메뉴 건너뛰기




Volumn 22, Issue 5, 2013, Pages 2531-2537

Microbiologically active Mannich bases derived from 1,2,4-triazoles. the effect of C-5 substituent on antibacterial activity

Author keywords

Aminomethylation; Five membered ring; MRSA; Opportunistic bacteria

Indexed keywords

1,2,4 TRIAZOLE DERIVATIVE; 4 (4 BROMOPHENYL) 2 (MORPHOLIN 4 YLMETHYL) 5 PHENYL 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 2 [(DIETHYLAMINO)METHYL] 5 PHENYL 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (2 CHLOROPHENYL) 2 (MORPHOLIN 4 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (2 CHLOROPHENYL) 2 (PIPERIDIN 1 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (2 CHLOROPHENYL) 2 (PYRROLIDIN 1 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (2 CHLOROPHENYL) 2 [(DIETHYLAMINO)METHYL] 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (4 CHLOROPHENYL) 2 (MORPHOLIN 4 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (4 CHLOROPHENYL) 2 (PIPERIDIN 1 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (4 CHLOROPHENYL) 2 (PYRROLIDIN 1 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 (4 CHLOROPHENYL) 2 [(DIETHYLAMINO)METHYL] 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 PHENYL 2 (PIPERIDIN 1 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; 4 (4 BROMOPHENYL) 5 PHENYL 2 (PYRROLIDIN 1 YLMETHYL) 2,4 DIHYDRO 3H 1,2,4 TRIAZOLE 3 THIONE; AMPICILLIN; CEFUROXIME; CHLORINE; HYDRAZIDE DERIVATIVE; MANNICH BASE; THIOSEMICARBAZIDE DERIVATIVE; UNCLASSIFIED DRUG;

EID: 84879686919     PISSN: 10542523     EISSN: 15548120     Source Type: Journal    
DOI: 10.1007/s00044-012-0248-y     Document Type: Article
Times cited : (23)

References (16)
  • 1
    • 67349149026 scopus 로고    scopus 로고
    • Synthesis, characterization and antibacterial activity of some triazole Mannich bases carrying diphenylsulfone moieties
    • 18708273 10.1016/j.ejmech.2008.07.003 1:CAS:528:DC%2BD1MXltl2lu78%3D
    • Almajan GL, Barbuceanu SF, Almajan ER, Draghici C, Saramet G (2009) Synthesis, characterization and antibacterial activity of some triazole Mannich bases carrying diphenylsulfone moieties. Eur J Med Chem 44:3083-3089
    • (2009) Eur J Med Chem , vol.44 , pp. 3083-3089
    • Almajan, G.L.1    Barbuceanu, S.F.2    Almajan, E.R.3    Draghici, C.4    Saramet, G.5
  • 2
    • 34447525232 scopus 로고    scopus 로고
    • Convenient one pot synthesis and antimicrobial evaluation of some new Mannich bases carrying 4-methylthiobenzyl moiety
    • 17346860 10.1016/j.ejmech.2007.01.015 1:CAS:528:DC%2BD2sXosVSkur0%3D
    • Ashok M, Holla BS, Poojary B (2007) Convenient one pot synthesis and antimicrobial evaluation of some new Mannich bases carrying 4-methylthiobenzyl moiety. Eur J Med Chem 42:1095-1101
    • (2007) Eur J Med Chem , vol.42 , pp. 1095-1101
    • Ashok, M.1    Holla, B.S.2    Poojary, B.3
  • 3
    • 60549092516 scopus 로고    scopus 로고
    • Synthesis of some new 1,2,4-triazoles, their Mannich and Schiff bases and evaluation of their antimicrobial activities
    • 18676062 10.1016/j.ejmech.2008.06.019 1:CAS:528:DC%2BD1MXisVOmsrc%3D
    • Bayrak H, Demirbas A, Karaoglu SA, Demirbas N (2009a) Synthesis of some new 1,2,4-triazoles, their Mannich and Schiff bases and evaluation of their antimicrobial activities. Eur J Med Chem 44:1057-1066
    • (2009) Eur J Med Chem , vol.44 , pp. 1057-1066
    • Bayrak, H.1    Demirbas, A.2    Karaoglu, S.A.3    Demirbas, N.4
  • 4
    • 70349774242 scopus 로고    scopus 로고
    • Synthesis of some new 1,2,4-triazoles starting from isonicotinic acid hydrazide and evaluation of their antimicrobial activities
    • 19647352 10.1016/j.ejmech.2009.05.022 1:CAS:528:DC%2BD1MXht1GgtbzJ
    • Bayrak H, Demirbas A, Demirbas N, Karaoglu SA (2009b) Synthesis of some new 1,2,4-triazoles starting from isonicotinic acid hydrazide and evaluation of their antimicrobial activities. Eur J Med Chem 44:4362-4366
    • (2009) Eur J Med Chem , vol.44 , pp. 4362-4366
    • Bayrak, H.1    Demirbas, A.2    Demirbas, N.3    Karaoglu, S.A.4
  • 6
    • 70349976957 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activities of novel quinoline derivatives carrying 1,2,4-triazole moiety
    • 19647905 10.1016/j.ejmech.2009.06.031 1:CAS:528:DC%2BD1MXht1GgtbvE
    • Eswaran S, Adhikari AV, Shetty NS (2009) Synthesis and antimicrobial activities of novel quinoline derivatives carrying 1,2,4-triazole moiety. Eur J Med Chem 44:4637-4647
    • (2009) Eur J Med Chem , vol.44 , pp. 4637-4647
    • Eswaran, S.1    Adhikari, A.V.2    Shetty, N.S.3
  • 7
    • 67650429659 scopus 로고    scopus 로고
    • Regioselective reaction: Synthesis, characterization and pharmacological studies of some new Mannich bases derived from 1,2,4-triazoles
    • 19464087 10.1016/j.ejmech.2009.04.038 1:CAS:528:DC%2BD1MXoslGhsLk%3D
    • Isloor AM, Kalluraya B, Shetty P (2009) Regioselective reaction: synthesis, characterization and pharmacological studies of some new Mannich bases derived from 1,2,4-triazoles. Eur J Med Chem 44:3784-3787
    • (2009) Eur J Med Chem , vol.44 , pp. 3784-3787
    • Isloor, A.M.1    Kalluraya, B.2    Shetty, P.3
  • 8
    • 0034910429 scopus 로고    scopus 로고
    • An efficient solid-state method for the preparation of acylthiosemicarbazides
    • 10.1081/SCC-100104325 1:CAS:528:DC%2BD3MXlsFKrsLk%3D
    • Li JP, Luo QF, Wang YL, Wang H (2001) An efficient solid-state method for the preparation of acylthiosemicarbazides. Synth Commun 31:1793-1797
    • (2001) Synth Commun , vol.31 , pp. 1793-1797
    • Li, J.P.1    Luo, Q.F.2    Wang, Y.L.3    Wang, H.4
  • 9
    • 11144233944 scopus 로고    scopus 로고
    • 1,3,4-Thiadiazole derivatives. Synthesis, structure elucidation and strucuture-antituberculosis activity relationship investigation
    • 15615525 10.1021/jm0495632
    • Oruç EE, Rollas S, Kandemirli F, Shvets N, Dimoglo AS (2004) 1,3,4-Thiadiazole derivatives. Synthesis, structure elucidation and strucuture-antituberculosis activity relationship investigation. J Med Chem 47:6760-6767
    • (2004) J Med Chem , vol.47 , pp. 6760-6767
    • Oruç, E.E.1    Rollas, S.2    Kandemirli, F.3    Shvets, N.4    Dimoglo, A.S.5
  • 10
    • 78650509744 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activity of thiosemicarbazides, s-triazoles and their Mannich bases bearing 3-chlorophenyl moiety
    • 21130541 10.1016/j.ejmech.2010.11.010 1:CAS:528:DC%2BC3cXhsFyltLzI
    • Plech T, Wujec M, Siwek A, Kosikowska U, Malm A (2011a) Synthesis and antimicrobial activity of thiosemicarbazides, s-triazoles and their Mannich bases bearing 3-chlorophenyl moiety. Eur J Med Chem 46:241-248
    • (2011) Eur J Med Chem , vol.46 , pp. 241-248
    • Plech, T.1    Wujec, M.2    Siwek, A.3    Kosikowska, U.4    Malm, A.5
  • 11
    • 80755128442 scopus 로고    scopus 로고
    • Synthesis and antibacterial activity of some novel N2-hydroxymethyl and N2-aminomethyl derivatives of 4-aryl-5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4- triazole-3-thione
    • 10.1002/hc.20737 1:CAS:528:DC%2BC3MXotlCmurk%3D
    • Plech T, Wujec M, Kaproń B, Kosikowska U, Malm A (2011b) Synthesis and antibacterial activity of some novel N2-hydroxymethyl and N2-aminomethyl derivatives of 4-aryl-5-(3-chlorophenyl)-2,4-dihydro-3H-1,2,4-triazole-3-thione. Heteroat Chem 22:737-743
    • (2011) Heteroat Chem , vol.22 , pp. 737-743
    • Plech, T.1    Wujec, M.2    Kaproń, B.3    Kosikowska, U.4    Malm, A.5
  • 12
    • 78349254945 scopus 로고    scopus 로고
    • New Delhi metallo-beta-lactamase (NDM-1): Towards a new pandemia?
    • 20874758 10.1111/j.1469-0691.2010.03385.x 1:STN:280: DC%2BC3cbmslKlsg%3D%3D
    • Rolain JM, Parola P, Cornaglia G (2010) New Delhi metallo-beta-lactamase (NDM-1): towards a new pandemia? Clin Microbiol Infect 16:1699-1701
    • (2010) Clin Microbiol Infect , vol.16 , pp. 1699-1701
    • Rolain, J.M.1    Parola, P.2    Cornaglia, G.3
  • 13
    • 0036965147 scopus 로고    scopus 로고
    • Synthesis and in vitro antimicrobial evaluation of 5-(1-methyl-5-nitro-2- imidazolyl)-4H-1,2,4-triazoles
    • 10.1002/ardp.200290004
    • Shafiee A, Sayadi A, Roozbahani MH, Foroumadi A, Kamal F (2002) Synthesis and in vitro antimicrobial evaluation of 5-(1-methyl-5-nitro-2-imidazolyl)-4H- 1,2,4-triazoles. Arch Pharm Pharm Med Chem 10:495-499
    • (2002) Arch Pharm Pharm Med Chem , vol.10 , pp. 495-499
    • Shafiee, A.1    Sayadi, A.2    Roozbahani, M.H.3    Foroumadi, A.4    Kamal, F.5
  • 14
    • 19544394603 scopus 로고    scopus 로고
    • Synthesis and antimicrobial activity of 4-phenyl/cyclohexyl-5-(1- phenoxyethyl)-3-[N-(2-thiazolyl)acetamido]-thio-4H-1,24-triazole derivatives
    • 15922844 10.1016/j.ejmech.2005.01.007 1:CAS:528:DC%2BD2MXks1Smsb0%3D
    • Turan-Zitouni G, KaplancIklI ZA, YIldIz MT, Chevallet P, Kaya D (2005) Synthesis and antimicrobial activity of 4-phenyl/cyclohexyl-5-(1-phenoxyethyl)- 3-[N-(2-thiazolyl)acetamido]-thio-4H-1,24-triazole derivatives. Eur J Med Chem 40:607-613
    • (2005) Eur J Med Chem , vol.40 , pp. 607-613
    • Turan-Zitouni, G.1    Kaplancikli, Z.A.2    Yildiz, M.T.3    Chevallet, P.4    Kaya, D.5
  • 15
    • 84961983520 scopus 로고    scopus 로고
    • Reaction of hydrazide of (tetrazol-5-yl)acetic acid with isothiocyanates and antimicrobial investigations of newly-obtained compounds
    • 10.3987/COM-07-11129 1:CAS:528:DC%2BD2sXhsVSns7jI
    • Wujec M, Kosikowska U, Paneth P, Malm A (2007) Reaction of hydrazide of (tetrazol-5-yl)acetic acid with isothiocyanates and antimicrobial investigations of newly-obtained compounds. Heterocycles 71:2617-2626
    • (2007) Heterocycles , vol.71 , pp. 2617-2626
    • Wujec, M.1    Kosikowska, U.2    Paneth, P.3    Malm, A.4
  • 16
    • 71249134038 scopus 로고    scopus 로고
    • Characterization of a new metallo-β-lactamase gene, blaNDM-1, and a novel erythromycin esterase gene carried on a unique genetic structure in Klebsiella pneumoniae sequence type 14 from India
    • 19770275 10.1128/AAC.00774-09 1:CAS:528:DC%2BD1MXhsF2gs7jK
    • Yong D, Toleman MA, Giske CG, Cho HS, Sundman K, Lee K, Walsh T (2009) Characterization of a new metallo-β-lactamase gene, blaNDM-1, and a novel erythromycin esterase gene carried on a unique genetic structure in Klebsiella pneumoniae sequence type 14 from India. Antimicrob Agents Chemother 53:5046-5054
    • (2009) Antimicrob Agents Chemother , vol.53 , pp. 5046-5054
    • Yong, D.1    Toleman, M.A.2    Giske, C.G.3    Cho, H.S.4    Sundman, K.5    Lee, K.6    Walsh, T.7


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.