Synthesis, spectroscopic characterization, molecular modeling and eukaryotic DNA degradation of new hydrazone complexes

2,5-Hexanedione bis(salicyloylhydrazone) [H4L] formed novel complexes with some transition metal ions. H4L and its complexes were characterized by elemental analyses, spectral (IR, 1H NMR, ESR and MS), thermal and magnetic measurements. The complexes have the formulae [VO(H2L)]·2H2O, [Ni(H2L)]·3H2O, [Zn(H2L)], [Ni(H4L)Cl2]·2H2O and [Cr2(H2L)(OAc)2(OH)2]–·2H2O, [Cu(H4L) (H2L)(EtOH)2]·2H2O, [Co2(H2L)(OAc)2]·H2O, [Mn2(H2L)–(OH)2]·H2O [Cu2(H2L)(OAc)2(H2O)6], and [Co2(H2L)(H2O)4Cl2]·2H2O. H4L released its OH or NH protons during the complex formation. Acetate and hydroxo groups bridged the two chromium in [Cr2(H2L)(OAc)2(OH)2]·2H2O. The magnetic moments and electronic spectra of all complexes provide: tetrahedral for [Co2(H2L)(OAc)2]·H2O, [Ni(H2L)]·3H2O and [Zn(H2L)]; square-pyramidal for [VO(H2L)]·2H2O and octahedral for the rest. In DMF solution, the bands are shifted to higher energy suggesting a weak interaction with the solvent. The ESR spectra support the mononuclear geometry for [VO(H2L)]·2H2O and [Cu(H3L)2(EtOH)2]·2H2O. The thermal decomposition of the complexes revealed the outer and inner solvents as well as the end product which in most cases is metal oxide

Docking studies, antitumor and antioxidant evaluation of newly synthesized porphyrin and metalloporphyrin derivatives

Abstract In this work, we have synthesized a series of novel porphyrin derivatives, 1–5, in high yields. The metal complexes of two of the newly synthesized porphyrin derivatives, 1a–d and 2a–d, have also been synthesized in high yields and characterized. In the synthesis of the new porphyrins and metalloporphrins, we employed our reported strategy in which we utilized N,N-dimethylformamide (DMF) as a capping agent in the reaction of pyrrole with different hetero-aryl aldehydes. The new porphyrin derivatives are equipped with different aromatic substituents and hetero-cycles at the peripheral position. The structures of the new compounds were confirmed by elemental and spectral analyses. The geometry and magnetic properties of the new metalloporphyrins 1a–d and 2a–d have also been studied. Antioxidant and cytotoxic activities of the new compounds were evaluated and structure-activity relationships were performed. Porphyrin derivatives 2a and 4 showed exceptional antioxidant activity compared to ascorbic acid as a reference. While the derivatives 2, 3, and 5 exhibited very strong cytotoxic activity against two human cell lines, HePG-2 and MCF-7. Docking for the most promising antioxidant porphyrins, 2a and 4, into the binding active site of antioxidant protein Human Peroxiredoxin (code: 1HD2) has been carried out to detect the degree of recognition antioxidant activity. Molecular docking of the most cytotoxic active porphyrins, 3 and 5, into the biding site of telomerase inhibitor enzyme has been carried out to assess the degree of recognition cytotoxic activity