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
  • [31] Synthesis, antifungal and antibacterial evaluation of trifluoromethylpyrimidine derivatives containing 1,3,4-thiadiazole and 1,2,4-triazole thioether moieties
    An, Jian-Song
    Hu, Shu-Hui
    Chen, Hai-Jiang
    Fei, Qiang
    Wu, Wen-Neng
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2025,
  • [32] Synthesis and Biological Evaluation of some Novel 2-Mercaptobenzothiazoles Carrying 1,3,4-Oxadiazole, 1,3,4-Thiadiazole and 1,2,4-Triazole Moieties
    Azam, M. Afzal
    Suresh, Bhojraj
    Kalsi, Sandip S.
    Antony, A. Shinesh
    SOUTH AFRICAN JOURNAL OF CHEMISTRY-SUID-AFRIKAANSE TYDSKRIF VIR CHEMIE, 2010, 63 : 114 - 122
  • [33] Synthesis and Biological Evaluation of Benzoxazolone-Thiosemicarbazide, 1,2,4-Triazole, 1,3,4-Thiadiazole Derivatives as Cholinesterase Inhibitors
    Aslan, Ebru Kocak
    Saglik, Begum Nurpelin
    Ozkay, Yusuf
    Palaska, Erhan
    CHEMISTRYSELECT, 2023, 8 (35):
  • [34] SYNTHESIS OF 1,2,4-TRIAZOLE AND 1,3,4-THIADIAZOLE DERIVATIVES FROM METHYL 2-METHYLDITHIOCARBAZATE AND HETEROCUMULENES
    MOLINA, P
    TARRAGA, A
    ESPINOSA, A
    SYNTHESIS-STUTTGART, 1989, (12): : 923 - 929
  • [35] 1,3,4-Oxadiazole, 1,3,4-thiadiazole and 1,2,4-triazole derivatives as potential antibacterial agents
    Othman, Adil A.
    Kihel, Mebrouk
    Amara, Sarah
    ARABIAN JOURNAL OF CHEMISTRY, 2019, 12 (07) : 1660 - 1675
  • [36] SYNTHESIS OF 1,3,4-THIADIAZOLE AND 1,2,4-TRIAZOLE ACYCLO C-NUCLEOSIDES
    SHABAN, MAE
    NASR, AZ
    TAHA, MAM
    JOURNAL OF CARBOHYDRATE CHEMISTRY, 1995, 14 (07) : 985 - 994
  • [37] Synthesis and antibacterial activities of 1,3,4-thiadiazole, 1,3,4-oxadiazole and 1,2,4-triazole derivatives of 5-methylisoxazole
    Hui, XP
    Zhang, LM
    Zhang, ZY
    Wang, Q
    Wang, F
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1999, 38 (09): : 1066 - 1069
  • [38] Utility of thiophene-2-carbonyl isothiocyanate as a precursor for the synthesis of 1,2,4-triazole, 1,3,4-oxadiazole and 1,3,4-thiadiazole derivatives with evaluation of their antitumor and antimicrobial activities
    Nassar, Ibrahim F.
    Att-Allah, Saad R.
    Hemdan, Magdy M.
    PHOSPHORUS SULFUR AND SILICON AND THE RELATED ELEMENTS, 2018, 193 (10) : 630 - 636
  • [39] SYNTHESIS OF PYRAZOLE DERIVATIVES - 1,3,4-THIADIAZOLE AND 1,2,4-TRIAZOLE BY CONDENSATION OF 1,3-DIOXO COMPOUNDS WITH THE DERIVATIVES OF THIOSEMICARBAZIDE
    ZELENIN, KN
    SOLOD, OV
    ALEKSEEV, VV
    PEHK, TI
    KUZNETSOVA, OB
    TERENTEV, PV
    KALANDARISHVILI, AG
    KHIMIYA GETEROTSIKLICHESKIKH SOEDINENII, 1990, (09): : 1260 - 1270
  • [40] Synthesis and biological evaluation of some new 1,3,4-thiadiazole and 1,2,4-triazole derivatives from L-methionine as antituberculosis and antiviral agents
    Tatar, Esra
    Kucukguzel, S. Guniz
    Karakus, Sevgi
    De Clercq, Erik
    Andrei, Graciela
    Snoeck, Robert
    Pannecouque, Christophe
    Oktem Okullu, Sinem
    Unubol, Nihal
    Kocagoz, Tanil
    Kalayci, Sadik
    Sahin, Fikrettin
    Kucukguzel, Ilkay
    MARMARA PHARMACEUTICAL JOURNAL, 2015, 19 (02) : 88 - 102