68236-21-5Relevant articles and documents
Antimicrobial, Cytotoxicity and Molecular Docking Study of New Quinoline Schiff Base and its Metal(II) Complexes
Aghav, B. D.,Bellamkonda, R. O.,More, B. P.,Patil, S. K.,Vibhute, B. T.
, p. 685 - 694 (2022/02/22)
A new quinoline Schiff base ligand was synthesized by the reaction of 2-hydroxy-7-methylquinolin-3-carbaldehyde and 4-methylbenzene sulfonohydrazide. Synthesized Schiff base further utilized for the formation of stable metal complexes with Cu(II), Ni(II), Co(II) and Cd(II) metal salts and characterized by different spectroscopic techniques i.e. 1H NMR, 13C NMR, FT-IR, UV-visible, ESR, MASS and TGA. The low molar conductance values indicate that synthesized metal(II) complexes were non-electrolytes. The magnetic moment value indicates that Cu(II), Ni(II) and Co(II) complexes were paramagnetic. Further, these compounds were screened for inhibition activity against four bacterial strains, three fungal strains and cytotoxicity against the A-549 and MCF-7 cell lines by using the MTT method. Among the synthesized complexes, metal complexes exhibited excellent anticancer activity against the human lung cancer cell line (A-549). Schiff base and its Cd(II) complex showed good antibacterial activity. Furthermore, molecular docking study shows the significant binding affinity of metal complexes with tubulin protein. Present study proposed that all the synthesized Schiff base metal(II) complexes have excellent biological activity and could be act as potential anticancer agents.
Synthesis of indenoquinolinone through aryne-mediated Pd(II)-catalysed remote C–H activation
Patel, Anuj P.,Shaikh, Mohammedumar M.,Gurjar, Kamlesh K.,Chikhalia, Kishor H.
, p. 2049 - 2061 (2021/02/01)
Abstract: [Figure not available: see fulltext.]Indenoquinolinones have been synthesized from 2-haloquinoline-3-carbaldehyde through Pd-mediated simultaneous C–H (aldehyde) and C–X bond activation. DFT studies were performed to investigate the mechanistic pathway, and in situ UV–Vis studies indicate the presence of Pd(II) intermediate species. Aryne ligated Pd complex is actual intermediate in these reactions. Ligation of reactive aryne to Pd reduces probability of side reactions. Graphic abstract: [Figure not available: see fulltext.]
Hybrid quinoline-thiosemicarbazone therapeutics as a new treatment opportunity for Alzheimer’s disease-synthesis, in vitro cholinesterase inhibitory potential and computational modeling analysis
Alsaab, Hashem O.,Aqsa, Sehar,Asif, Tahira Tasneem,Ibrar, Aliya,Kausar, Naghmana,Khan, Imtiaz,Munir, Rubina,Shahid, Noorma,Younas, Muhammad Tayyab,Zaib, Sumera
, (2021/12/10)
Alzheimer’s disease (AD) is a progressive neurodegenerative disorder and the leading cause of dementia worldwide. The limited pharmacological approaches based on cholinesterase inhibitors only provide symptomatic relief to AD patients. Moreover, the adverse side effects such as nausea, vomiting, loss of appetite, muscle cramps, and headaches associated with these drugs and numerous clinical trial failures present substantial limitations on the use of medications and call for a detailed insight of disease heterogeneity and development of preventive and multifactorial therapeutic strategies on urgent basis. In this context, we herein report a series of quinoline-thiosemicarbazone hybrid therapeutics as selective and potent inhibitors of cholinesterases. A facile multistep synthetic approach was utilized to generate target structures bearing multiple sites for chemical modifications and establishing drug-receptor interactions. The structures of all the synthesized compounds were fully established using readily available spectroscopic techniques (FTIR, 1H- and 13C-NMR). In vitro inhibitory results revealed compound 5b as a promising and lead inhibitor with an IC50 value of 0.12 ± 0.02 μM, a 5-fold higher potency than standard drug (galantamine; IC50 = 0.62 ± 0.01 μM). The synergistic effect of electron-rich (methoxy) group and ethylmorpholine moiety in quinolinethiosemicarbazone conjugates contributes significantly in improving the inhibition level. Molecular docking analysis revealed various vital interactions of potent compounds with amino acid residues and reinforced the in vitro results. Kinetics experiments revealed the competitive mode of inhibition while ADME properties favored the translation of identified inhibitors into safe and promising drug candidates for pre-clinical testing. Collectively, inhibitory activity data and results from key physicochemical properties merit further research to ensure the design and development of safe and high-quality drug candidates for Alzheimer’s disease.
