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
  • [11] SYNTHESES OF ALLYL DERIVATIVES OF 1,2,4-TRIAZOLE AND 1,3,4-THIADIAZOLE
    STRZEMECKA, L
    POLISH JOURNAL OF CHEMISTRY, 1983, 57 (4-6) : 561 - 566
  • [12] Use of disubstituted thiosemicarbazide in synthesis of new derivatives of 1,3,4-thiadiazole, 1,2,4-triazole and pyrazole with their antimicrobial evaluation
    Hemdan, Magdy M.
    Abd El-Mawgoude, Heba K.
    JOURNAL OF CHEMICAL RESEARCH, 2016, (06) : 345 - 350
  • [13] Synthesis, cytotoxicity and effects of some 1,2,4-triazole and 1,3,4-thiadiazole derivatives on immunocompetent cells
    Mavrova, Anelia Ts.
    Wesselinova, Diana
    Tsenov, Yordan A.
    Denkova, Pavletta
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2009, 44 (01) : 63 - 69
  • [14] Synthesis and Biological Evaluation of 1,2,4-Triazole and 1,3,4-Thiadiazole Derivatives as Potential Cytotoxic Agents
    Shi, Yao-Jie
    Song, Xue-Jiao
    Li, Xiao
    Ye, Ting-Hong
    Xiong, Ying
    Yu, Luo-Ting
    CHEMICAL & PHARMACEUTICAL BULLETIN, 2013, 61 (11) : 1099 - 1104
  • [15] SYNTHESIS AND ANTIMICROBIAL PROPERTIES OF NEW THIOSEMICARBAZIDE, 1,2,4-TRIAZOLE, AND 1,3,4-THIADIAZOLE DERIVATIVES OF SULFANYLACETIC ACID
    Popiolek, Lukasz
    Kosikowska, Urszula
    Dobosz, Maria
    Malm, Anna
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2012, 187 (04) : 468 - 481
  • [16] Synthesis and antimicrobial evaluation of indole containing derivatives of 1,3,4-thiadiazole, 1,2,4-triazole and their open-chain counterparts
    Tsotinis, A
    Varvaresou, A
    Calogeropoulou, T
    SiatraPapastaikoudi, T
    Tiligada, A
    ARZNEIMITTEL-FORSCHUNG/DRUG RESEARCH, 1997, 47 (03): : 307 - 310
  • [17] Evaluation of Biological Activity of Derivatives of 1,3,4-Thiadiazole, 1,3,4-Oxadiazole and 1,2,4-Triazole
    Doshi, Gaurav M.
    Bansode, Mayuresh U.
    Somani, Rakesh R.
    ENDOCRINE METABOLIC & IMMUNE DISORDERS-DRUG TARGETS, 2021, 21 (05) : 905 - 911
  • [18] Synthesis, Acetylcholinesterase and Alkaline Phosphatase Inhibition of Some New 1,2,4-Triazole and 1,3,4-Thiadiazole Derivatives
    Khan, Imtiaz
    Hanif, Muhammad
    Hussain, Muhammad Tahir
    Khan, Aftab Ahmed
    Aslam, Muhammad Adil S.
    Rama, Nasim Hasan
    Iqbal, Jamshed
    AUSTRALIAN JOURNAL OF CHEMISTRY, 2012, 65 (10) : 1413 - 1419
  • [19] Synthesis, antioxidant activities and urease inhibition of some new 1,2,4-triazole and 1,3,4-thiadiazole derivatives
    Khan, Imtiaz
    Ali, Sajid
    Hameed, Shahid
    Rama, Nasim Hasan
    Hussain, Muhammad Tahir
    Wadood, Abdul
    Uddin, Reaz
    Ul-Haq, Zaheer
    Khan, Ajmal
    Ali, Sajjad
    Choudhary, M. Iqbal
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2010, 45 (11) : 5200 - 5207
  • [20] Synthesis and antibacterial activity of substituted thiosemicarbazides and of 1,3,4-thiadiazole or 1,2,4-triazole derivatives
    Spalinska, K
    Foks, H
    Kedzia, A
    Wierzbowska, M
    Kwapisz, E
    Gebska, A
    Ziólkowska-Klinkosz, M
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2006, 181 (03) : 609 - 625