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Volumn 29, Issue 5, 2014, Pages 647-653

Synthesis and biological evaluation of (E)-1-(substituted)-3-phenylprop-2-en-1-ones bearing rhodanines as potent anti-microbial agents

Author keywords

Anti bacterial; Methicillin resistant Staphylococcus aureus; Rhodanine

Indexed keywords

(2) 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL) BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 3 METHYLPENTANOIC ACID; (2) 3 METHYL 2 ( 5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1EN 1 YL)BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL)PENTANOIC ACID; (S)-4-MET5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1EN 1 YL)BENZYLIDENE 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL)PENTANOIC ACID; 2 (5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1 EN 1 YL)BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 3 PHENYLPROPANOIC ACID; 2 (5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1 EN 1YL)BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 3 PHENYLPROPANOIC ACID; 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL )BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 3 PHENYLPROPANOIC ACID; 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL) BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 3 (1H INDOL 3 YL) PROPANOIC ACID; 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL) BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 3 (1H INDOL 3 YL)PROPANOIC ACID; 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL) BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 3 METHYLBUTANOIC ACID; 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL) BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) 4 METHYLPENTANOIC ACID; 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL) BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL) METHYLPENTANOIC ACID; 2 (5 (4 (3 ([1,1' BIPHENYL] 4 YL) 3 OXOPROP 1 EN 1YL)BENZYLIDENE); 3 (1H INDOL 3 YL) 2 (5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1 EN 1 YL)BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL)PROPANOIC ACID; 3 (1H INDOL 3 YL) 2 (5 (4-(3 (NAPHTHALEN 2 YL) 3 OXOPROP 1 EN 1 YL)BENZYLIDENE)4 OXO 2 THIOXOTHIAZOLIDIN 3 YL)PROPANOIC ACID; 3 METHYL 2 ( 5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1EN 1 YL)BENZYLIDENE) 4 OXO 2 THIOXOTHOAZOLDIN 3 YL)BUTANOIC ACID; 3 METHYL 2 (5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1EN 1 YL)BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL)BUTANOIC ACID; 4 METHYL 2 (5 (4 (3 (NAPHTHALEN 2 YL) 3 OXOPROP 1EN 1 YL)BENZYLIDENE) 4 OXO 2 THIOXOTHIAZOLIDIN 3 YL)PENTANOIC ACID; ANTIINFECTIVE AGENT; CHALCONE; RHODANINE; UNCLASSIFIED DRUG; 4-METHYL-2-(5-(4-(3-(NAPHTHALEN-2-YL)-3-OXOPROP-1-EN-1-YL)BENZYLIDENE)-4-OXO-2-THIOXOTHIAZOLIDIN-3-YL)PENTANOIC ACID; CHALCONE DERIVATIVE;

EID: 84907057145     PISSN: 14756366     EISSN: 14756374     Source Type: Journal    
DOI: 10.3109/14756366.2013.837899     Document Type: Article
Times cited : (10)

References (28)
  • 2
    • 79951704251 scopus 로고    scopus 로고
    • Recent achievements in the chemistry of 1,2-diazines
    • Mangalagiu II. Recent achievements in the chemistry of 1,2-diazines. Curr Org Chem 2011;15:730-52.
    • (2011) Curr Org Chem , vol.15 , pp. 730-752
    • Mangalagiu, I.I.1
  • 3
    • 42549112725 scopus 로고    scopus 로고
    • Current treatment options for communityacquired methicillin-resistant Staphylococcus aureus infection
    • Moellering Jr RC. Current treatment options for communityacquired methicillin-resistant Staphylococcus aureus infection. Clin Infect Dis 2008;46:1032-7.
    • (2008) Clin Infect Dis , vol.46 , pp. 1032-1037
    • Moellering, R.C.1
  • 4
    • 33748697410 scopus 로고    scopus 로고
    • In vitro activity of a new antibacterial rhodanine derivative against Staphylococcus epidermidis biofilms
    • Gualtieri M, Bastide L, Villain-Guillot P, et al. In vitro activity of a new antibacterial rhodanine derivative against Staphylococcus epidermidis biofilms. J Antimicrob Chemother 2006;58:778-83.
    • (2006) J Antimicrob Chemother , vol.58 , pp. 778-783
    • Gualtieri, M.1    Bastide, L.2    Villain-Guillot, P.3
  • 5
    • 0037169976 scopus 로고    scopus 로고
    • Benzylidene rhodanines as novel inhibitors of UDP-N-acetylmuramate/L-alanine ligase
    • Sim MM, Ng SB, Buss AD, et al. Benzylidene rhodanines as novel inhibitors of UDP-N-acetylmuramate/L-alanine ligase. Bioorg Med Chem Lett 2002;12:697-9.
    • (2002) Bioorg Med Chem Lett , vol.12 , pp. 697-699
    • Sim, M.M.1    Ng, S.B.2    Buss, A.D.3
  • 6
    • 35848937973 scopus 로고    scopus 로고
    • New ethacridine derivatives as the potential antifungal and antibacterial preparations
    • Petrikaite V, Tarasevicius E, Pavilonis A. New ethacridine derivatives as the potential antifungal and antibacterial preparations. Medicina 2007;43:657-63.
    • (2007) Medicina , vol.43 , pp. 657-663
    • Petrikaite, V.1    Tarasevicius, E.2    Pavilonis, A.3
  • 7
    • 33750936545 scopus 로고    scopus 로고
    • Synthesis and antifungal activity of (Z)-5-arylidenerhodanines
    • Sortino M, Delgado P, Juárez S, et al. Synthesis and antifungal activity of (Z)-5-arylidenerhodanines. Bioorg Med Chem 2007;15:484-94.
    • (2007) Bioorg Med Chem , vol.15 , pp. 484-494
    • Sortino, M.1    Delgado, P.2    Juárez, S.3
  • 8
    • 67349138213 scopus 로고    scopus 로고
    • Synthesis and in vivo antidiabetic activity of novel dispiropyrrolidines through [32] cycloaddition reactions with thiazolidinedione and rhodanine derivatives
    • Murugan R, Anbazhagan S, Sriman Narayanan S. Synthesis and in vivo antidiabetic activity of novel dispiropyrrolidines through [32] cycloaddition reactions with thiazolidinedione and rhodanine derivatives. Eur J Med Chem 2009;44:3272-9.
    • (2009) Eur J Med Chem , vol.44 , pp. 3272-3279
    • Murugan, R.1    Anbazhagan, S.2    Sriman Narayanan, S.3
  • 9
    • 62149135930 scopus 로고    scopus 로고
    • Synthesis of 2-(5-((5-(4-chlorophenyl)furan-2-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid derivatives and evaluation of their cytotoxicity and induction of apoptosis in human leukemia cells
    • Chandrappa S, Kavitha CV, Shahabuddin MS, et al. Synthesis of 2-(5-((5-(4-chlorophenyl)furan-2-yl)methylene)-4-oxo-2-thioxothiazolidin-3-yl)acetic acid derivatives and evaluation of their cytotoxicity and induction of apoptosis in human leukemia cells. Bioorg Med Chem 2009;17:2576-84.
    • (2009) Bioorg Med Chem , vol.17 , pp. 2576-2584
    • Chandrappa, S.1    Kavitha, C.V.2    Shahabuddin, M.S.3
  • 10
    • 66749112434 scopus 로고    scopus 로고
    • Exploration of novel thiobarbituric acid-, rhodanine-and thiohydantoin-based HIV-1 integrase inhibitors
    • Rajamaki S, Innitzer A, Falciani C, et al. Exploration of novel thiobarbituric acid-, rhodanine-and thiohydantoin-based HIV-1 integrase inhibitors. Bioorg Med Chem Lett 2009;19:3615-8.
    • (2009) Bioorg Med Chem Lett , vol.19 , pp. 3615-3618
    • Rajamaki, S.1    Innitzer, A.2    Falciani, C.3
  • 11
    • 68049113518 scopus 로고    scopus 로고
    • Synthesis, antibacterial and antifungal activities of 3-(1,2,4-triazol-3-yl)-4-thiazolidinones
    • Ozkirimli S, Kazan F, Tunali Y. Synthesis, antibacterial and antifungal activities of 3-(1,2,4-triazol-3-yl)-4-thiazolidinones. J Enzym Inhib Med Chem 2009;24:447-52.
    • (2009) J Enzym Inhib Med Chem , vol.24 , pp. 447-452
    • Ozkirimli, S.1    Kazan, F.2    Tunali, Y.3
  • 12
    • 0032719171 scopus 로고    scopus 로고
    • Synthesis and hypnotic activity of new 4-thiazolidinone and 2-thioxo-4,5-imidazolidinedione derivatives
    • Ergenç N, Capan G, Günay NS, et al. Synthesis and hypnotic activity of new 4-thiazolidinone and 2-thioxo-4,5-imidazolidinedione derivatives. Arch Pharm (Weinheim) 1999;332:343-7.
    • (1999) Arch Pharm (Weinheim) , vol.332 , pp. 343-347
    • Ergenç, N.1    Capan, G.2    Günay, N.S.3
  • 13
    • 43049161063 scopus 로고    scopus 로고
    • 4-Thiazolidinone-A biologically active scaffold
    • Verma A, Saraf SK. 4-Thiazolidinone-a biologically active scaffold. Eur J Med Chem 2008;43:897-905.
    • (2008) Eur J Med Chem , vol.43 , pp. 897-905
    • Verma, A.1    Saraf, S.K.2
  • 14
    • 34250189143 scopus 로고    scopus 로고
    • Discovery of a rhodanine class of compounds as inhibitors of Plasmodium falciparum enoyl-acyl carrier protein reductase
    • Kumar G, Parasuraman P, Sharma SK, et al. Discovery of a rhodanine class of compounds as inhibitors of Plasmodium falciparum enoyl-acyl carrier protein reductase. J Med Chem 2007;50: 2665-75.
    • (2007) J Med Chem , vol.50 , pp. 2665-2675
    • Kumar, G.1    Parasuraman, P.2    Sharma, S.K.3
  • 15
    • 78649333994 scopus 로고    scopus 로고
    • The synthesis of phenylalanine-derived C5-substituted rhodanines and their activity against selected methicillin-resistant Staphylococcus aureus (MRSA) strains
    • Hardej D, Ashby Jr CR, Khadtare NS. The synthesis of phenylalanine-derived C5-substituted rhodanines and their activity against selected methicillin-resistant Staphylococcus aureus (MRSA) strains. Eur J Med Chem 2010;45:5827-32.
    • (2010) Eur J Med Chem , vol.45 , pp. 5827-5832
    • Hardej, D.1    Ashby, C.R.2    Khadtare, N.S.3
  • 16
    • 84864418734 scopus 로고    scopus 로고
    • Synthesis and bioactivity evaluation of rhodanine derivatives as potential anti-bacterial agents
    • Song MX, Zheng CJ, Deng XQ, et al. Synthesis and bioactivity evaluation of rhodanine derivatives as potential anti-bacterial agents. Eur J Med Chem 2012;54:403-12.
    • (2012) Eur J Med Chem , vol.54 , pp. 403-412
    • Song, M.X.1    Zheng, C.J.2    Deng, X.Q.3
  • 17
    • 84869096131 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 5-aryloxypyrazole derivatives bearing a rhodanine-3-aromatic acid as potential antimicrobial agents
    • Song MX, Zheng CJ, Sun LP, et al. Synthesis and biological evaluation of 5-aryloxypyrazole derivatives bearing a rhodanine-3-aromatic acid as potential antimicrobial agents. Bioorg Med Chem Lett 2012;22:7024-8.
    • (2012) Bioorg Med Chem Lett , vol.22 , pp. 7024-7028
    • Song, M.X.1    Zheng, C.J.2    Sun, L.P.3
  • 18
    • 84872119409 scopus 로고    scopus 로고
    • Synthesis and antibacterial evaluation of rhodanine-based 5-aryloxy pyrazoles against selected methicillin resistant and quinolone-resistant Staphylococcus aureus (MRSA and QRSA)
    • Song MX, Zheng CJ, Deng XQ, et al. Synthesis and antibacterial evaluation of rhodanine-based 5-aryloxy pyrazoles against selected methicillin resistant and quinolone-resistant Staphylococcus aureus (MRSA and QRSA). Eur J Med Chem 2013;60:376-85.
    • (2013) Eur J Med Chem , vol.60 , pp. 376-385
    • Song, M.X.1    Zheng, C.J.2    Deng, X.Q.3
  • 19
    • 84874621583 scopus 로고    scopus 로고
    • Synthesis and anti-bacterial activity of novel chalcone derivatives containing 2,4-thiazolidinedione-3-acetic acid moiety
    • in Chinese
    • Meng FL, Zheng CJ, Li YJ, et al. Synthesis and anti-bacterial activity of novel chalcone derivatives containing 2,4-thiazolidinedione-3-acetic acid moiety. Chin J Org Chem 2012;32:183-8 (in Chinese).
    • (2012) Chin J Org Chem , vol.32 , pp. 183-188
    • Meng, F.L.1    Zheng, C.J.2    Li, Y.J.3
  • 20
    • 84855993241 scopus 로고    scopus 로고
    • Synthesis of novel 1,3-diaryl pyrazole derivatives bearing rhodanine-3-fatty acid moieties as potential antibacterial agents
    • Xu LL, Zheng CJ, Sun LP, et al. Synthesis of novel 1,3-diaryl pyrazole derivatives bearing rhodanine-3-fatty acid moieties as potential antibacterial agents. Eur J Med Chem 2012;48:174-8.
    • (2012) Eur J Med Chem , vol.48 , pp. 174-178
    • Xu, L.L.1    Zheng, C.J.2    Sun, L.P.3
  • 21
    • 79958256411 scopus 로고    scopus 로고
    • Synthesis of new chalcone derivatives bearing 2,4-thiazo lidinedione and benzoic acid moieties as potential anti-bacterial agents
    • Liu XF, Zheng CJ, Liu XK, et al. Synthesis of new chalcone derivatives bearing 2,4-thiazo lidinedione and benzoic acid moieties as potential anti-bacterial agents. Eur J Med Chem 2011;46:3469-73.
    • (2011) Eur J Med Chem , vol.46 , pp. 3469-3473
    • Liu, X.F.1    Zheng, C.J.2    Liu, X.K.3
  • 22
    • 78649325633 scopus 로고    scopus 로고
    • Synthesis of new chalcone derivatives containing a rhodanine-3-acetic acid moiety with potential anti-bacterial activity
    • Chen ZH, Zheng CJ, Sun LP, et al. Synthesis of new chalcone derivatives containing a rhodanine-3-acetic acid moiety with potential anti-bacterial activity. Eur J Med Chem 2010;45:5739-43.
    • (2010) Eur J Med Chem , vol.45 , pp. 5739-5743
    • Chen, Z.H.1    Zheng, C.J.2    Sun, L.P.3
  • 23
    • 84865961097 scopus 로고    scopus 로고
    • Synthesis and antimicrobial evaluation of L-phenylalanine-derived C5-substituted rhodanine and chalcone derivatives containing thiobarbituric acid or 2-thioxo-4-thiazolidinone
    • Jin X, Zheng CJ, Song MX, et al. 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;56:203-9.
    • (2012) Eur J Med Chem , vol.56 , pp. 203-209
    • Jin, X.1    Zheng, C.J.2    Song, M.X.3
  • 24
    • 33645217958 scopus 로고    scopus 로고
    • Synthesis and PPAR-g ligand-binding activity of the new series of 20-hydroxychalcone and thiazolidinedione derivatives
    • Jung SH, Park SY, Kim-Pak Y, et al. Synthesis and PPAR-g ligand-binding activity of the new series of 20-hydroxychalcone and thiazolidinedione derivatives. Chem Pharm Bull 2006;54: 368-71.
    • (2006) Chem Pharm Bull , vol.54 , pp. 368-371
    • Jung, S.H.1    Park, S.Y.2    Kim-Pak, Y.3
  • 25
    • 76749144263 scopus 로고    scopus 로고
    • Synthesis and anti-inflammatory activity of some novel biphenyl-4-carboxylic acid 5-(arylidene)-2-(aryl)-4-oxothiazolidin-3-yl amides
    • Deep A, Jain S, Sharma PC. Synthesis and anti-inflammatory activity of some novel biphenyl-4-carboxylic acid 5-(arylidene)-2-(aryl)-4-oxothiazolidin-3-yl amides. Acta Pol Pharm 2010; 67:63-7.
    • (2010) Acta Pol Pharm , vol.67 , pp. 63-67
    • Deep, A.1    Jain, S.2    Sharma, P.C.3
  • 26
    • 72249094325 scopus 로고    scopus 로고
    • Microwave assisted synthesis and in vitro cytotoxicities of substituted (Z)-2-amino-5-(1-benzyl-1H-indol-3-yl)methylene-1-methyl-1H-imidazol-4(5H)-ones against human tumor cell lines
    • Penthala NR, Yerramreddy TR, Crooks PA. Microwave assisted synthesis and in vitro cytotoxicities of substituted (Z)-2-amino-5-(1-benzyl-1H-indol-3-yl)methylene-1-methyl-1H-imidazol-4(5H)-ones against human tumor cell lines. Bioorg Med Chem Lett 2010;20: 591-3.
    • (2010) Bioorg Med Chem Lett , vol.20 , pp. 591-593
    • Penthala, N.R.1    Yerramreddy, T.R.2    Crooks, P.A.3
  • 27
    • 84861189060 scopus 로고    scopus 로고
    • Synthesis and cytotoxic activity of new acridine-thiazolidine derivatives
    • Barros FW, Silva TG, da Rocha Pitta MG, et al. Synthesis and cytotoxic activity of new acridine-thiazolidine derivatives. Bioorg Med Chem 2012;20:3533-9.
    • (2012) Bioorg Med Chem , vol.20 , pp. 3533-3539
    • Barros, F.W.1    Silva, T.G.2    Da Rocha Pitta, M.G.3


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