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Volumn 81, Issue , 2014, Pages 267-276

Synthesis and biological evaluation of some 2-(3,5-dimethyl-1H-pyrazol-1- yl)-1-arylethanones: Antibacterial, DNA photocleavage, and anticancer activities

Author keywords

Antibacterial; Anticancer; DNA photocleavage; Solvent free conditions

Indexed keywords

1 (2 FLUOROPHENYL) 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL)ETHANONE; 1 (2,4 DI FLUOROPHENYL) 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL)ETHANONE; 1 (3 CHLOROPHENYL) 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL)ETHANONE; 1 (3,5 DIMETHYL 1H PYRAZOL 1 YL) 2 (NAPHTH 1 YL)ETHANONE; 1 (4 BROMOPHENYL) 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL)ETHANONE; 1 (4 CHLOROPHENYL) 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL)ETHANONE; 1 (4 FLUOROPHENYL) 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL)ETHANONE; 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL) 1 (4 METHYLPHENYL)ETHANONE; 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL) 1 (4 NITROPHENYL)ETHANONE; 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL) 1 (NAPHTH 2 YL)ETHANONE; 2 (3,5 DIMETHYL 1H PYRAZOL 1 YL) 1 PHENYLETHANONE; AMPICILLIN; ANTIINFECTIVE AGENT; ANTINEOPLASTIC AGENT; CARBOPLATIN; UNCLASSIFIED DRUG; DNA;

EID: 84901004534     PISSN: 02235234     EISSN: 17683254     Source Type: Journal    
DOI: 10.1016/j.ejmech.2014.05.004     Document Type: Article
Times cited : (54)

References (42)
  • 1
    • 25444505339 scopus 로고    scopus 로고
    • Synthesis and antibacterial activity of some new 1-heteroaryl-5-amino-4- phenyl-3-trifluoromethylpyrazoles
    • V. Kumar, R. Aggarwal, P. Tyagi, and S.P. Singh Synthesis and antibacterial activity of some new 1-heteroaryl-5-amino-4-phenyl-3- trifluoromethylpyrazoles Eur. J. Med. Chem. 40 2005 922 927
    • (2005) Eur. J. Med. Chem. , vol.40 , pp. 922-927
    • Kumar, V.1    Aggarwal, R.2    Tyagi, P.3    Singh, S.P.4
  • 2
    • 32044442249 scopus 로고    scopus 로고
    • Synthesis and antibacterial activity of some new 1-heteroaryl-5-amino-3H/ methyl-4-phenylpyrazoles
    • R. Aggarwal, V. Kumar, P. Tyagi, and S.P. Singh Synthesis and antibacterial activity of some new 1-heteroaryl-5-amino-3H/methyl-4- phenylpyrazoles Bioorg. Med. Chem. 14 2006 1785 1791
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 1785-1791
    • Aggarwal, R.1    Kumar, V.2    Tyagi, P.3    Singh, S.P.4
  • 3
    • 80052932426 scopus 로고    scopus 로고
    • New azole antifungal agents with novel modes of action: Synthesis and biological studies of new tridentate ligands based on pyrazole and triazole
    • H. Bendaha, L. Yu, R. Touzani, R. Souane, G. Giaever, C. Nislow, C. Boone, S.E. Kadiri, G.W. Brown, and M. Bellaoui New azole antifungal agents with novel modes of action: synthesis and biological studies of new tridentate ligands based on pyrazole and triazole Eur. J. Med. Chem. 46 2011 4117 4124
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 4117-4124
    • Bendaha, H.1    Yu, L.2    Touzani, R.3    Souane, R.4    Giaever, G.5    Nislow, C.6    Boone, C.7    Kadiri, S.E.8    Brown, G.W.9    Bellaoui, M.10
  • 4
    • 84884931642 scopus 로고    scopus 로고
    • Pyrazole containing natural products: Synthetic preview and biological significance
    • V. Kumar, K. Kaur, G.K. Gupta, and A.K. Sharma Pyrazole containing natural products: synthetic preview and biological significance Eur. J. Med. Chem. 69 2013 735 753
    • (2013) Eur. J. Med. Chem. , vol.69 , pp. 735-753
    • Kumar, V.1    Kaur, K.2    Gupta, G.K.3    Sharma, A.K.4
  • 5
    • 84655169278 scopus 로고    scopus 로고
    • Synthesis, antitubercular evaluation and 3D-QSAR study of N-phenyl-3-(4-fluorophenyl)-4-substituted pyrazole derivatives
    • R.C. Khunt, V.M. Khedkar, R.S. Chawda, N.A. Chauhan, A.R. Parikh, and E.C. Coutinho Synthesis, antitubercular evaluation and 3D-QSAR study of N-phenyl-3-(4-fluorophenyl)-4-substituted pyrazole derivatives Bioorg. Med. Chem. Lett. 22 2012 666 678
    • (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 666-678
    • Khunt, R.C.1    Khedkar, V.M.2    Chawda, R.S.3    Chauhan, N.A.4    Parikh, A.R.5    Coutinho, E.C.6
  • 6
    • 67650493170 scopus 로고    scopus 로고
    • Synthesis of novel pyrazole derivatives and evaluation of their antidepressant and anticonvulsant activities
    • M. Abdel-Aziz, G.E.D. Abuo-Rahma, and A.A. Hassan Synthesis of novel pyrazole derivatives and evaluation of their antidepressant and anticonvulsant activities Eur. J. Med. Chem. 44 2009 3480 3487
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 3480-3487
    • Abdel-Aziz, M.1    Abuo-Rahma, G.E.D.2    Hassan, A.A.3
  • 9
    • 67651113963 scopus 로고    scopus 로고
    • Synthesis and bioactivities of novel trifluoromethylated pyrazole oxime ether derivatives containing a pyridyl moiety
    • H. Dai, H.-B. Yu, J.-B. Liu, Y.-Q. Li, X. Qin, X. Zhang, Z.-F. Qin, T.-T. Wang, and J.-X. Fang Synthesis and bioactivities of novel trifluoromethylated pyrazole oxime ether derivatives containing a pyridyl moiety Arkivoc 7 2009 126 142
    • (2009) Arkivoc , vol.7 , pp. 126-142
    • Dai, H.1    Yu, H.-B.2    Liu, J.-B.3    Li, Y.-Q.4    Qin, X.5    Zhang, X.6    Qin, Z.-F.7    Wang, T.-T.8    Fang, J.-X.9
  • 11
    • 2542462193 scopus 로고    scopus 로고
    • GABA receptor antagonists and insecticides: Common structural features of 4-alkyl-1-phenylpyrazoles and 4-alkyl-1-phenyltrioxabicyclooctanes
    • R.E. Sammelson, P. Caboni, K.A. Durkin, and J.E. Casida GABA receptor antagonists and insecticides: common structural features of 4-alkyl-1- phenylpyrazoles and 4-alkyl-1-phenyltrioxabicyclooctanes Bioorg. Med. Chem. 12 2004 3345 3355
    • (2004) Bioorg. Med. Chem. , vol.12 , pp. 3345-3355
    • Sammelson, R.E.1    Caboni, P.2    Durkin, K.A.3    Casida, J.E.4
  • 13
    • 84859941692 scopus 로고    scopus 로고
    • Importance of pyrazole moiety in the field of cancer
    • D. Pal, S. Saha, and S. Singh Importance of pyrazole moiety in the field of cancer Int. J. Pharm. Pharm. Sci. 4 2012 98 104
    • (2012) Int. J. Pharm. Pharm. Sci. , vol.4 , pp. 98-104
    • Pal, D.1    Saha, S.2    Singh, S.3
  • 14
    • 84864398952 scopus 로고    scopus 로고
    • Synthesis of ferrocenyl pyrazole-containing chiral aminoethanol derivatives and their inhibition against A549 and H322 lung cancer cells
    • S.L. Shen, J. Jhu, M. Li, B.X. Zhao, and J.Y. Mao Synthesis of ferrocenyl pyrazole-containing chiral aminoethanol derivatives and their inhibition against A549 and H322 lung cancer cells Eur. J. Med. Chem. 54 2012 287 294
    • (2012) Eur. J. Med. Chem. , vol.54 , pp. 287-294
    • Shen, S.L.1    Jhu, J.2    Li, M.3    Zhao, B.X.4    Mao, J.Y.5
  • 15
    • 84867847124 scopus 로고    scopus 로고
    • Synthesis of pyrazole peptidomimetics and their inhibition against A549 lung cancer cells
    • Y.R. Liu, J.Z. Luo, P.P. Duan, J. Shao, B.X. Zhao, and J.Y. Miao Synthesis of pyrazole peptidomimetics and their inhibition against A549 lung cancer cells Bioorg. Med. Chem. Lett. 22 2012 6882 6887
    • (2012) Bioorg. Med. Chem. Lett. , vol.22 , pp. 6882-6887
    • Liu, Y.R.1    Luo, J.Z.2    Duan, P.P.3    Shao, J.4    Zhao, B.X.5    Miao, J.Y.6
  • 16
    • 70349765548 scopus 로고    scopus 로고
    • Antioxidant and antibacterial studies of arylazopyrazoles and arylhydrazonopyrazolones containing coumarin moiety
    • P.M. Kumar, T.K. Ravi, and S. Gopalakrishnan Antioxidant and antibacterial studies of arylazopyrazoles and arylhydrazonopyrazolones containing coumarin moiety Eur. J. Med. Chem. 44 2009 4690 4694
    • (2009) Eur. J. Med. Chem. , vol.44 , pp. 4690-4694
    • Kumar, P.M.1    Ravi, T.K.2    Gopalakrishnan, S.3
  • 17
    • 33646770947 scopus 로고    scopus 로고
    • Synthesis of pyrazole-based hybrid molecules: Search for potent multidrug resistance modulators
    • P. Singh, K. Paul, and W. Holzer Synthesis of pyrazole-based hybrid molecules: search for potent multidrug resistance modulators Bioorg. Med. Chem. 14 2006 5061 5071
    • (2006) Bioorg. Med. Chem. , vol.14 , pp. 5061-5071
    • Singh, P.1    Paul, K.2    Holzer, W.3
  • 18
    • 77955418372 scopus 로고    scopus 로고
    • Synthesis of novel oxime-containing pyrazole derivatives and discovery of regulators for apoptosis and autophagy in A549 lung cancer cells
    • L.-W. Zheng, Y. Li, D. Ge, B.-X. Zhao, Y.-R. Liu, H.-S. Lv, J. Ding, and J.-Y. Miao Synthesis of novel oxime-containing pyrazole derivatives and discovery of regulators for apoptosis and autophagy in A549 lung cancer cells Bioorg. Med. Chem. Lett. 20 2010 4766 4770
    • (2010) Bioorg. Med. Chem. Lett. , vol.20 , pp. 4766-4770
    • Zheng, L.-W.1    Li, Y.2    Ge, D.3    Zhao, B.-X.4    Liu, Y.-R.5    Lv, H.-S.6    Ding, J.7    Miao, J.-Y.8
  • 20
    • 84867433214 scopus 로고    scopus 로고
    • Synthesis of some novel 1-(2-naphthyl)-2-(imidazol-1-yl)ethanone oxime ester derivatives and evaluation of their anticonvulsant activity
    • A. Karakurt, M.A. Alagoz, B. Sayoglu, U. Calis, and S. Dalkara Synthesis of some novel 1-(2-naphthyl)-2-(imidazol-1-yl)ethanone oxime ester derivatives and evaluation of their anticonvulsant activity Eur. J. Med. Chem. 57 2012 275 282
    • (2012) Eur. J. Med. Chem. , vol.57 , pp. 275-282
    • Karakurt, A.1    Alagoz, M.A.2    Sayoglu, B.3    Calis, U.4    Dalkara, S.5
  • 21
    • 0035328976 scopus 로고    scopus 로고
    • Synthesis of some 1-(2-naphthyl)-2-(imidazole-1-yl)ethanone oxime and oxime ether derivatives and their anticonvulsant and antimicrobial activities
    • A. Karakurt, S. Dalkara, M. Ozalp, S. Ozbey, E. Kendi, and J.P. Stables Synthesis of some 1-(2-naphthyl)-2-(imidazole-1-yl)ethanone oxime and oxime ether derivatives and their anticonvulsant and antimicrobial activities Eur. J. Med. Chem. 36 2001 421 433
    • (2001) Eur. J. Med. Chem. , vol.36 , pp. 421-433
    • Karakurt, A.1    Dalkara, S.2    Ozalp, M.3    Ozbey, S.4    Kendi, E.5    Stables, J.P.6
  • 24
    • 0037415523 scopus 로고    scopus 로고
    • Clean and efficient microwave-solvent-free synthesis of 1-(2',4'-dichlorophenacyl) azoles
    • E.R. Perez, A. Loupy, M. Liagre, A.M. de Guzzi Plepis, and P.J. Cordeiro Clean and efficient microwave-solvent-free synthesis of 1-(2',4'- dichlorophenacyl) azoles Tetrahedron 59 2003 865 870
    • (2003) Tetrahedron , vol.59 , pp. 865-870
    • Perez, E.R.1    Loupy, A.2    Liagre, M.3    De Guzzi Plepis, A.M.4    Cordeiro, P.J.5
  • 25
    • 0008299981 scopus 로고
    • The diazapentalene system. 1-benzoyl-2-phenylpyrazolo 1,2-A pyrazole derivatives
    • T.W.G. Solomons, F.W. Fowler, and J. Calderazzo The diazapentalene system. 1-benzoyl-2-phenylpyrazolo 1,2-a pyrazole derivatives J. Am. Chem. Soc. 87 1965 528 531
    • (1965) J. Am. Chem. Soc. , vol.87 , pp. 528-531
    • Solomons, T.W.G.1    Fowler, F.W.2    Calderazzo, J.3
  • 26
    • 80855139373 scopus 로고    scopus 로고
    • One-pot synthesis of trisubstituted pyrazoles via multicomponent approach
    • P. Santhosh, V.S.R. Chunduru, and V. Rajeswar Rao One-pot synthesis of trisubstituted pyrazoles via multicomponent approach Chem. Heterocycl. Compd. 47 2011 448 451
    • (2011) Chem. Heterocycl. Compd. , vol.47 , pp. 448-451
    • Santhosh, P.1    Chunduru, V.S.R.2    Rajeswar Rao, V.3
  • 27
    • 35748949579 scopus 로고    scopus 로고
    • A facile and rapid one pot synthesis of 1,4-diaryl-2-mercaptoimidazoles under solvent free conditions
    • R. Aggarwal, R. Kumar, and V. Kumar A facile and rapid one pot synthesis of 1,4-diaryl-2-mercaptoimidazoles under solvent free conditions J. Sulfur Chem. 28 2007 617 623
    • (2007) J. Sulfur Chem. , vol.28 , pp. 617-623
    • Aggarwal, R.1    Kumar, R.2    Kumar, V.3
  • 28
    • 84886091464 scopus 로고    scopus 로고
    • 4-Fluorophenylhydrazones as potential COX-2 inhibitors: A novel, efficient, one pot solid phase synthesis, docking study and pharmacological evaluation
    • V. Kumar, G.K. Gupta, K. Kaur, and R. Singh 4-Fluorophenylhydrazones as potential COX-2 inhibitors: a novel, efficient, one pot solid phase synthesis, docking study and pharmacological evaluation Med. Chem. Res. 22 2013 5890 5900
    • (2013) Med. Chem. Res. , vol.22 , pp. 5890-5900
    • Kumar, V.1    Gupta, G.K.2    Kaur, K.3    Singh, R.4
  • 29
    • 33747409049 scopus 로고    scopus 로고
    • The reaction of aryl and heteroarylhydrazines with aryl-trifluoromethyl β-diketones
    • S.P. Singh, V. Kumar, R. Aggarwal, and J. Elguero The reaction of aryl and heteroarylhydrazines with aryl-trifluoromethyl β-diketones J. Heterocyclic Chem. 43 2006 1003 1014
    • (2006) J. Heterocyclic Chem. , vol.43 , pp. 1003-1014
    • Singh, S.P.1    Kumar, V.2    Aggarwal, R.3    Elguero, J.4
  • 31
    • 0041660993 scopus 로고    scopus 로고
    • Regioselective reaction of phenacyl bromide with active methylene compounds
    • V. Padmavthi, A. Balaiah, M.M. Reddy, and D.B. Reddy Regioselective reaction of phenacyl bromide with active methylene compounds Ind. J. Chem. 42B 2003 1519 1522
    • (2003) Ind. J. Chem. , vol.42 B , pp. 1519-1522
    • Padmavthi, V.1    Balaiah, A.2    Reddy, M.M.3    Reddy, D.B.4
  • 32
    • 84861397676 scopus 로고    scopus 로고
    • Recent developments in solvent- free multicomponent reactions: A perfect synergy for eco-compatible organic synthesis
    • M.S. Singh, and S. Chowdhury Recent developments in solvent- free multicomponent reactions: a perfect synergy for eco-compatible organic synthesis R. Soc. Chem. Adv. 2 2012 4547 4592
    • (2012) R. Soc. Chem. Adv. , vol.2 , pp. 4547-4592
    • Singh, M.S.1    Chowdhury, S.2
  • 33
    • 84874937196 scopus 로고    scopus 로고
    • Solid state and solvent free synthesis of azines, pyrazoles, and pyridazinones using solid hydrazine
    • B. Lee, P. Kang, K.H. Lee, J. Cho, W. Nam, W.K. Lee, and N.H. Hui Solid state and solvent free synthesis of azines, pyrazoles, and pyridazinones using solid hydrazine Tetrahedron Lett. 54 2013 1384 1388
    • (2013) Tetrahedron Lett. , vol.54 , pp. 1384-1388
    • Lee, B.1    Kang, P.2    Lee, K.H.3    Cho, J.4    Nam, W.5    Lee, W.K.6    Hui, N.H.7
  • 35
    • 0001613999 scopus 로고
    • Carbon-13 nuclear magnetic resonance examination of naphthalene derivatives. Assignments and analysis of substituent chemical shifts
    • W. Kitching, M. Bullpitt, D. Gartshore, W. Adcock, T.C. Khor, D. Doddrell, and I.D. Rae Carbon-13 nuclear magnetic resonance examination of naphthalene derivatives. Assignments and analysis of substituent chemical shifts J. Org. Chem. 42 1977 2411 2418
    • (1977) J. Org. Chem. , vol.42 , pp. 2411-2418
    • Kitching, W.1    Bullpitt, M.2    Gartshore, D.3    Adcock, W.4    Khor, T.C.5    Doddrell, D.6    Rae, I.D.7
  • 36
    • 0038363778 scopus 로고    scopus 로고
    • Photoinduced cleavage of DNA by bromofluoroacetophenone- pyrrolecarboxamide conjugates
    • P.A. Wender, and R. Jeon Photoinduced cleavage of DNA by bromofluoroacetophenone- pyrrolecarboxamide conjugates Bioorg. Med. Chem. Lett. 13 2003 1733 1736
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 1733-1736
    • Wender, P.A.1    Jeon, R.2
  • 37
    • 0141739812 scopus 로고    scopus 로고
    • Thiadiazole: A new family of intercalative photonuclease with electron transfer and radical mechanisms
    • Y. Li, Y. Xu, X. Qian, and B. Qu Thiadiazole: a new family of intercalative photonuclease with electron transfer and radical mechanisms Bioorg. Med. Chem. Lett. 13 2003 3513 3515
    • (2003) Bioorg. Med. Chem. Lett. , vol.13 , pp. 3513-3515
    • Li, Y.1    Xu, Y.2    Qian, X.3    Qu, B.4
  • 38
    • 0012121276 scopus 로고
    • P-bromophenacyl bromide
    • W.D. Langley p-bromophenacyl bromide Org. Synth. 1 1941 127
    • (1941) Org. Synth. , vol.1 , pp. 127
    • Langley, W.D.1
  • 39
    • 84901003123 scopus 로고
    • P-bromophenacyl bromide
    • W.D. Langley p-bromophenacyl bromide Org. Synth. 1 1929 20
    • (1929) Org. Synth. , vol.1 , pp. 20
    • Langley, W.D.1
  • 40
    • 8844225479 scopus 로고    scopus 로고
    • Synthesis and microbial inhibition study of novel 5-imidazolyl substituted isoxazolidines
    • M.P. Sadashiva, H. Mallesha, N.A. Hitesh, and K.S. Rangappa Synthesis and microbial inhibition study of novel 5-imidazolyl substituted isoxazolidines Bioorg. Med. Chem. 12 2004 6389 6395
    • (2004) Bioorg. Med. Chem. , vol.12 , pp. 6389-6395
    • Sadashiva, M.P.1    Mallesha, H.2    Hitesh, N.A.3    Rangappa, K.S.4
  • 41
    • 80052960369 scopus 로고    scopus 로고
    • One-pot synthesis of pyrazoline derivatised carbazoles as antitubercular, anticancer agents, their DNA cleavage and antioxidant activities
    • T. Taj, R.R. Kamble, T.M. Gireesh, R.K. Hunnur, and S.B. Margankop One-pot synthesis of pyrazoline derivatised carbazoles as antitubercular, anticancer agents, their DNA cleavage and antioxidant activities Eur. J. Med. Chem. 46 2011 4366 4373
    • (2011) Eur. J. Med. Chem. , vol.46 , pp. 4366-4373
    • Taj, T.1    Kamble, R.R.2    Gireesh, T.M.3    Hunnur, R.K.4    Margankop, S.B.5
  • 42
    • 50549158051 scopus 로고
    • Studies on succinate-tetrazolium reductase systems. III. Points of coupling of four different tetrazolium salts
    • T.F. Slater, B. Sawyer, and U.D. Strauli Studies on succinate-tetrazolium reductase systems. III. Points of coupling of four different tetrazolium salts Biochim. Biophys. Acta 77 1963 383 393
    • (1963) Biochim. Biophys. Acta , vol.77 , pp. 383-393
    • Slater, T.F.1    Sawyer, B.2    Strauli, U.D.3


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