Details

Autor(en) / Beteiligte

• Paixão, Drielly A.
• Marzano, Ivana M.
• Jaimes, Edgar H.L.
• Pivatto, Marcos
• Campos, Débora L.
• Pavan, Fernando R.
• Deflon, Victor M.
• Maia, Pedro Ivo da S.
• Da Costa Ferreira, Ana M.
• Uehara, Isadora A.
• Silva, Marcelo J.B.
• Botelho, Françoise V.
• Pereira-Maia, Elene C.
• Guilardi, Silvana
• Guerra, Wendell

Titel

Novel copper(II) complexes with hydrazides and heterocyclic bases: Synthesis, structure and biological studies

Ist Teil von

• Journal of inorganic biochemistry, 2017-07, Vol.172, p.138-146

Ort / Verlag

United States: Elsevier Inc

Erscheinungsjahr

2017

Quelle

Access via ScienceDirect (Elsevier)

Beschreibungen/Notizen

• Five new copper(II) complexes of the type [Cu(NO)(NN)(ClO4)2], in which NO=4-fluorophenoxyacetic acid hydrazide (4-FH) or 4-nitrobenzoic hydrazide (4-NH) and NN=1,10-phenanthroline (phen), 4–4′-dimethoxy-2-2′-bipyridine (dmb) or 2,2-bipyridine (bipy) were synthesized and characterized using various spectroscopic methods. The X-ray structural analysis of one representative compound indicates that the geometry around the copper ion is distorted octahedron, in which the ion is coordinated to hydrazide via the terminal nitrogen and the carbonyl oxygen, and to heterocyclic bases via their two nitrogen atoms. Two perchlorate anions occupy the apical positions, completing the coordination sphere. The cytotoxic activity of compounds was investigated in three tumor cell lines (K562, MDA-MB-231 and MCF-7). Concerning K562 cell line, the complexes with 1,10-phenanthroline exhibit high cytotoxic activity and are more active than carboplatin, free ligands and [Cu(phen)2]2+. Considering the cytotoxicity results, further investigations for the compounds [Cu(4-FH)(phen)(ClO4)2] I and [Cu(4-NH)(phen)(ClO4)2]∙H2O III were performed. Flow cytometric analysis revealed that these complexes induce apoptotic cell death in MDA-MB-231 cell line and bind to DNA with K values of 4.38×104 and 2.62×104, respectively. These compounds were also evaluated against wild type Mycobacterium tuberculosis (ATCC 27294) and exhibited antimycobacterial activity, displayed MIC values lower than those of the corresponding free ligands. •Five new copper(II) complexes with hydrazides and heterocyclic bases were synthesized.•The X-ray structural analysis of one representative compound has been performed.•The complexes showed cytotoxic properties toward three tumor cell lines.•Two complexes induce apoptotic death and exhibited antimycobacterial activity. New copper(II) complexes with hydrazides and heterocyclic bases have been synthesized and characterized. Some complexes exhibited high cytotoxic activity and have been more active than carboplatin. Two selected compounds induce apoptotic cell death in MDA-MB-231 cell line and bind to DNA with K values of 4.38×104 and 2.62×104, respectively. [Display omitted]