2365-44-8Relevant articles and documents
Synthesis, in vitro evaluation, and molecular docking studies of novel hydrazineylideneindolinone linked to phenoxymethyl-1,2,3-triazole derivatives as potential α-glucosidase inhibitors
Shareghi-Boroujeni, Diba,Iraji, Aida,Mojtabavi, Somayeh,Faramarzi, Mohammad Ali,Akbarzadeh, Tahmineh,Saeedi, Mina
, (2021)
In this work, a novel series of hydrazineylideneindolinone linked to phenoxymethyl-1,2,3-triazole derivatives were designed, synthesized, and evaluated for their anti-α-glucosidase activity due to an urgent need to develop effective anti-diabetic agents.
Synthesis, spectroscopic characterization, antibacterial and corrosion inhibitory activities of some 3d-metal complexes of [(2-pyrrole-2-carboxaldehyde)-3-isatin]bishydrazone
Swathy,Biju,Mohanan
, p. 4679 - 4685 (2015)
A novel bishydrazone was synthesized by the condensation of isatin monohydrazone with pyrrole-2-carboxaldehyde, which formed a series of complexes with manganese(II), cobalt(II), nickel(II), copper(II) and zinc(II). The ligand and the metal complexes were characterized on the basis of elemental analysis, molar conductance, magnetic moment, IR, UV-visible, 1H NMR, EPR and thermal analysis. Spectral studies revealed that the ligand acted as neutral bidentate, coordinating to the metal ion through the aldimine nitrogen and carbonyl oxygen atom of the isatin moiety. The low molar conductance values indicate that all complexes are non-electrolytes. Based on the spectral results and magnetic susceptibility measurements, suitable geometry was proposed for each metal complex. The EPR spectral data of copper(II) complex indicated that metal-ligand bond had considerable covalent character. The ligand and its nickel(II) complex were subjected to XRD studies. In vitro biological screening effects of the compounds were tested against the some selected bacteria by the agar disc diffusion method. The corrosion inhibitory activity of the ligand and its nickel(II) complex used in acid (H2SO4) media was examined by open circuit potential measurements.
Colorimetric ‘naked eye’ sensor for fluoride ion based on isatin hydrazones via hydrogen bond formation: Design, synthesis and characterization ascertained by Nuclear Magnetic Resonance, Ultraviolet–Visible, Computational and Electrochemical studies
Gauthama, B. U.,Manjunatha, J. G.,Narayana, B.,Sarojini, B. K.,Suresh, N. K.
, (2020)
A new colorimetric sensor ‘R-IND’ based on isatin hydrazones have been designed and synthesized by simple Schiff base reaction. The anion sensing properties of R-IND were examined, characterized by common spectroscopic techniques such as Fourier Transform-Infrared (FT-IR), Ultraviolet–Visible (UV–Visible), Proton and Carbon Nuclear Magnetic Resonance (1H & 13C NMR), Electrospray Ionization Mass Spectroscopy (ESI-MS) and electrochemical studies. The sensor R-IND bearing ortho hydroxy group and amine group acting as binding sites. The sensor R-IND exhibited sensitive and selective sensing towards F? ion over the other competitive anions like Cl?, I?, Br?, H2PO4?, AcO?, CN–, NO3–, ClO4? and HSO4? in 100% Aetonitrile and 20% aqua Acetonitrile media. The bathochromic shift of 222 nm and 228 nm was observed in UV–Vis spectra with a color change from pale yellow to purple which is due to the complex formation between R-IND and F? ion through hydrogen bond formation. This was further accounted by 1H NMR titration. The Job's plot reveals 1:2 stoichiometry between the host-guest complex. Binding and association constants were found to be 1.72 × 109 M?1, 2.82 × 109 M?1 and 6.0 × 105 M?1, 2.0 × 106 M?1 in 100% ACN and 20% aqua ACN respectively. The detection limit of sensor R-IND was turned out to be 0.45 and 0.41 ppm for F? ion in organic and aqua organic medium which is lesser than World Health Organization (WHO) permission level (1 ppm). The characteristic potential difference of 1.069 V has been observed for R-IND+F? complex in the electrochemical study. Finally, economically viable paper-based colorimetric test strips of R-IND were developed to detect the F? ions in 100% aqueous solution.
Molecular docking, DNA binding, thermal studies and antimicrobial activities of Schiff base complexes
El-Sonbati,Diab,El-Bindary, Ashraf,Abou-Dobara,Seyam
, p. 434 - 456 (2016)
Metal(II) complexes of 3-[(2-hydroxy-3-methoxybenzylidene)hydrazo]-1,3-dihydroindol-2-one (HL) were prepared, their compositions and physicochemical properties were characterized on the basis of elemental analysis, molar conductivity,1H NMR, UV
New method for the preparation of 3-diazo-1,3-dihydroindol-2-ones
Muzalevskiy,Balenkova,Shastin,Magerramov,Shikhaliev,Nenajdenko
, p. 2343 - 2346 (2011)
A new method for the preparation of diazo compounds of 2-indolinone series by oxidation of isatin hydrazones with polyhaloalkanes in the presence of copper salts in catalytic amounts was developed.
New 2-oxoindolin phosphonates as novel agents to treat cancer: A green synthesis and molecular modeling
Tiwari, Shailee V.,Sharif, Nawaz S.,Gajare, Rekha I.,Seijas Vazquez, Julio A.,Sangshetti, Jaiprakash N.,Damale, Manoj D.,Nikalje, Anna Pratima G.
, (2018)
The work reports the facile synthesis of novel α-aminophosphonate derivatives coupled with indole-2,3-dione moieties, namely the diethyl(substituted phenyl/heteroaryl) (2-(2-oxoindolin-3-ylidene)hydrazinyl)methylphosphonates derivatives 4(a–n). One-pot three component Kabachnik-Fields reactions were used to synthesize these derivatives. The reaction was carried out at room temperature by stirring in presence of ceric ammonium nitrate (CAN) as a green catalyst. The structures of the synthesized compounds were established by spectral studies. The synthesized derivatives 4(a–n) were evaluated for their in vitro anticancer activity against six human cancer cell lines by the SRB assay method. The cancer cell lines used in this research work are SK-MEL-2 (melanoma), MCF-7 (breast cancer), IMR-32 (neuroblastoma) MG-63 (human osteosarcoma), HT-29 (human colon cancer) and Hep-G2 (human hepatoma). All the synthesized derivatives inhibited the cell proliferation. Importantly, all the target compounds showed no cytotoxicity towards normal tissue cells (GI50 > 250 μM). A docking study was performed to predict the mode of action. Docking results indicate that the compounds have good binding with the enzyme tyrosine kinase as well as with microtubules, which makes them dual inhibitors. The result of in-silico bioavailability studies suggests that the compounds from the present series have good oral drug-like properties and are non-toxic in nature. In vivo acute oral toxicity study results indicate that the compounds can be considered safe, and therefore could be developed in the future as good anticancer agents or as leads for the design and synthesis of novel anticancer agents.
Synthesis, spectroscopic characterization, DFT calculations, and molecular docking studies of new unsymmetric bishydrazone derivatives
Er?a?, Ay?e,Grillo, Igor Barden,Kaya, Sava?,Kaya, Yeliz,Rocha, Gerd Bruno,Serdaro?lu, Goncagül
, (2021/08/19)
Three new unsymmetric isatin bishydrazone compounds; Comp. I, II, III, were synthesized by the condensation of 3,5-dichloro-salicylaldehyde, 3-bromo-5-chloro-salicylaldehyde, and 3,5-dibromo-salicylaldehyde with isatin monohydrazone, respectively. The synthesized compounds were characterized by elemental analysis, 1H-NMR, FT-IR, UV-Vis spectroscopy, and mass spectrometry technique. For studied molecules, chemical parameters like frontier orbital energies, energy gap, electronegativity, chemical potential, chemical hardness, softness, electrophilicity, nucleophilicity, electrodonating power, electroaccepting power, polarizability, and dipole moment were calculated and discussed. Investigating the validity of well-known electronic structure principles like Maximum Hardness, Minimum Polarizability, and Minimum Electrophilicity Principles in the study, it was determined which compound is more stable compared to others. In recent days, a new software having PRIMorDIA name was developed to explore reactivity and electronic structure in large biomolecules by some of the authors of this paper. Molecular docking studies for these newly synthesized molecules were performed using PRIMorDIA software. Considering the intramolecular interactions, NBO analyzes of three bishydrazone derivatives were conducted to evaluate the chemical behavior.
Novel thiomorpholine tethered isatin hydrazones as potential inhibitors of resistant Mycobacterium tuberculosis
Karunanidhi, Sivanandhan,Chandrasekaran, Balakumar,Karpoormath, Rajshekhar,Patel, Harun M.,Kayamba, Francis,Merugu, Srinivas Reddy,Kumar, Vishal,Dhawan, Sanjeev,Kushwaha, Babita,Mahlalela, Mavela Cleopus
, (2021/08/03)
Novel chemotherapeutic agents against multidrug resistant-tuberculosis (MDR-TB) are urgently needed at this juncture to save the life of TB-infected patients. In this work, we have synthesized and characterized novel isatin hydrazones 4(a-o) and their thi
