Recent advances on the synthesis of chalcones with antimicrobial activities: A brief review

Letters in Organic Chemistry

Volumn 11, Issue 7, 2014, Pages 498-508

  Ritter, Marina ^a   Martins, Rosiane Mastelari ^a   Dias, Daiane ^b   Pereira, Claudio M P ^a  

^a FEDERAL UNIVERSITY OF PELOTAS   (Brazil)

^b FEDERAL UNIVERSITY OF RIO GRANDE   (Brazil)

Author keywords

Antimicrobial; Chalcones; Heterocyclics; Isoxazoles; Pyrazoles; Thiazoles

Indexed keywords

EID: 84899840028     PISSN: 15701786     EISSN: None     Source Type: Journal    
DOI: 10.2174/1570178611666140218004421     Document Type: Review

References (31)

1. Livermore, D. M. Minimising antibiotic resistance. Lancet Infect. Dis., 2005, 5, 450-459.
2. Katz, M. L; Mueller, L. V.; Polyakov, M.; Weinstock, S. F. Where haveall the antibiotic patents gone? Nat. Biotechnol., 2006, 24, 1529-1531.
3. Palaniappan, K., Holley, R. A. Use of natural antimicrobials to increase antibiotic susceptibility of drug resistant bacteria. Int. J. Food Microbiol., 2010, 140, 164-168.
4. Tekwu, E. M.; Pieme, A. C.; Beng, V. P. Investigations of antimicrobial activity of some Cameroonian medicinal plant extracts against bacteria and yeast with gastrointestinal relevance. J. Ethnopharmacol., 2012, 142, 265-273.
5. Rishton, G. M. Natural products as a robust source of new drugs and drug leads: past successes and present day issues. Am. J. Cardiol., 2008, 101(10A), 43D-49D.
6. Zhang, J.; Fu, X-L.; Yang, N.; Wang, Q-A. Synthesis and Cytotoxicity of Chalcones and 5-Deoxyflavonoids. Scientific World Journal, 2013, 2013, 1-6.
7. Bano, S.; Javed, K.; Ahmad, S.; Rathish, I. G.; Singh, S.; Chaitanya, M.; Arunasree, K. M.; Alam, M. S. Synthesis of some novel chalcones, flavanones and flavones and evaluation of their antiinflammatory activity. Eur. J. Med. Chem. 2013, 65, 51-59.
8. Pandhurnekar, C. P.; Meshram, E. M.; Himani N. Chopde, H. N.; Batra, R. J. Synthesis, Characterization, and Biological Activity of 4-(2-Hydroxy-5-(aryl- diazenyl) phenyl)-6-(aryl) pyrimidin-2-ols Derivatives. Org. Chem. Int., 2013, 2013, 1-10.
9. Bhuiyan, M. M. H.; Hossain, M. I.; Mahmud, M. M.; Al-Amin, M. Microwave-assisted Efficient Synthesis of Chalcones as Probes for Antimicrobial Activities. J. Chem., 2011, 01, 21-28.
10. Albogami, A. S.; Karama, U.; Mousa, A. A.; KHAN, M.; Al-Mazroa, S. A.; Alkhathlan, H. Z. Simple and Efficient One Step Synthesis of Functionalized Flavanones and Chalcones. Orient. J. Chem. 2012, 28, 619-626.
11. 4 catalyzed solvent free efficient synthesis of some aryl chalcones under microwave irradiation. Spectrochim Acta A, 2012, 91, 18-22.
12. Pereira, C. M. P.; Ritter, M.; Vieira, B. M.; Santos, M. A. Z.; Cunico Filho, W. J.; Rosa, W. L. O.; Processo sustentável para síntese de chalconas utilizando glicerol como solvente. BR 10 2012 0279657.
13. Martins, M. A. P.; Pereira, A. M. P.; Cunico, W.; Moura, S.; Rosa, F. A.; Peres, R. L.; Machado, P.; Zanatta, N.; Bonacorso, H. G. Ultrasound promoted synthesis of 5-hydroxy-5-trihalomethyl-4, 5-dihydroisoxazoles and b-enamino trihalomethyl ketones in water. Ultrason. Sonochem., 2006, 13, 364-370.
14. 1H-pyrazoles. Ultrason. Sonochem., 2009, 16, 728-731.
15. 1H-pyrazole-1-carboximidamides. Ultrason. Sonochem., 2010, 17, 34-37.
16. 1H-pyrazol-1-yl)-4-phenylthiazoles. Ultrason. Sonochem., 2011, 18, 370-374.
17. Sivakumar, P. M.; Pryia, S.; Doble, M. Synthesis, biological evaluation, mechanism of action and quantitative structure-activity relationship studies of chalcones as antibacterial agents. Chem. Biol. Drug. Des., 2009, 73, 403-415.
18. Sivakumar, P. M.; Iyer, G.; Natesan, L.; Doble, M. 3'-Hydroxy-4 methoxychalcone as a potential antibacterial coating on polymeric biomaterials. Appl. Surf. Sci., 2010, 256, 6018-6024.
19. Shakil, N. A.; Singh, M. K.; Sathiyendiran, M.; Kumar, J.; Padaria, J.; Microwave synthesis, characterization and bio-efficacy evaluation of novel chalcone based 6-carbethoxy-2-cyclohexen-1-one and 2H-indazol-3-ol derivatives. Eur. J. Med. Chem., 2013, 59, 120-131.
20. Tran, T. D; Do, T. H.; Tran, N. C.; Ngo, T. D.; Huynh, T. N. P.; Tran, C. D.; Thai, K. M. Synthesis and anti Methicillin resistant Staphylococcus aureus activity of substituted chalcones alone and in combination with non-beta-lactam antibiotics. Bioorg. Med. Chem. Lett., 2012, 22, 4555-4560.
21. Jin, X.; Zheng, C-J.; Song, M-X.; Wu, Y.; Sun, L. P.; Li, Y-J.; Yu, L-J.; Piao, H-R. Synthesis and antimicrobial evaluation of L-phenylalanine-derived C5-substituted rhodanine and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone. Eur. J. Med. Chem., 2012, 56, 203-209.
22. Liaras, K.; Geronikaki, A.; Glamoclija, J.; Ciric, A.; Sokovic, M. Thiazole-based chalcones as potent antimicrobial agents. Synthesis and biological evaluation. Bioorg. Med. Chem., 2011, 19, 3135-3140.
23. Avupati, V. R.; Yejella, R. P.; Akula, A.; Guntuku, G. S.; Doddi, B. R.; Vutla, V. R.; Anagani, S. R.; Adimulam, L. S.; Vyricharla, A. K. Synthesis, characterization and biological evaluation of some novel 2, 4-thiazolidinediones as potential cytotoxic, antimicrobial and antihyperglycemic agentes. Bioorg. Med. Chem. Lett., 2012, 22, 6442-6450.
24. Banday, A. H.; Zargar, M. I.; Ganaie, B. A. Synthesis and antimicrobial studies of chalconyl pregnenolones. Steroids, 2011, 76, 1358-1362.
25. Kakati, D.; Sarma, R. K.; Saikia, R.; Barua, N. C.; Sarma, J. C. Rapid microwave assisted synthesis and antimicrobial bioevaluation of novel steroidal chalcones. Steroids, 2013, 78, 321-326.
26. Rizvi, S. U. F.; SiddiquI, H. L.; Parvez, M.; Ahmad, M.; SiddiquI, W. A.; Yasinzai, M. M. Antimicrobial and Antileishmanial Studies of Novel (2E)-3-(2-Chloro-6-methyl/methoxyquinolin-3-yl)-1-(Aryl) prop-2-en-1-ones. Chem. Pharm. Bull., 2010, 58, 301-306.
27. Yesuthangam, Y.; Pandian, S.; Venkatesan, K.; Gandhidasan, R.; Murugesan, R. Photogeneration of reactive oxygen species and photoinduced plasmid DNA cleavage by novel synthetic chalcones. J. Photochem. Photobiol. B., 2011, 102, 200-208.
28. Pereira, C. M. P.; Venzke, D. Síntese de heterociclos bioativos derivados do ferroceno. Quim. Nova, 2013, 36, 143-152.
29. Prasath, R.; Bhavana, P.; Ng, S. W.; Tiekink, E. R. T. The facile and efficient ultrasound-assisted synthesis of new quinoline-appended ferrocenyl chalcones and their properties. J. Organomet. Chem., 2013, 726, 62-70.
30. Rtishchev, N. I.; Nosova, G. I.; Solovskaya, N. A.; Lukyashina, V. A.; Galaktionova, E. F.; Kudryavtsev, V. V. Spectral properties and photochemical activity of chalcone derivatives. Russ. J. Gen. Chem., 2001, 71, 1272-1281.
31. Alexander, K.; Hafner, L. S.; Smith, G. H.; Schniepp, L. E. The partial hydrogenation of difurfuralacetone and related compounds. J. Am. Chem. Soc., 1950, 72, 5506-5507. Nível Superior