2365-44-8Relevant academic research and scientific papers
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.
A series of isatin-hydrazones with cytotoxic activity and CDK2 kinase inhibitory activity: A potential type II ATP competitive inhibitor
Abdalla, Ashraf N.,Al-Salem, Huda S.,Albalawi, Fatemah S.,Alkahtani, Hamad M.,Alqathama, Aljawharah,Arifuzzaman, Md,Issa, Iman S.,Motiur Rahman, A. F. M.
, (2020)
Isatin derivatives potentially act on various biological targets. In this article, a series of novel isatin-hydrazones were synthesized in excellent yields. Their cytotoxicity was tested against human breast adenocarcinoma (MCF7) and human ovary adenocarcinoma (A2780) cell lines using MTT assay. Compounds 4j (IC50 = 1.51 ± 0.09 μM) and 4k (IC50 = 3.56 ± 0.31) showed excellent activity against MCF7, whereas compound 4e showed considerable cytotoxicity against both tested cell lines, MCF7 (IC50 = 5.46 ± 0.71 μM) and A2780 (IC50 = 18.96± 2.52 μM), respectively. Structure-activity relationships (SARs) revealed that, halogen substituents at 2,6-position of the C-ring of isatin-hydrazones are the most potent derivatives. In-silico absorption, distribution, metabolism and excretion (ADME) results demonstrated recommended drug likeness properties. Compounds 4j (IC50 = 0.245 μM) and 4k (IC50 = 0.300 μM) exhibited good inhibitory activity against the cell cycle regulator CDK2 protein kinase compared to imatinib (IC50 = 0.131 μM). A molecular docking study of 4j and 4k confirmed both compounds as type II ATP competitive inhibitors that made interactions with ATP binding pocket residues, as well as lacking interactions with active state DFG motif residues.
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.
A quick microwave preparation of isatin hydrazone schiff base conjugated organosilicon compounds: Exploration of their antibacterial, antifungal, and antioxidative potentials
Espinosa-Ruíz, Cristóbal,Esteban, María Angeles,Kalra, Pooja,Mohit,Pawan,Sanchita,Sharma, Geetika,Singh, Akshpreet,Singh, Gurjaspreet
, (2021)
In the current study, five isatin hydrazone schiff base linked acetylinic scaffolds have been synthesized via condensation reaction of isatin hydrazone with aldehydic groups. In order to identify the structure characteristics of the prepared hydrazone derivatives, IR, 1H and 13C NMR spectroscopy, elemental analysis and X- ray crystallography were carried out. The antibacterial and antifungal activity of the derivatives against six bacterial strains (S. aureus, S. Pyogenes, E.coli, V. cholera, L. monocytogens and H.influenza) and seven fungal strains (C. glabrata,C. parapsilosis, C. krusei, C. albicans, C. tropicalis, C. keyfer, and C. neoformans) have been evaluated. All the compounds showed potent antibacterial activity with IC50 ≈ 7.81 μM against H. influenza while the activity against fungal strains was less. Compounds a and c also had IC50 ≈ 7.81 μM against S. Pyogens. Furthermore, the results of total antioxidant activity of hydrazone derivatives, expressed in terms of the ascorbic acid (mM) equivalents per mg of sample, indicates their superior bioactivity. These studies suggested that the istain hydrazone functionalized acetylenic derivatives could be an ideal biomaterial for antibacterial, antifungal and antioxidant applications. Besides this, these derivatives were transformed into isatin hydrazone appended 1,2,3 triazole based organotriethoxysilanes and their reaction conditions were optimised
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.
Synthesis and pharmacological screening of new isatin-3-[N2-(benzimidazol-1-acetyl)]hydrazone
Chaithanya,Kasiviswanath,Prabhakara Chary
, p. 321 - 329 (2019)
Twenty new isatin-3-[N2-(benzimidazol-1-acetyl)]hydrazones (IV) were synthesized from ten different isatin-3-[N2–(chloroacetyl)] hydrazones (III) by reacting with benzimidazole and 2-methyl benzimidazole. The intermediates were obtained from isatin hydrazones (II) on condensation with chloroacetyl chloride. These compounds were characterized by IR, 1H NMR and mass spectra. All the compounds were screened for antimicrobial, antioxidant and cytotoxic activity. Some of the new compounds showed promising antibacterial and antifungal activity.
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
A turn-on fluorescent sensor for highly selective recognition of Mg2+ based on new Schiff's base derivative
Wang, Guan-Qun,Qin, Jin-Can,Fan, Long,Li, Chao-Rui,Yang, Zheng-Yin
, p. 29 - 34 (2016)
A new senser Isatin-3-(7′-Methoxychromone-3′-methylidene) hydrazone based on chromone Schiff base was synthesized to detect Mg2+. The complexation behavior of chemosensor with different metal ions in ethanolic solution was studied on UV-vis absorption spectra and fluorescent spectra. Results showed that the chemosensor HL displayed a 70-fold fluorescence enhancement upon the addition of Mg2+ due to the photo-induced electron transfer (PET) effect. On the other hand, metal ions except Mg2+ did not cause significant change in either the absorption or the fluorescence spectrum of HL. In addition, HL showed a good selectivity to Mg2+ over other metal cations, especially Ca2+, which often responds together with Mg2+. Therefore, HL can act as an efficient sensor for magnesium ion.
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.
Synthesis, Characterization, and Antibacterial Activity of Complexes of Hg(II) with Mixtures of 3-Hydrazonoindolin-2-one and Diphosphine, or Diimine Ligands
Irzoqi, A. A.,Jirjes, H. M.,Mensoor, M. K.,Salih, M. M.
, p. 1069 - 1073 (2020)
Abstract: In the current study, six new tetrahedral Hg(II) complexes of 3-hydrazonoindolin-2-one (HZI) with diphosphines (dppm, dppe, dppp, dppb) or diimines (bipy, phen) ligands have been prepared and characterized by molar conductivity, IR, 1
