structure-Activity Relationship; D018116:Vesiculovirus / Q000187:drug effects*
chemical_list: C558542:7H-benzo(4,5)indolo(2,3-b)-quinoxaline; D000998:Antiviral Agents; D007211:Indoles; D011810:Quinoxalines; D004247:DNA; C427203:calf thymus DNA