title: DNA specific fluorescent symmetric dimeric bisbenzimidazoles DBP(n): the synthesis, spectral properties, and biological activity.
abstract: A series of new fluorescent symmetric dimeric bisbenzimidazoles DBP(n) bearing bisbenzimidazole fragments joined by oligomethylene linkers with a central 1,4-piperazine residue were synthesized. The complex formation of DBP(n) in the DNA minor groove was demonstrated. The DBP(n) at micromolar concentrations inhibit in vitro eukaryotic DNA topoisomerase I and prokaryotic DNA methyltransferase (MTase) M.SssI. The DBP(n) were soluble well in aqueous solutions and could penetrate cell and nuclear membranes and stain DNA in live cells. The DBP(n) displayed a moderate effect on the reactivation of gene expression.
authors.affiliation: Institute of Carcinogenesis, Blokhin Cancer Research Center, Russian Academy of Medical Sciences, Kashirskoye Shosse 24, Moscow 115478, Russia.
authors.forename: Alexander A
authors.initials: AA
authors.lastname: Ivanov
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, Moscow 117997, Russia.
authors.forename: Vasiliy S
authors.initials: VS
authors.lastname: Koval
authors.affiliation: Institute of Carcinogenesis, Blokhin Cancer Research Center, Russian Academy of Medical Sciences, Kashirskoye Shosse 24, Moscow 115478, Russia.
authors.forename: Olga Yu
authors.initials: OY
authors.lastname: Susova
authors.affiliation: Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Vavilova St. 32, Moscow 119991, Russia.
authors.forename: Victor I
authors.initials: VI
authors.lastname: Salyanov
authors.affiliation: Shemyakin-Ovchinnikov Institute of Bioorganic Chemistry, Russian Academy of Sciences, ul. Miklukho-Maklaya 16/10, Moscow 117997, Russia.
authors.forename: Vladimir A
authors.initials: VA
authors.lastname: Oleinikov
authors.affiliation: Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Vavilova St. 32, Moscow 119991, Russia.
authors.forename: Andrey A
authors.initials: AA
authors.lastname: Stomakhin
authors.affiliation: Institute of Carcinogenesis, Blokhin Cancer Research Center, Russian Academy of Medical Sciences, Kashirskoye Shosse 24, Moscow 115478, Russia.
authors.forename: Natalya A
authors.initials: NA
authors.lastname: Shalginskikh
authors.affiliation: Chemistry Department, Moscow State University, Moscow 119991, Russia.
authors.forename: Margarita A
authors.initials: MA
authors.lastname: Kvasha
authors.affiliation: Chemistry Department, Moscow State University, Moscow 119991, Russia.
authors.forename: Olga V
authors.initials: OV
authors.lastname: Kirsanova
authors.affiliation: Chemistry Department, Moscow State University, Moscow 119991, Russia.
authors.forename: Elizaveta S
authors.initials: ES
authors.lastname: Gromova
authors.affiliation: Engelhardt Institute of Molecular Biology, Russian Academy of Sciences, Vavilova St. 32, Moscow 119991, Russia. Electronic address: zhuze@eimb.ru.
authors.forename: Alexei L
authors.initials: AL
authors.lastname: Zhuze
mesh_terms: D000818:Animals; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006690:Bisbenzimidazole / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D002460:Cell Line; D004247:DNA / Q000737:chemistry* / Q000187:drug effects* / Q000235:genetics; D015257:DNA-Cytosine Methylases / Q000037:antagonists & inhibitors; D019281:Dimerization; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D005456:Fluorescent Dyes / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D015870:Gene Expression / Q000187:drug effects; D006801:Humans; D061986:MCF-7 Cells; D051379:Mice; D008856:Microscopy, Fluorescence; D013329:Structure-Activity Relationship; D059004:Topoisomerase I Inhibitors / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000970:Antineoplastic Agents; D004791:Enzyme Inhibitors; D005456:Fluorescent Dyes; D059004:Topoisomerase I Inhibitors; D004247:DNA; C081573:DNA modification methylase SssI; D015257:DNA-Cytosine Methylases; D006690:Bisbenzimidazole
keywords: DNA methyltransferase; DNA topoisomerase-I; Dimeric bisbenzimidazoles; Inhibitors; Minor groove binders