One pot three components microwave assisted and conventional synthesis of new 3-(4-chloro-2-hydroxyphenyl)-2-(substituted) thiazolidin-4-one as antimicrobial agents

Bioorganic and Medicinal Chemistry Letters

Volumn 24, Issue 15, 2014, Pages 3569-3573

  Pansare, Dattatraya N ^a   Mulla, Nayeem A ^a   Pawar, Chandrakant D ^a   Shende, Vikas R ^a   Shinde, Devanand B ^a  

^a DR BABASAHEB AMBEDKAR MARATHWADA UNIVERSITY   (India)

Author keywords

2 Amino 5 chlorophenol; Antimicrobial; Cytotoxicity; Microwave assisted synthesis; Thiazolidin 4 one

Indexed keywords

AMPICILLIN; ANTIBIOTIC AGENT; ANTIFUNGAL AGENT; ANTINEOPLASTIC AGENT; CIPROFLOXACIN; DOXORUBICIN; FLUCONAZOLE; MICONAZOLE; SULFORHODAMINE B; THIAZOLIDINE DERIVATIVE; ANTIINFECTIVE AGENT; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (2 CHLOROBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (2 NITROBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (2 PYRIDINECARBALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (2,4 DICHLORBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (2,4 DIMETHOXYBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (3 FLUOROBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (4 CHLOROBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (4 FLUOROBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (4 FORMYLBENZONITRILE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (4 HYDROXYBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (4 METHOXYBENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (4 METHYLTHIAZOLE 5 CARBALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (BENZALDEHYDE)THIAZOLIDIN 4 ONE; 3 (4 CHLORO 2 HYDROXYPHENYL) 2 (THIOPHENE 2 CARBALDEHYDE)THIAZOLIDIN 4 ONE; 4 THIAZOLIDINONE DERIVATIVE; UNCLASSIFIED DRUG;

ANTIBACTERIAL ACTIVITY; ANTIFUNGAL ACTIVITY; ARTICLE; ASPERGILLUS FLAVUS; ASPERGILLUS NIGER; BACILLUS SUBTILIS; CANDIDA ALBICANS; CARBON NUCLEAR MAGNETIC RESONANCE; CONTROLLED STUDY; CRYPTOCOCCUS NEOFORMANS; CYTOTOXICITY; DRUG SYNTHESIS; ESCHERICHIA COLI; FEMALE; HELA CELL LINE; HUMAN; HUMAN CELL; IN VITRO STUDY; MCF 7 CELL LINE; MICROWAVE RADIATION; NONHUMAN; ONE POT SYNTHESIS; PROTON NUCLEAR MAGNETIC RESONANCE; SALMONELLA TYPHIMURIUM; STAPHYLOCOCCUS AUREUS; CHEMICAL STRUCTURE; CHEMISTRY; DOSE RESPONSE; DRUG EFFECTS; MICROBIAL SENSITIVITY TEST; STRUCTURE ACTIVITY RELATION; SYNTHESIS; ANTIMICROBIAL ACTIVITY; BACTERIAL STRAIN; DRUG CONCENTRATION; FUNGAL STRAIN; MINIMUM BACTERICIDAL CONCENTRATION; MINIMUM FUNGAL CONCENTRATION; MINIMUM INHIBITORY CONCENTRATION; SALMONELLA ENTERICA SUBSP. ENTERICA SEROVAR TYPHIMURIUM;

ASPERGILLUS FLAVUS; ASPERGILLUS NIGER; BACTERIA (MICROORGANISMS); CANDIDA ALBICANS; FUNGI; STAPHYLOCOCCUS AUREUS;

ANTI-BACTERIAL AGENTS; ANTIFUNGAL AGENTS; ASPERGILLUS FLAVUS; ASPERGILLUS NIGER; CANDIDA ALBICANS; DOSE-RESPONSE RELATIONSHIP, DRUG; HELA CELLS; HUMANS; MCF-7 CELLS; MICROBIAL SENSITIVITY TESTS; MICROWAVES; MOLECULAR STRUCTURE; STAPHYLOCOCCUS AUREUS; STRUCTURE-ACTIVITY RELATIONSHIP; THIAZOLIDINES;

EID: 84904057068     PISSN: 0960894X     EISSN: 14643405     Source Type: Journal    
DOI: 10.1016/j.bmcl.2014.05.051     Document Type: Article

References (32)

1. A. Verma, and S.K. Saraf Eur. J. Med. Chem. 43 2008 897
2. I. Chopra, C. Schofield, M. Everett, A. O'Neill, K. Miller, M. Wilcox, J.M. Frere, M. Dawson, L. Czaplewski, U. Urleb, and P. Courvalin Lancet Infect. Dis. 8 2008 133
3. F.D.T. Uchoa, V.B. Cattani, M.C.A. Lima, S.L. Galdino, I.R. Pitta, and T.D. Costa J. Braz. Chem. Soc. 19 2008 1553
4. S.K. Suthar, V. Jaiswal, S. Lohan, S. Bansal, A. Chaudhary, A. Tiwari, A.T. Alex, and A. Joesph Eur. J. Med. Chem. 63 2013 589
5. D. Havrylyuk, L. Mosula, B. Zimenkovsky, O. Vasylenko, A. Gzella, and R. Lesyk Eur. J. Med. Chem. 45 2010 5012
6. J.J. Bhatt, B.R. Shah, H.P. Shah, P.B. Trivedi, N.K. Undavia, and N.C. Desai Indian J. Chem. 33B 1994 189
7. V. Patil, K. Tilekar, S. Mehendale-Munj, R. Mohan, and C.S. Ramaa Eur. J. Med. Chem. 45 2010 4539
8. S. Chandrappa, C.V. Kavitha, M.S. Shahabuddin, K. Vinaya, C.S. Ananda, S.R. Ranganatha, S.C. Raghavan, and K.S. Rangappa Bioorg. Med. Chem. 17 2009 2576
9. P. Prasanna, K. Balamurugan, S. Perumal, P. Yogeeswari, and D. Sriramb Eur. J. Med. Chem. 45 2010 5653
10. F.A. Ragab, N.M. Eid, and H.A. El-Tawab Pharmazie 52 1997 926
11. L.J.S. Knutsen, C.J. Hobbs, C.G. Earnshaw, A. Fiumana, J. Gilbert, S.L. Mellor, F. Radford, N.J. Smith, P.J. Birch, J.R. Burley, S.D.C. Ward, and I.F. James Bioorg. Med. Chem. Lett. 17 2007 662
12. M.S.A. El-Gaby, G.A.M. El-Hag Ali, A.A. El-Maghraby, M.T. Abd El-Rahman, and M.H.M. Helal Eur. J. Med. Chem. 44 2009 4148
13. P. Vicini, A. Geronikaki, M. Incerti, F. Zani, J. Dearden, and M. Hewitt Bioorg. Med. Chem. 16 2008 3714
14. C.V. Kavitha, Basappa, S.N. Swamy, K. Mantelingu, S. Doreswamy, M.A. Sridhar, J.S. Prasadb, and K.S. Rangappa Bioorg. Med. Chem. 14 2006 2290
15. A. Bolognese, G. Correale, M. Manfra, A. Lavecchia, E. Novellino, and V. Barone Org. Biomol. Chem. 2 2004 2809
16. R.S. Varma Green Chem. 1 1999 43
17. M. Larhed, and A. Hallberg Drug Discovery Today 6 2001 406
18. D.N. Pansare, and D.B. Shinde Tetrahedron Lett. 55 2014 1107
19. S.N. Darandale, N.A. Mulla, D.N. Pansare, and D.B. Shinde Bioorg. Med. Chem. Lett. 23 2013 2632
20. S.N. Darandale, N.A. Mulla, D.N. Pansare, J.N. Sangshetti, and D.B. Shinde Eur. J. Med. Chem. 65 2013 527
21. J.N. Sangshetti, and D.B. Shinde Bioorg. Med. Chem. Lett. 20 2010 742
22. J.N. Sangshetti, R.R. Nagawade, and D.B. Shinde Bioorg. Med. Chem. Lett. 19 2009 3564
23. I. Apostolidis, K. Liaras, A. Geronikaki, D. Hadjipavlou-Litina, A. Gavalas, M. Sokovic, J. Glamoclija, and A. Ciric Bioorg. Med. Chem. Lett. 21 2013 532
24. R. Ramachandran, M. Rani, and S. Kabilan Bioorg. Med. Chem. Lett. 19 2009 2819
25. J.C. Liu, C.J. Zheng, M.X. Wang, Y.R. Li, L.X. Ma, S.P. Hou, and H.R. Piao Eur. J. Med. Chem. 74 2014 405
26. S.H. Shelke, P.C. Mhaske, M. Nandave, S. Narkhade, N.M. Walhekar, and V.D. Bobade Bioorg. Med. Chem. Lett. 22 2012 6373
27. J.G. Cappuccino, and N. Sherman Microbiology - A Laboratory Manual 1999 Addison Wesley California
28. H. Hanel, and W. Raether Mycoses 31 1988 148
29. K.D. Daouk, M.S. Dagher, and J.E Sattout J. Food Prot. 58 1995 1147
30. A. Espinel-Ingroff J. Clin. Microbiol. 39 2001 1360
31. I. Wiegand, K. Hilpert, and R.E.W. Hancock Nat. Protoc. 3 2008 163
32. V. Vichai, and K. Kirtikara Nat. Protoc. 1 2006 1112