title: Synthesis, structure, antimycobacterial and anticancer evaluation of new pyrrolo-phenanthroline derivatives.
abstract: A study concerning design, synthesis, structure and in vitro antimycobacterial and anticancer evaluation of new fused derivatives with pyrrolo[2,1-c][4,7]phenanthroline skeleton is described. The strategy adopted for synthesis involves a [3 + 2] dipolar cycloaddition of several in situ generated 4,7-phenanthrolin-4-ium ylides to different substituted alkynes and alkenes. Stereo- and regiochemistry of cycloaddition reactions were discussed. The structure of the new compounds was proven unambiguously, single-crystal X-ray diffraction studies including. The antimycobacterial and anticancer activity of a selection of new synthesized compounds was evaluated against Mycobacterium tuberculosis H37Rv under aerobic conditions and 60 human tumour cell line panel, respectively. Five of the tested compounds possess a moderate antimycobacterial activity, while two of the compounds have a significant antitumor activity against renal cancer and breast cancer.
authors.affiliation: a Chemistry Department , Alexandru Ioan Cuza University of Iasi , Iasi , Romania and.
authors.forename: Cristina M
authors.initials: CM
authors.lastname: Al Matarneh
authors.affiliation: a Chemistry Department , Alexandru Ioan Cuza University of Iasi , Iasi , Romania and.
authors.forename: Ionel I
authors.initials: II
authors.lastname: Mangalagiu
authors.affiliation: b Petru Poni Institute of Macromolecular Chemistry , Iasi , Romania.
authors.forename: Sergiu
authors.initials: S
authors.lastname: Shova
authors.affiliation: a Chemistry Department , Alexandru Ioan Cuza University of Iasi , Iasi , Romania and.
authors.forename: Ramona
authors.initials: R
authors.lastname: Danac
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D000970:Antineoplastic Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology*; D045744:Cell Line, Tumor; D049109:Cell Proliferation / Q000187:drug effects; D018360:Crystallography, X-Ray; D004305:Dose-Response Relationship, Drug; D004354:Drug Screening Assays, Antitumor; D006801:Humans; D008826:Microbial Sensitivity Tests; D008958:Models, Molecular; D015394:Molecular Structure; D009169:Mycobacterium tuberculosis / Q000187:drug effects*; D010618:Phenanthrolines / Q000737:chemistry / Q000494:pharmacology*; D011758:Pyrroles / Q000737:chemistry / Q000494:pharmacology*; D013329:Structure-Activity Relationship
chemical_list: D000900:Anti-Bacterial Agents; D000970:Antineoplastic Agents; D010618:Phenanthrolines; D011758:Pyrroles
keywords: 3 + 2 Cycloadditions; N-ylides; pyrrolo[2,1-c][4,7]phenanthrolines