Literature DB >> 22440624

Design, synthesis, synergistic antimicrobial activity and cytotoxicity of 4-aryl substituted 3,4-dihydropyrimidinones of curcumin.

Jaggi Lal1, S K Gupta, D Thavaselvam, D D Agarwal.   

Abstract

3,4-Dihydropyrimidinones of curcumin were synthesized in excellent yield by multi-component one-pot condensation of curcumin, substituted aromatic aldehydes and urea/thiourea under solvent free conditions using SnCl(2)·2H(2)O catalyst. All the synthesized compounds have been characterized by IR, (1)H NMR, (13)C NMR, Mass spectra as well as elemental analyses. The synthesized compounds 4a-n were evaluated for their synergistic antimicrobial (antibacterial and antifungal) activity against bacteria and fungi. Zone of inhibition was measured by adopting disc diffusion method. In vitro minimum inhibitory concentrations were measured using broth microdilution and food poisoning method. In addition to this in vitro cytotoxicity of synthesized compounds against three human cancer lines Hep-G2, HCT-116 and QG-56 were also evaluated. Most of the compounds showed interesting antimicrobial and cytotoxic activity as compared to curcumin, that is, the compounds derived from 2-hydroxy benzaldehyde, 4-hydroxy benzaldehyde and 4-hydroxy-3-methoxy benzaldehyde showed the highest biological activity as compared to other compounds.
Copyright © 2012 Elsevier Ltd. All rights reserved.

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Year:  2012        PMID: 22440624     DOI: 10.1016/j.bmcl.2012.02.056

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN: 0960-894X            Impact factor:   2.823


  8 in total

Review 1.  Perspectives on new synthetic curcumin analogs and their potential anticancer properties.

Authors:  Alok Vyas; Prasad Dandawate; Subhash Padhye; Aamir Ahmad; Fazlul Sarkar
Journal:  Curr Pharm Des       Date:  2013       Impact factor: 3.116

Review 2.  Recent developments in the synthesis and applications of dihydropyrimidin-2(1H)-ones and thiones.

Authors:  Behzad Mohammadi; Farahnaz K Behbahani
Journal:  Mol Divers       Date:  2018-01-18       Impact factor: 2.943

3.  The role of PMA in enhancing the surface acidity and catalytic activity of a bimetallic Cr-Mg-MOF and its applications for synthesis of coumarin and dihydropyrimidinone derivatives.

Authors:  Reda S Salama; Shawky M Hassan; Awad I Ahmed; W S Abo El-Yazeed; Mohammed A Mannaa
Journal:  RSC Adv       Date:  2020-06-03       Impact factor: 4.036

Review 4.  Immunosuppressive Effects of Natural α,β-Unsaturated Carbonyl-Based Compounds, and Their Analogs and Derivatives, on Immune Cells: A Review.

Authors:  Laiba Arshad; Ibrahim Jantan; Syed Nasir Abbas Bukhari; Md Areeful Haque
Journal:  Front Pharmacol       Date:  2017-01-30       Impact factor: 5.810

5.  Synthesis and cytotoxicity evaluation of novel cyclic/non-cyclic N-aryl enamino amides against human cancer cell lines.

Authors:  Shahab Bohlooli; Negin Nejatkhah; Saghi Sepehri; Donya Doostkamel; Nima Razzaghi-Asl
Journal:  Res Pharm Sci       Date:  2020-11-27

Review 6.  Synthesis of 3,4-Dihydropyrimidin(thio)one Containing Scaffold: Biginelli-like Reactions.

Authors:  Francisco Sánchez-Sancho; Marcos Escolano; Daniel Gaviña; Aurelio G Csáky; María Sánchez-Roselló; Santiago Díaz-Oltra; Carlos Del Pozo
Journal:  Pharmaceuticals (Basel)       Date:  2022-07-30

7.  Synthesis of new curcumin-based aminocarbonitrile derivatives incorporating 4H-pyran and 1,4-dihydropyridine heterocycles.

Authors:  Soheila Khajeh Dangolani; Farhad Panahi; Ali Khalafi-Nezhad
Journal:  Mol Divers       Date:  2020-05-17       Impact factor: 2.943

8.  Synthesis, characterisation, and in vitro anticancer activity of curcumin analogues bearing pyrazole/pyrimidine ring targeting EGFR tyrosine kinase.

Authors:  Mohamed Jawed Ahsan; Habibullah Khalilullah; Sabina Yasmin; Surender Singh Jadav; Jeyabalan Govindasamy
Journal:  Biomed Res Int       Date:  2013-09-09       Impact factor: 3.411

  8 in total

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