Synthesis and Crystal Structure of 1-(3-Amino-4-Morpholino-1H-Indazole-1-Carbonyl)-N-(4-Methoxyphenyl)Cyclopropane-1-Carboxamide, a Molecule with Antiproliferative Activity

Lu, Jiu-Fu; Zhao, Juan; Sun, Ming; Ji, Xiaohui; Huang, Pei; Ge, Hongguang

doi:10.1134/s1063774521030160

Cited by 3 publications

(2 citation statements)

References 12 publications

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“…In 2006, Organ et al reported a class of precatalysts based on Pd(II) containing pyridine derived ligands [ 10 ]. The complexes consist of one NHC, two anions (usually Cl or Br), and stabilizing throw-away pyridine derivative ligands [ 11 , 12 , 13 ]. Recently, new works have been reported on the antimicrobial, anticancer, antileishmanial, antitoxoplasmal, and enzyme inhibition activities of the PEPPSI type Pd(II)NHC complexes [ 14 , 15 ].…”

Section: Introductionmentioning

confidence: 99%

The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions

Aktaş

Yakalı²,

Demir³

et al. 2022

Heliyon

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Section: Introductionmentioning

confidence: 99%

The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions

Aktaş

Yakalı²,

Demir³

et al. 2022

Heliyon

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“…Pyrylium derivatives allow improving mass spectrometry-based detection of peptides [20]. Cyclopropanes are applied as pesticides [21], antiproliferatives [22], drugs for the treatment of osteoporosis [23], and anti-inflammatory agents [24]. 3-Benzoylpyridines show anticonvulsant activity [25].…”

Section: Introductionmentioning

confidence: 99%

Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis

2022

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Reaction of linear conjugated enynones, 1,5-diarylpent-2-en-4-yn-1-ones [Ar1C≡CCH=CHC(=O)Ar2], with 3-oxo-3-phenylpropanenitrile (NCCH2COPh) in the presence of sodium methoxide MeONa as a base in MeOH at room temperature for 4–26 h affords polyfunctional δ-diketones as a product of regioselective Michael addition to the double carbon–carbon bond of starting enynones. The δ-diketones have been formed as mixtures of two diastereomers in a ratio of 2.5:1 in good general yields of 53–98%. A synthetic potential of the obtained δ-diketones has been demonstrated by heterocyclization with hydrazine into substututed 5,6-dihydro-4H-1,2-diazepine.

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From synthesis to biological impact of palladium bis(benzimidazol-2-ylidene) complexes: Preparation, characterization, and antimicrobial and scavenging activity

Amri,

Mukhrish,

Özdemir

et al. 2023

Main Group Metal Chemistry

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Palladium-based complexes with the ligand N-heterocyclic carbene have long received attention as active catalysts for many catalytic reactions. Recently, the biological activities of these air- and moisture-stable complexes have also been investigated. In our work, bis(benzimidazol-2-ylidene)palladium complexes 3a–d were synthesized by reacting benzimidazolium salts 2a–d with PdCl2 under reflux in tetrahydrofuran for 24 h and analyzed by spectroscopy (FT-IR [Fourier transform infrared], 1H NMR [proton nuclear magnetic resonance]) characterization, 13C NMR [carbon-13 (C13) nuclear magnetic resonance]), and elemental analysis. The in vitro antibacterial and antifungal activities of these complexes were studied against Gram-positive and Gram-negative microorganisms, and two different fungi showed their remarkable biological potential. In addition, the analysis of the 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radicals using spectrophotometry showed that they are an antioxidant. The potent antibacterial and antioxidant activities of the synthetic complexes suggest that they are more effective antibacterial agents. Our study extends the biological relevance of palladium bis(benzimidazol-2-ylidene) complexes with antibacterial and antioxidant activities. Furthermore, the main goal of the docking simulation is to provide a detailed analysis of the interaction between the complex and the protein of interest.

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Synthesis and Crystal Structure of 1-(3-Amino-4-Morpholino-1H-Indazole-1-Carbonyl)-N-(4-Methoxyphenyl)Cyclopropane-1-Carboxamide, a Molecule with Antiproliferative Activity

Cited by 3 publications

References 12 publications

The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions

The palladium-based complexes bearing 1,3-dibenzylbenzimidazolium with morpholine, triphenylphosphine, and pyridine derivate ligands: synthesis, characterization, structure and enzyme inhibitions

Michael Addition of 3-Oxo-3-phenylpropanenitrile to Linear Conjugated Enynones: Approach to Polyfunctional δ-Diketones as Precursors for Heterocycle Synthesis

From synthesis to biological impact of palladium bis(benzimidazol-2-ylidene) complexes: Preparation, characterization, and antimicrobial and scavenging activity

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