495-84-1Relevant articles and documents
Evaluation of the cell cytotoxicity and DNA/BSA binding and cleavage activity of some dioxidovanadium(V) complexes containing aroylhydrazones
Dash, Subhashree P.,Panda, Alok K.,Pasayat, Sagarika,Majumder, Sudarshana,Biswas, Ashis,Kaminsky, Werner,Mukhopadhyay, Subhadip,Bhutia, Sujit K.,Dinda, Rupam
, p. 1 - 12 (2015)
Three dioxidovanadium(V) complexes [VO2L1-3] (1-3) [HL1 = 1-napthoyl hydrazone of 2-acetyl pyridine, HL2 = 2-furoyl hydrazone of 2-acetyl pyridine and H2L3 = isonicotinoyl hydrazone of 2-hy
Antiproliferative and antioxidative effects of novel hydrazone derivatives bearing coumarin and chromene moiety
Angelova, Violina T.,Vassilev, Nikolay G.,Nikolova-Mladenova, Boryana,Vitas, Jasmina,Malba?a, Radomir,Momekov, Georgi,Djukic, Mirjana,Saso, Luciano
, p. 2082 - 2092 (2016)
[InlineMediaObject not available: see fulltext.] A series of new hybrid molecules with a hydrazone fragment were synthesized and characterized by Fourier transform-infrared spectroscopy, nuclear magnetic resonance, mass spectrometry, and elemental analysi
The interaction of pyridoxal isonicotinoyl hydrazone (PIH) and salicylaldehyde isonicotinoyl hydrazone (SIH) with iron
Chen, Yu-Lin,Kong, Xiaole,Xie, Yuanyuan,Hider, Robert C.
, p. 194 - 203 (2018)
The interaction of pyridoxal isonicotinoyl hydrazone (PIH) and salicylaldehyde isonicotinoyl hydrazone (SIH), two important biologically active chelators, with iron has been investigated by spectrophotometric methods. High iron(III) affinity constants were determined for PIH, logβ2 = 37.0 and SIH, logβ2 = 37.6. The associated redox potentials of the iron complexes were determined using cyclic voltammetry at pH 7.4 as + 130 mV (vs normal hydrogen electrode, NHE) for PIH and + 136 mV(vs NHE) for SIH. These redox potentials are much higher than those corresponding to iron chelators in clinical use, namely deferiprone, ? 620 mV; desferasirox, ? 600 mV and desferrioxamine, ? 468 mV. Although the positive redox potentials of SIH and PIH are similar to that of EDTA, namely + 120 mV, the iron complexes of these two hydrazone chelators, unlike the iron complex of EDTA, do not redox cycle in the presence of vitamin C. These properties render PIH and SIH as excellent scavengers of iron, under biological conditions. Both SIH and PIH scavenge mononuclear iron(II) and iron(III) rapidly. These fast kinetic properties of the hydrazone-based chelators provide a ready explanation for the adoption of SIH in fluorescence-based methods for the quantification of cytosolic iron(II).
The hydrolytic susceptibility of prochelator BSIH in aqueous solutions
Wang, Qin,Franz, Katherine J.
, p. 4165 - 4170 (2017)
The prochelator BSIH ((E)-N′-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzylidene)isonicotinohydrazide) contains a boronate group that prevents metal coordination until reaction with peroxide releases the iron chelator SIH ((E)-N′-(2-hydroxybenzyli
Spectroscopic, molecular docking and structural activity studies of (E)-N′-(substituted benzylidene/methylene) isonicotinohydrazide derivatives for DNA binding and their biological screening
Arshad, Nasima,Perveen, Fouzia,Saeed, Aamer,Channar, Pervaiz Ali,Farooqi, Shahid Iqbal,Larik, Fayaz Ali,Ismail, Hammad,Mirza, Bushra
, p. 371 - 380 (2017)
Acid catalyzed condensation of isoniazid with a number of suitably substituted aromatic and heterocyclic aldehydes was carried out in dry ethanol to afford the title (E)-N′-(substituted benzylidene/methylene) isonicotinohydrazides (SF 1 – SF 4) in good yi
Promising Ag(I) complexes with N-acylhydrazones from aromatic aldehydes and isoniazid against multidrug resistance in tuberculosis
dos Santos, Paulo Victor P.,Ribeiro, Camila M.,Pavan, Fernando R.,Corbi, Pedro P.,Bergamini, Fernando R.G.,Carvalho, Marcos A.,D'Oliveria, Kaique A.,Cuin, Alexandre
, (2021/03/14)
In the present work, synthesis, characterization and antitubercular assays of N-acylhydrazones derivatives and their corresponding silver(I) complexes are described. The compounds were characterized by elemental analysis, IR and NMR spectroscopic measurem
Acylhydrazones as isoniazid derivatives with multi-target profiles for the treatment of Alzheimer's disease: Radical scavenging, myeloperoxidase/acetylcholinesterase inhibition and biometal chelation
Henriques, Ruan Roberto,Junior, Marcos Antonio de Abreu Lopes,Nogueira, Thayssa Lisboa do Couto,Romeiro, Nelilma Correia,Silva, Leandro Louback da,Farias, André Borges,Quimas, Jo?o Victor Fernandes,Santos, Daniela Corrêa,Souza, Andréa Luzia Ferreira de
, (2020/04/15)
Acylhydrazones 1a-o, derived from isoniazid, were synthesized and evaluated for Myeloperoxidase (MPO) and Acetylcholinesterase (AChE) inhibition, as well as their antioxidant and metal chelating activities, with the purpose of investigating potential multi-target profiles for the treatment of Alzheimer's disease. Synthesized compounds were tested using the 2,2-diphenyl-2-picrylhydrazyl (DPPH) method and 1i, 1j and 1 m showed radical scavenging ability. Compounds 1b, 1 h, 1i, 1 m and 1o inhibited MPO activity (10 μM) at 96.1 ± 5.5%, 90 ± 2.1%, 100.3 ± 1.7%, 80.1 ± 9.4% and 82.2 ± 10.6%, respectively, and only compound 1 m was able to inhibit 54.2 ± 1.7% of AChE activity (100 μM). Docking studies of the most potent compound 1 m were carried out, and the computational results provided the theoretical basis of enzyme inhibition. Furthermore, compound 1 m was able to form complexes with Fe2+ and Zn2+ ions in a 2:1 ligand:metal ratio according to the Job Plot method.
BF3-Etherate-catalyzed tandem reaction of 2-formylarylketones with electron-rich arenes/heteroarenes: An assembly of isobenzofurans
Mishra, Pawan K.,Kumar, Ankit,Verma, Akhilesh K.
supporting information, p. 6122 - 6125 (2020/06/18)
An efficient and BF3·Et2O-catalyzed chemoselective synthesis of diversified 1,3-diarylisobenzofuran in a high yield has been described. The reaction proceeds through sequential hydroarylation-cyclization between 2-formylarylketones and electron-rich arenes/heteroarenes. Advantageous features of the developed methodology include operational simplicity, a broad substrate scope, and applicability towards gram scale synthesis. The utility of isobenzofuran derivatives as the diene was extended to the synthesis of [4+2] cyclo-adducts with DMAD and the synthesis of 1,2-dicarbonylarenes in good yields.
