Synthesis and bio-evaluation of alkylaminoaryl phenyl cyclopropyl methanones as antitubercular and antimalarial agents

Ajay, Arya; Singh, V. K.; Singh, Shubhra; Pandey, Swaroop Kumar; Gunjan, Sarika; Dubey, Divya; Sinha, Sudhir; Singh, B. N.; Chaturvedi, Vinita; Tripathi, Renu; Ramchandran, Ravishankar; Tripathi, Rama Pati

doi:10.1016/j.bmc.2010.09.071

Cited by 27 publications

(15 citation statements)

References 57 publications

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“…[20] In conclusion, we have discovered a Pd II -catalyzed dehydrogenative cyclizing coupling between acetophenones and styrenes proceeding through a double C À H activation at the a-position of a ketone. We thus prepared cyclopropane 23 (which belongs to the alkylaminophenyl(2-arylcyclopropyl)methanones, a class of antitubercular and antimalarial agents) in good yield (82 %) in only two steps, thus improving a reported protocol (Scheme 3).…”

Section: Angewandte Chemiementioning

confidence: 89%

Palladium‐Catalyzed Cross‐Coupling of Styrenes with Aryl Methyl Ketones in Ionic Liquids: Direct Access to Cyclopropanes

et al. 2014

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The combined use of Pd(OAc)2 , Cu(OAc)2 , and dioxygen in molten tetrabutylammonium acetate (TBAA) promotes an unusual cyclopropanation reaction between aryl methyl ketones and styrenes. The process is a dehydrogenative cyclizing coupling that involves a twofold CH activation at the α-position of the ketone. The substrate scope highlights the flexibility of the catalyst; a reaction mechanism is also proposed.

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Section: Angewandte Chemiementioning

confidence: 89%

Palladium‐Catalyzed Cross‐Coupling of Styrenes with Aryl Methyl Ketones in Ionic Liquids: Direct Access to Cyclopropanes

et al. 2014

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“…A study that aimed to identify new antitubercular and antiplasmodial compounds uncovered MMV676877 ( 595 ) as a promising antiplasmodial . The 4‐aminoquinoline scaffold reappears in a series of promising antiplasmodials.…”

Section: Malariamentioning

confidence: 99%

Unpacking the Pathogen Box—An Open Source Tool for Fighting Neglected Tropical Disease

Veale

2019

ChemMedChem

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The Pathogen Box is a 400‐strong collection of drug‐like compounds, selected for their potential against several of the world's most important neglected tropical diseases, including trypanosomiasis, leishmaniasis, cryptosporidiosis, toxoplasmosis, filariasis, schistosomiasis, dengue virus and trichuriasis, in addition to malaria and tuberculosis. This library represents an ensemble of numerous successful drug discovery programmes from around the globe, aimed at providing a powerful resource to stimulate open source drug discovery for diseases threatening the most vulnerable communities in the world. This review seeks to provide an in‐depth analysis of the literature pertaining to the compounds in the Pathogen Box, including structure–activity relationship highlights, mechanisms of action, related compounds with reported activity against different diseases, and, where appropriate, discussion on the known and putative targets of compounds, thereby providing context and increasing the accessibility of the Pathogen Box to the drug discovery community.

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“…To prove this, MTT assay was used to evaluate the most active compound 4 j for in vitro cytotoxicity in (RAW 264.7) mouse macrophage cell lines. The result showed that compound 4 j with a CC50 value of 160±0.52 μg/mL was found to be safe on macrophages …”

Section: Biological Activitymentioning

confidence: 99%

Design, Synthesis, Biological Evaluation and Molecular Dynamic Simulation Studies of Diphenyl Ether Derivatives as Antitubercular and Antibacterial Agents

et al. 2020

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Tuberculosis is one of the leading cause of death worldwide and Mycobacterium tuberculosis still remains to be the fatal human pathogen. In pursuit of novel diphenyl ethers as antitubercular and antibacterial agents, a series of novel substituted N‐(3‐hydroxy‐4‐phenoxybenzyl)‐N‐phenylmethanesulfonamides 4 a‐k were rationally designed, synthesized and evaluated for their in vitro antitubercular and antibacterial activities. Compounds 4 j and 4 d appeared to be the most promising against Mycobacterium tuberculosis strain H37Rv with minimum inhibitory concentration (MIC) of 42 μM and 65 μM, respectively. Compound 4 j exhibited good in vitro antibacterial activity with MIC of 6.97 μM, 13.94 μM, and 27.88 μM against Escherichia coli, Bacillus subtilis, and Pseudomonas aeruginosa respectively, indicating it's broad‐spectrum of activity. The safety profile of the compounds was assessed on HepG2, Vero and RAW 264.7 cell lines. Molecular docking and molecular dynamics simulation studies were performed to study the binding behavior of the compounds.

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Synthesis and bio-evaluation of alkylaminoaryl phenyl cyclopropyl methanones as antitubercular and antimalarial agents

Cited by 27 publications

References 57 publications

Palladium‐Catalyzed Cross‐Coupling of Styrenes with Aryl Methyl Ketones in Ionic Liquids: Direct Access to Cyclopropanes

Palladium‐Catalyzed Cross‐Coupling of Styrenes with Aryl Methyl Ketones in Ionic Liquids: Direct Access to Cyclopropanes

Unpacking the Pathogen Box—An Open Source Tool for Fighting Neglected Tropical Disease

Design, Synthesis, Biological Evaluation and Molecular Dynamic Simulation Studies of Diphenyl Ether Derivatives as Antitubercular and Antibacterial Agents

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