Synthesis and antimicrobial evaluation of some novel 1,2,4-triazole and 1,3,4-thiadiazole derivatives

被引:41
|
作者
Popiolek, Lukasz [1 ]
Kosikowska, Urszula [2 ]
Mazur, Liliana [3 ]
Dobosz, Maria [1 ]
Malm, Anna [2 ]
机构
[1] Med Univ, Dept Organ Chem, Fac Pharm, Lublin, Poland
[2] Med Univ, Dept Pharmaceut Microbiol, Fac Pharm, Lublin, Poland
[3] Marie Curie Sklodowska Univ, Fac Chem, Dept Gen & Coordinat Chem, PL-20031 Lublin, Poland
关键词
Antimicrobial activity; 1,2,4-Triazole derivatives; 1,3,4-Thiadiazole derivatives; ANTICONVULSANT; CYCLIZATION; INHIBITORS;
D O I
10.1007/s00044-012-0302-9
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
This study presents the synthesis and spectral analysis of new derivatives of 1,2,4-triazole-3-thione and 1,3,4-thiadiazole. New compounds were prepared by cyclization reaction of acyl thiosemicarbazide derivatives in the presence of alkaline and acidic media. All synthesized compounds were screened for their in vitro antibacterial activity by using the agar dilution technique. Six of the compounds had potential activity against Gram-positive bacteria (minimal inhibitory concentration [MIC] = 15.63-500 mu g/mL). Some compounds showed good activity especially against Bacillus subtilis ATCC 6633 (MIC = 15.63-250 mu g/mL), Staphylococcus aureus ATCC 25923 (MIC = 31.25-250 mu g/mL), and Micrococcus luteus ATCC 10240 (MIC = 125-250 mu g/mL).
引用
收藏
页码:3134 / 3147
页数:14
相关论文
共 50 条
  • [1] Synthesis and antimicrobial evaluation of some novel 1,2,4-triazole and 1,3,4-thiadiazole derivatives
    Łukasz Popiołek
    Urszula Kosikowska
    Liliana Mazur
    Maria Dobosz
    Anna Malm
    Medicinal Chemistry Research, 2013, 22 : 3134 - 3147
  • [2] Synthesis of some substituted 1,2,4-triazole and 1,3,4-thiadiazole derivatives
    E. R. Dilanyan
    T. R. Hovsepyan
    R. G. Melik-Ohanjanyan
    Chemistry of Heterocyclic Compounds, 2008, 44 : 1395 - 1397
  • [3] Synthesis of some substituted 1,2,4-triazole and 1,3,4-thiadiazole derivatives
    Dilanyan, E. R.
    Hovsepyan, T. R.
    Melik-Ohanjanyan, R. G.
    CHEMISTRY OF HETEROCYCLIC COMPOUNDS, 2008, 44 (11) : 1395 - 1397
  • [4] Synthesis, characterization, and antimicrobial evaluation of some new hydrazinecarbothioamide, 1,2,4-triazole and 1,3,4-thiadiazole derivatives
    Guzeldemirci, Nuray Ulusoy
    Satana, Dilek
    Kucukbasmaci, Omer
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2013, 28 (05) : 968 - 973
  • [5] Synthesis and antimicrobial activity of new 1,2,4-triazole and 1,3,4-thiadiazole derivatives
    Oenkol, Tijen
    Dogruer, Deniz S.
    Uzun, Leyla
    Adak, Selcen
    Oezkan, Semiha
    Sahin, M. Fethi
    JOURNAL OF ENZYME INHIBITION AND MEDICINAL CHEMISTRY, 2008, 23 (02) : 277 - 284
  • [6] Synthesis of some new substituted 1,2,4-triazole and 1,3,4-thiadiazole and their derivatives
    Zamani, K
    Faghihi, K
    Sangi, MR
    Zolgharnein, J
    TURKISH JOURNAL OF CHEMISTRY, 2003, 27 (01): : 119 - 125
  • [7] New Approaches for the Synthesis of 1,3,4-Thiadiazole and 1,2,4-Triazole Derivatives with Antimicrobial Activity
    Wardakhan, Wagnat W.
    El-Sayed, Nahed N. E.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2009, 184 (03) : 790 - 804
  • [8] Synthesis and antimicrobial activity of some acridone derivatives bearing 1,3,4-thiadiazole and 1,2,4-triazole moieties
    T. N. Kudryavtseva
    P. I. Sysoev
    S. V. Popkov
    G. V. Nazarov
    L. G. Klimova
    Russian Chemical Bulletin, 2015, 64 : 445 - 450
  • [9] Synthesis and antimicrobial activity of some pyridyl and naphthyl substituted 1,2,4-triazole and 1,3,4-thiadiazole derivatives
    Zamani, K
    Faghihi, K
    Tofighi, T
    Shariatzadeh, MR
    TURKISH JOURNAL OF CHEMISTRY, 2004, 28 (01): : 95 - 100
  • [10] Synthesis and antimicrobial activity of some acridone derivatives bearing 1,3,4-thiadiazole and 1,2,4-triazole moieties
    Kudryavtseva, T. N.
    Sysoev, P. I.
    Popkov, S. V.
    Nazarov, G. V.
    Klimova, L. G.
    RUSSIAN CHEMICAL BULLETIN, 2015, 64 (02) : 445 - 450