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Relevant academic research and scientific papers

Multiple solid forms of 1,5-Bis(salicylidene)carbohydrazide: Polymorph-modulated thermal reactivity

1,5-Bis(salicylidene)carbohydrazide, prepared by a condensation reaction of salicylaldehyde and carbohydrazide, afforded a diversity of crystalline forms depending on crystallization conditions: three polymorphs (I, II, and III) and two solvates (IV and V

Efficient hydrolytic cleavage of DNA and antiproliferative effect on human cancer cells by two dinuclear Cu(II) complexes containing a carbohydrazone ligand and 1,10-phenanthroline as a coligand

Abstract: We report the synthesis, crystal structures and biological activities of two dinuclear Cu(II) complexes [Cu(o-phen)LCu(OAc)] (1) and [Cu(o-phen)LCu(o-phen)](OAc) (2), where o-phen = 1,10-phenanthroline, H3L = o-HOC6H4C(H)=N–NH–C(OH)=N–N=C(H)–C6H4OH-o, and OAc=CH3COO?. Both compounds display strong and broad X-band EPR spectra at RT in their powder state confirming that these are paramagnetic. The intercalative DNA binding of the compounds as revealed from spectrophotometric studies was found to be consistent with the results of fluorescence spectroscopic studies for ethidium bromide displacement assay as well as enhanced viscosity of DNA in the presence of these compounds. The compounds effectively catalyze hydrolytic cleavage of supercoiled pUC19 DNA and show remarkable cytotoxicity toward human lung cancer A549 cell line (IC50 values are 4.34 and 8.46?μM for 1 and 2, respectively) and breast cancer MCF7 cell line (IC50 values are 6.50 and 8.68?μM for 1 and 2, respectively) and are found to be relatively less toxic toward keratinocyte HaCaT normal cell line (IC50 values are 11.19 and 16.01?μM for 1 and 2, respectively). Annexin-V/PI dual staining results analyzed by flow cytometry strongly suggest the induction of apoptotic pathway for the anticancer activity of these complexes. Flow cytometry experiment for cell cycle analysis showed considerable increase in the G2/M phase in both A549 and MCF7 cell lines by these two compounds. On the other hand, compounds 1 and 2 activate reactive oxygen species (ROS) level in A549 cells, but act as scavengers or inhibitors of ROS in MCF7 cell line as analyzed by DCFDA staining using flow cytometry. Graphical abstract: [Figure not available: see fulltext.]Two dinuclear Cu(II) complexes exhibit efficient hydrolytic cleavage of DNA and display remarkable cytotoxicity against human lung cancer A549 and breast cancer MCF7cells. The ROS level in A549 cells is activated, but the ROS level in MCF7 cells is decreased in the presence of these complexes. Cell cycle analysis by flow cytometry shows G2/M phase arrest in both these cell lines.

Development of hydrazide based fluorescence probe for detection of Al3+ ions and application in live cell image

Development of highly specific and susceptible sensors for aluminium (Al3+ ions) determination in water medium is still a remarkable task. Herein, a fluorescence probe (SCH) is derived from the condensation of salicyaldehyde and carbohydrazide

Elucidation of the two-step relaxation processes of a tetranuclear dysprosium molecular nanomagnet through magnetic dilution

A new centrosymmetric tetranuclear aggregate [Dy4(L)2(OAc)8(CH3OH)2] (1) was assembled using a unique symmetrical Schiff base ligand 1,5-bis(salicylidene)-carbohydrazide (H2L). Magnetic stu

Copper(II) complexes with 1,5-bis(2-hydroxybenzaldehyde)carbohydrazone

The acid-base properties of 1,5-bis(2-hydroxybenzaldehyde)carbohydrazone (H4L) and its thioanalogue 1,5-bis(2-hydroxybenzaldehyde) thiocarbohydrazone (H4LS) have been studied experimentally by pH-potentiometry and UV-Vis s

Alternate Synthetic Pathway Leading to Isolation of a Dinuclear Single-Molecule Magnet

Using the Schiff-base ligand 1,5-bis(salicylidene)carbohydrazide (H3bsc) a unique dinuclear dysprosium(III) compound, [Dy2(μ-OH)(bsc) (NO3)2(DMF)3(H2O)]·THF·2DMF (1·THF·2DMF), has been synt

DNA binding and cytotoxicity of some Cu(II)/Zn(II) complexes containing a carbohydrazone Schiff base ligand along with 1,10-phenanthroline as a coligand

We report the synthesis, characterization and biological activities of the complexes [Cu(o-phen)HL] (1), [Cu(o-phen)LCu(OAc)] (2), and [Zn(o-phen)LCu(OAc)] (3), where, H3L?=?o-HOC6H4C(H)[dbnd]N–NH–C(OH)[dbnd]N–N[dbnd]C(H)–C6H4OH-o, o-phen?=?1,10-phenanthroline, and OAc?=?CH3COO?. The free ligand and compound 3 have been characterized by X-ray crystallography. A four-line EPR pattern originating from the interaction of the unpaired electron with the central 63/65Cu nucleus (I?=?3/2) with the isotropic coupling constant (Aiso) value of 80?±?1.5?G at RT for compound 1 in DMF suggests its monomeric nature in solution. These compounds undergo irreversible oxidation-reduction. Biological studies show intercalative DNA binding and remarkable cell cytotoxicity as well as anticancer activity. The IC50 values of 1, 2 and 3 for the human lung cancer A549 cell line (0.44, 0.22, and 4.80?μM, respectively) and for the breast cancer MCF7 cell line (2.7, 4.1, and 3.6?μM, respectively) are found to be very promising and appear to be more potent than some anticancer drugs tested for these cell lines. Most importantly, 3 is found to be remarkably less toxic for HaCaT and L132 normal cell lines as evident from the cell viabilities of these two cell lines in presence of this compound.

Enhanced synthesis of oxo-verdazyl radicals bearing sterically-and electronically-diverse C3-substituents

The synthetic viability of the hydrazine- and phosgene-free synthesis of 1,5-dimethyl oxo-verdazyl radicals has been improved via a detailed study investigating the influence of the aryl substituent on tetrazinanone ring formation. Although it is well established that functionalisation at the C3 position of the tetrazinanone ring does not influence the nature of the radical, it is crucial in applications development. The synthetic route involves a 4-step sequence: Schiff base condensation of a carbohydrazide with an arylaldehyde, alkylation, ring closure then subsequent oxidation to the radical. We found that the presence of strong electron-donating substituents and electron rich heterocycles, result in a significant reduction in yield during both the alkylation and ring closure steps. This can, in part, be alleviated by milder alkylation conditions and further substitution of the aryl group. In comparison, more facile formation of the tetrazine ring was observed with examples containing electron-withdrawing groups and with meta- or para-substitution. Density functional theory suggests that the ring closure proceeds via the formation of an ion pair. Electron paramagnetic resonance spectroscopy provides insight into the precise electronic structure of the radical with small variations in hyperfine coupling constants revealing subtle differences. This journal is

Liquid-phase oxidation of olefins with rare hydronium ion salt of dinuclear dioxido-vanadium(V) complexes and comparative catalytic studies with analogous copper complexes

Homogeneous liquid-phase oxidation of a number of aromatic and aliphatic olefins was examined using dinuclear anionic vanadium dioxido complexes [(VO2)2(salLH)]? (1) and [(VO2)2(NsalLH)]? (2) and dinuclear copper complexes [(CuCl)2(salLH)]? (3) and [(CuCl)2(NsalLH)]? (4) (reaction of carbohydrazide with salicylaldehyde and 4-diethylamino salicylaldehyde afforded Schiff-base ligands [salLH4] and [NsalLH4], respectively). Anionic vanadium and copper complexes 1, 2, 3, and 4 were isolated in the form of their hydronium ion salt, which is rare. The molecular structure of the hydronium ion salt of anionic dinuclear vanadium dioxido complex [(VO2)2(salLH)]? (1) was established through single-crystal X-ray analysis. The chemical and structural properties were studied using Fourier transform infrared (FT-IR), ultraviolet–visible (UV–Vis), 1H and 13C nuclear magnetic resonance (NMR), electrospray ionization mass spectrometry (ESI-MS), electron paramagnetic resonance (EPR) spectroscopy, and thermogravimetric analysis (TGA). In the presence of hydrogen peroxide, both dinuclear vanadium dioxido complexes were applied for the oxidation of a series of aromatic and aliphatic alkenes. High catalytic activity and efficiency were achieved using catalysts 1 and 2 in the oxidation of olefins. Alkenes with electron-donating groups make the oxidation processes easy. Thus, in general, aromatic olefins show better substrate conversion in comparison to the aliphatic olefins. Under optimized reaction conditions, both copper catalysts 3 and 4 fail to compete with the activity shown by their vanadium counterparts. Irrespective of olefins, metal (vanadium or copper) complexes of the ligand [salLH4] (I) show better substrate conversion(%) compared with the metal complexes of the ligand [NsalLH4] (II).

Discrete and polymeric ensembles based on dinuclear molybdenum(vi) building blocks with adaptive carbohydrazide ligands: From the design to catalytic epoxidation

Symmetrical disubstituted carbohydrazides (H4L1-6) when reacted with [MoO2(acac)2] (in 1 : 2 molar ratio) afford the corresponding discrete complexes, [(MoO2)2L1,5,6(MeOH)2