Literature DB >> 17854952

Synthesis and antioxidant activity evaluation of new hexahydropyrimido[5,4-c]quinoline-2,5-diones and 2-thioxohexahydropyrimido[5,4-c]quinoline-5-ones obtained by Biginelli reaction in two steps.

Lhassane Ismaili1, Arulraj Nadaradjane, Laurence Nicod, Catherine Guyon, Alain Xicluna, Jean-François Robert, Bernard Refouvelet.   

Abstract

New hexahydropyrimido[5,4-c]quinoline-2,5-diones and 2-thioxohexahydropyrimido[5,4-c]quinoline-5-ones were prepared in two steps from ethyl 4-phenyl-6-methyl-2-oxo tetrahydropyrimidine-5-carboxylates or 4-phenyl-6-methyl-2-thioxotetrahydropyrimidine-5-carboxylates, previously prepared by Biginelli reaction using appropriate aldehyde, urea derivatives and ethyl acetoacetate. Their antioxidant properties were evaluated by two methods: scavenging effect on 2,2-diphenyl-1-picrylhydrazyl (DPPH) radicals and scavenging effect on hydroxyl radicals. The results show that the compounds containing thiourea moiety have better activity.

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Year:  2007        PMID: 17854952     DOI: 10.1016/j.ejmech.2007.07.012

Source DB:  PubMed          Journal:  Eur J Med Chem        ISSN: 0223-5234            Impact factor:   6.514


  9 in total

1.  One-pot synthesis, X-ray crystal structure, and identification of potential molecules against COVID-19 main protease through structure-guided modeling and simulation approach.

Authors:  Youness El Bakri; Malahat Musrat Kurbanova; Sabir Ali Siddique; Sajjad Ahmad; Souraya Goumri-Said
Journal:  Arab J Chem       Date:  2022-09-15       Impact factor: 6.212

2.  Pharmacophore modelling and synthesis of quinoline-3-carbohydrazide as antioxidants.

Authors:  Mustapha El Bakkali; Lhassane Ismaili; Isabelle Tomassoli; Laurence Nicod; Marc Pudlo; Bernard Refouvelet
Journal:  Int J Med Chem       Date:  2011-02-14

3.  Synthesis, spectral characterization and analgesic activity of 2-methylthio-1,4-dihydropyrimidines.

Authors:  Ramesh Sawant; Varsha Sarode
Journal:  Iran J Pharm Res       Date:  2011       Impact factor: 1.696

4.  Camphorsulfonic Acid-Mediated One-Pot Tandem Consecutive via the Ugi Four-Component Reaction for the Synthesis of Functionalized Indole and 2-Quinolone Derivatives by Switching Solvents.

Authors:  Sivan Perumal Murugan; Hong-Jie Zhong; Chih-Yu Wu; Hao-Wei Pan; Chinpiao Chen; Gene-Hsian Lee
Journal:  ACS Omega       Date:  2022-02-10

5.  Electrospray ionization-tandem mass spectrometric study of fused nitrogen-containing ring systems.

Authors:  Gábor Krajsovszky; Borbála Dalmadiné Kiss; Krisztina Ludányi; István M Mándity; Dóra Bogdán
Journal:  J Mass Spectrom       Date:  2022-06       Impact factor: 2.394

6.  Synthesis and antioxidant evaluation of 4-(furan-2-yl)-6-methyl-2-thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate esters.

Authors:  M Mansouri; A Movahedian; M Rostami; A Fassihi
Journal:  Res Pharm Sci       Date:  2012-10

Review 7.  A mini-review on Biginelli adducts with notable pharmacological properties.

Authors:  Ângelo de Fátima; Taniris C Braga; Leonardo da S Neto; Bruna S Terra; Breno G F Oliveira; Daniel L da Silva; Luzia V Modolo
Journal:  J Adv Res       Date:  2014-11-01       Impact factor: 10.479

8.  Synthesis and biological evaluation of 3-arylcoumarin derivatives as potential anti-diabetic agents.

Authors:  Yuheng Hu; Bing Wang; Jie Yang; Teng Liu; Jie Sun; Xiaojing Wang
Journal:  J Enzyme Inhib Med Chem       Date:  2019-12       Impact factor: 5.051

9.  New Efficient Synthesis of 3,4-Dihydropyrimidin-2(1H)-ones Catalyzed by Benzotriazolium-Based Ionic Liquids under Solvent-Free Conditions.

Authors:  Zhiqing Liu; Rong Ma; Dawei Cao; Chenjiang Liu
Journal:  Molecules       Date:  2016-04-07       Impact factor: 4.411

  9 in total

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