- Interactions of N′-[1-(2-Hydroxyphenyl)ethylidene]Isonicotinohydrazide, a Hydrazone Schiff Base and Selected Lanthanides: Potentiometric and Spectral Studies
-
Abstract: Potentiometric and spectroscopic techniques are used to study the interaction of N′-[1-(2-hydroxyphenyl)ethylidene]Isonicotinohydrazide (HpEH) with trivalent Pr, Nd, Gd, Tb, and Ho ions. Potentiometric titrations, carried out keeping the Ln3+/HpEH molar ratios at 1:2 and 1:4 at different temperature and a constant ionic strength of 0.1?mol·dm?3 KNO3 in aqueous dioxane (40%) medium, show two protons of the ligand in equilibrium and complex formation of 1:1, 1:2 and 1:3 Ln3+/HpEH stoichiometry. The conditional stability constants of the Ln3+–HpEH complexes increase in the order: Pr?3+. Photoluminescence study of the Tb3+ and HpEH complex reveals that HpEH is florescent and has no sensitizing effect on Tb3+ luminescence in ethanol, while in the isolated solid Tb3+–HpEH complex the luminescence intensity was found to be greatly sensitized. The synthesized Tb3+–HpEH complex, characterized on the basis of elemental analysis, magnetic susceptibility, molar conductivity, thermal analysis and spectral measurements is paramagnetic, acts as a 2:1 electrolyte and is of 1:3 Ln3+/HpEH stoichiometry. Graphical Abstract: [Figure not available: see fulltext.]
- Varam, Yuimi,Rajkumari, Lonibala
-
-
Read Online
- Synthesis and in vitro and in vivo antimycobacterial activity of isonicotinoyl hydrazones
-
The purpose of this study was to prepare various isoniazid derivatives by introducing the isoniazid pharmacophore into several molecules and screening for antimycobacterial activity. Ortho-hydroxy acetophenone reacts with isoniazid to form acid hydrazones. The C-Mannich bases of the above acid hydrazones were prepared by reacting them with formaldehyde and various secondary amines. The synthesized compounds were screened against M. tuberculosis H37R v using the alamar blue susceptibility test. The synthesized compounds inhibit Mycobacterium tuberculosis strain H37Rv with minimum inhibitory concentrations ranging from 0.56 to 4.61 μM. Compound N′-{1-[2-hydroxy-3-(piperazin-1-ylmethyl)phenyl]ethylidene} isonicotinohydrazide 8 was found to be the most active compound with an MIC of 0.56 μM, and was more potent than isoniazid (MIC of 2.04 μM). After 10 days of treatment, compound 8 decreased the bacterial load in murine lung tissue by 3.7-log 10 as compared to controls, which was equipotent to isoniazid. The results demonstrate the potential and importance of developing new isoniazid derivatives against mycobacterial infections.
- Sriram, Dharmarajan,Yogeeswari, Perumal,Madhu, Kasinathan
-
-
Read Online
- Biochemical relevance of Cr(III) complexes of isoniazid: synthesis, characterization, DFT, antibacterial screening, antioxidant activity and glucose-lowering effect in STZ-induced diabetic rats
-
Molecular mechanism suggests that the incorporation of an antioxidant organic moiety to chromium will be a sound strategy for the synthesis of safer and more effective hypoglycemic compounds. Two Schiff base ligands were derived by condensation of isonico
- Shukla, Satyendra N.,Gaur, Pratiksha,Jhariya, Sangeeta,Chaurasia, Bhaskar,Vaidya, Preeti,Azam, Mohammad
-
p. 664 - 689
(2019/02/14)
-
- Metal-binding hydrazone photoswitches for visible light reactivity and variable relaxation kinetics
-
The range of applications for photoswitching moieties is diverse, and the ability to design switches with variable photochemical and physical properties is consequently important for realizing their potential. Previously we reported on the photochromism o
- Hall, Kacey C.,Franks, Andrew T.,McAtee, Rory C.,Wang, Michael S.,Lu, Vivian I.,Franz, Katherine J.
-
p. 1604 - 1612
(2017/11/16)
-
- Syntheses and structural investigation of some alkali metal ion-mediated LVVO2- (L2- = tridentate ONO ligands) species: DNA binding, photo-induced DNA cleavage and cytotoxic activities
-
Eight alkali metal ion-mediated dioxidovanadium(v), [{VVO 2L1-6}A(H2O)n]∝, complexes for A = Li+, Na+, K+ and Cs +, containing tridentate aroylhydrazonate ligands coordinating via ONO donor atoms, are described. All the synthesised ligands and the metal complexes were successfully characterised by elemental analysis, IR, UV-Vis and NMR spectroscopy. X-ray crystallographic investigation of 3, 5-7 shows the presence of distorted NO4 coordination geometries for LVO 2- in each case, and varying μ-oxido and/or μ-aqua bridging with interesting variations correlated with the size of the alkali metal ions: with small Li+, no bridging-O is found but four ion aggregates are found with Na+, chains for K+ and finally, layers for Cs+. Two (5) or three-dimensional (3, 6 and 7) architectures are consolidated by hydrogen bonding. The dioxidovanadium(v) complexes were found to exhibit DNA binding activity due to their interaction with CT-DNA by the groove binding mode, with binding constants ranging from 103 to 104 M-1. Complexes 1-8 were also tested for DNA nuclease activity against pUC19 plasmid DNA which showed that 6 and 7 had the best DNA binding and photonuclease activity; these results support their good protein binding and cleavage activity with binding constants ranging from 104 to 105 M-1. Finally, the in vitro antiproliferative activity of all complexes was assayed against the HeLa cell line. Some of the complexes (2, 5, 6 and 7) show considerable activity compared to commonly used chemotherapeutic drugs. The variation in cytotoxicity of the complexes is influenced by the various functional groups attached to the aroylhydrazone derivative.
- Dash, Subhashree P.,Panda, Alok K.,Pasayat, Sagarika,Dinda, Rupam,Biswas, Ashis,Tiekink, Edward R. T.,Patil, Yogesh P.,Nethaji,Kaminsky, Werner,Mukhopadhyay, Subhadip,Bhutia, Sujit K.
-
p. 10139 - 10156
(2014/06/24)
-
- PROCHELATORS FOR INHIBITING METAL-PROMOTED OXIDATIVE STRESS
-
The present invention provides compounds of Formula I along with compositions containing the same and methods of use thereof in treating oxidative stress.
- -
-
Paragraph 0127; 0128
(2013/03/26)
-
- Synthesis, antimycobacterial, antiviral, antimicrobial activities, and QSAR studies of isonicotinic acid-1-(substituted phenyl)-ethylidene/cycloheptylidene hydrazides
-
A series of isonicotinic acid-1-(substituted phenyl)-ethylidene/ cycloheptylidene hydrazide derivatives (1-12) was tested for their, in vitro antimycobacterial activity against Mycobacterium tuberculosis, and compound 2 was found to be more active than isoniazid. The antiviral screening results indicated that none of the tested compounds was active against a broad variety of DNA and RNA viruses at subtoxic concentrations, except compounds 8 and 10 that proved to be active against DNA viruses at concentrations close to their cytostatic potential. The synthesized compounds were also screened for their antimicrobial potential against S. aureus, B. subtilis, E. coli, C. albicans and A. niger, and the results indicated that compounds having Br, OCH3 and Cl groups were highly active. The multi-target QSAR models indicated the importance of lipophilic (log P) and topological parameters (3vv) in describing the antimicrobial activity.
- Judge, Vikramjeet,Ahuja, Munish,Narasimhan, Balasubramanian,Sriram, Dharmarajan,Yogeeswari, Perumal,De Clercq, Erik,Pannecouque, Christophe,Balzarini, Jan
-
p. 1935 - 1952,18
(2020/07/30)
-
- Synthesis and initial in vitro evaluations of novel antioxidant aroylhydrazone iron chelators with increased stability against plasma hydrolysis
-
Oxidative stress is known to contribute to a number of cardiovascular pathologies. Free intracellular iron ions participate in the Fenton reaction and therefore substantially contribute to the formation of highly toxic hydroxyl radicals and cellular injur
- Hruskova, Katerina,Kovarikova, Petra,Bendova, Petra,Haskova, Pavlina,MacKova, Eliska,Stariat, Jan,Vavrova, Anna,Vavrova, Katerina,Simunek, Tomas
-
experimental part
p. 290 - 302
(2012/04/11)
-
- Synthesis and characterization of some new N-(substituted 4-methylene-2-oxo-4H-benzo[e][1,3]oxazin-3-yl)isonicotinamide
-
The N-(substituted 4-methylene-2-oxo-4H-benzo[e][1,3]oxazin-3-yl) isonicotinamide were synthesized by condensation of isonicotinic acid hydrazide derivatives with triphosgene. The structures of all the synthesized compounds have been elucidated by microan
- Al-Bogami, Abdullah S.
-
experimental part
p. 3045 - 3049
(2012/01/05)
-
- Polystyrene-supported iodobenzene diacetate (PSIBD)-mediated synthesis of 1,2-diacylbenzenes from 2-hydroxyaryl aldehyde/ketone acylhydrazones
-
Synthesis of some new 1,2-diacylbenzenes is described by the oxidation of 2-hydroxyaryl aldehyde/ketone acylhydrazones using polystyrene-supported iodobenzene diacetate (PSIBD) in good yield. Copyright Taylor & Francis Group, LLC.
- Kumar, Sunil,Kumar, Devinder
-
p. 3683 - 3699
(2008/12/23)
-
- OXIDATION OF N-AROYLHYDRAZONES OF o-HYDROXYARYL KETONES WITH LEAD(IV)ACETATE: A FACILE ROUTE TO AROMATIC o-DIKETONES
-
N-Aroylhydrazones of o-hydroxyaryl ketones are oxidized with lead(IV)acetate to aromatic o-diketones in a synthetically useful reaction.
- Kotali, Antigoni,Tsoungas, Petros G.
-
p. 4321 - 4322
(2007/10/02)
-