22233-86-9Relevant academic research and scientific papers
Effect of substitution and planarity of the ligand on DNA/BSA interaction, free radical scavenging and cytotoxicity of diamagnetic Ni(ii) complexes: A systematic investigation
Sathyadevi, Palanisamy,Krishnamoorthy, Paramasivam,Butorac, Rachel R.,Cowley, Alan H.,Bhuvanesh, Nattamai S. P.,Dharmaraj, Nallasamy
, p. 9690 - 9702 (2011)
Four new bivalent nickel hydrazone complexes have been synthesised from the reactions of [NiCl2(PPh3)2] with H 2L {L = dianion of the hydrazones derived from the condensation of salicylaldehyde or o-hydroxy acet
Combined experimental and theoretical studies on the X-ray crystal structure, FT-IR, 1H NMR, 13C NMR, UV-Vis spectra, NLO behavior and antimicrobial activity of 2-hydroxyacetophenone benzoylhydrazone
Sheikhshoaie, Iran,Ebrahimipour, S. Yousef,Sheikhshoaie, Mahdeyeh,Rudbari, Hadi Amiri,Khaleghi, Moj,Bruno, Giuseppe
, p. 548 - 555 (2014)
A Schiff base ligand, 2-hydroxyacetophenone benzoylhydrazone (HL) was synthesized and fully characterized with FT-IR, elemental analyses, UV-Vis, 1H NMR and 13C NMR spectra. DFT calculations using B3LYP/6-31+G(d,p) and PW91/DZP are p
Hydroxy phenyl hydrazides and their role as corrosion impeding agent: A detail experimental and theoretical study
Singh, Ashish Kumar,Chugh, Bhawna,Singh, Manjeet,Thakur, Sanjeeve,Pani, Balaram,Guo, Lei,Kaya, Savas,Serdaroglu, Goncagul
, (2021/02/27)
This study presents synthesis of environmentally benign corrosion inhibitors, hydroxy acetophenone derivative namely, N′-(1-(2-hydroxyphenyl) ethylidene) acetohydrazide (ATOH), N′-(1-(2-hydroxyphenyl) ethylidene) benzohydrazide (BZOH), 2-(1-(2-hydroxyphen
Diazaborines Are a Versatile Platform to Develop ROS-Responsive Antibody Drug Conjugates**
Aguiar, Sandra I.,André, Ana S.,António, Jo?o P. M.,Bernardes, Gon?alo J. L.,Carvalho, Joana Inês,Dias, Joana N. R.,Faustino, Hélio,Gois, Pedro M. P.,Lopes, Ricardo M. R. M.,Veiros, Luis F.,da Silva, Frederico A.
supporting information, p. 25914 - 25921 (2021/11/09)
Antibody–drug conjugates (ADCs) are a new class of therapeutics that combine the lethality of potent cytotoxic drugs with the targeting ability of antibodies to selectively deliver drugs to cancer cells. In this study we show for the first time the synthesis of a reactive-oxygen-species (ROS)-responsive ADC (VL-DAB31-SN-38) that is highly selective and cytotoxic to B-cell lymphoma (CLBL-1 cell line, IC50 value of 54.1 nM). The synthesis of this ADC was possible due to the discovery that diazaborines (DABs) are a very effective ROS-responsive unit that are also very stable in buffer and in plasma. DFT calculations performed on this system revealed a favorable energetic profile (ΔGR=?74.3 kcal mol?1) similar to the oxidation mechanism of aromatic boronic acids. DABs’ very fast formation rate and modularity enabled the construction of different ROS-responsive linkers featuring self-immolative modules, bioorthogonal functions, and bioconjugation handles. These structures were used in the site-selective functionalization of a VL antibody domain and in the construction of the homogeneous ADC.
AlCl3·6H2O-catalyzed Schiff-base reaction between aryl ketones and aromatic acylhydrazines/hydrazines in water
Zhao, Zhi Xiang,Li, Ting,Cheng, Li Ping,Li, Meng,Zhong, Zhi Jian,Pang, Wan
, p. 1833 - 1839 (2019/11/05)
Abstract: Schiff-bases have important applications in the field of analysis, biomedicine, as well as material sciences. Hydrazones and acylhydrazones are two representative types of Schiff-bases. In this study, a green synthesis of aromatic hydrazones and
Acetophenone benzoylhydrazones as antioxidant agents: Synthesis, in vitro evaluation and structure-activity relationship studies
Emami, Saeed,Esmaili, Zahra,Dehghan, Gholamreza,Bahmani, Maryam,Hashemi, Seyedeh Mahdieh,Mirzaei, Hassan,Shokrzadeh, Mohammad,Moradi, Seyed Ershad
, p. 292 - 299 (2018/06/29)
Acetophenone and its analogues are naturally-occurring compounds found in many foods and plants. In this study, a series of acetophenone benzoylhydrazones 5a-o were designed and synthesized as new potential antioxidant agents. Designed molecules contain hydrazone and phenolic hydroxyl moieties which possibly contribute to antioxidant activity. The antioxidant properties of compounds 5a-o in terms of reducing ability and radical-scavenging activity were assessed by using FRAP and DPPH tests, respectively. While the unsubstituted compound 5a had the superior capacity in the FRAP assay, the 2,4-dihydroxyacetophenone analogue 5g was the most potent radical scavenger in the DPPH method. The antioxidant potential of representative compounds 5a and 5g was further confirmed by TEAC and ORAC assays. Cell viability assays revealed that while the promising compounds 5a and 5g had no significant toxicity against HepG2 and NIH3T3 cells, they potently protected HepG2 cells against H2O2-induced oxidative damage at low concentrations. Furthermore, spectroscopic studies with different biometals demonstrated that 5g was able to interact with Cu2+ to form a 1:1 complex.
Synthesis of Hydrazide-Containing Chroman-2-ones and Dihydroquinolin-2-ones via Photocatalytic Radical Cascade Reaction of Aroylhydrozones
Zhao, Yu,Chen, Jia-Rong,Xiao, Wen-Jing
supporting information, p. 6304 - 6307 (2016/12/23)
A general and efficient visible light photocatalytic α-amino carbon radical-based cascade reaction of aroylhydrazones has been described. This protocol tolerates a wide array of α-silylamines and aroylhydrazones to afford the corresponding diversely funct
Regioselective quadruple domino aldolization/aldol condensation/Michael/ SNAr-cyclization: Construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks
Chanda, Tanmoy,Chowdhury, Sushobhan,Ramulu, B. Janaki,Koley, Suvajit,Jones, Raymond C.F.,Singh, Maya Shankar
, p. 2190 - 2194 (2014/03/21)
An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C-C bonds are discussed.
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
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)
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.
Exploring the reactivity of nickel complexes in hydrodecyanation reactions
Enthaler, Stephan,Weidauer, Maik,Irran, Elisabeth,Epping, Jan Dirk,Kretschmer, Robert,Someya, Chika I.
, p. 262 - 274 (2013/10/01)
In the present study, the nickel-catalyzed hydrodecyanation of organic cyanides with lithium borohydride as a cheap hydride source has been examined in detail. As precatalysts straightforward nickel complexes modified by tridentate O,N,O′-ligands and triphenylphosphane as co-ligand have been applied. Noteworthy, excellent yields and chemoselectivities were feasible for a variety of organic cyanides at low catalyst loadings and low temperature (70 C) within short reaction time (3 h).
