SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF SOME 5-AMINO-2-MERCAPTO-1,3,4-THIADIAZOLE DERIVATIVES THIOETERS AND SCHIFF BASES

被引:0
|
作者
Rad, Oana [1 ]
Tibor, Rozsa [1 ]
Duma, Mihaela [2 ]
Vlase, Laurian [3 ]
Pirnau, Adrian [4 ]
Tiperciuc, Brindusa [1 ]
Ionut, Ioana [1 ]
Oniga, Ovidiu [1 ]
机构
[1] Iuliu Hatieganu Univ Med & Pharm, Dept Pharmaceut Chem, 41 Victor Babes St, Cluj Napoca 400012, Romania
[2] State Vet Lab Anim Hlth & Food Safety, Cluj Napoca 400572, Romania
[3] Iuliu Hatieganu Univ Med & Pharm, Dept Pharmaceut Technol & Biopharmaceut, Fac Pharm, 41 Victor Babes St, Cluj Napoca 400012, Romania
[4] Natl Inst Res & Dev Isotop & Mol Technol, 1 Donath St, Cluj Napoca, Romania
来源
关键词
1,3,4-thiadiazole; antibacterial activity; antifungal activity; BIOLOGICAL EVALUATION; HETEROCYCLES;
D O I
暂无
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Starting from 5-amino-2-mercapto-1,3,4-thiadiazole, 23 compounds, Schiff bases and S-mercapto-substituted derivatives, were synthesized. Their structural elucidation was based on elemental analysis, mass spectrometry and proton nuclear magnetic resonance spectroscopy (H-1 NMR). The screening of the antimicrobial activity of the title compounds was realized using the diffusimetric method against several strains of Gram-positive and Gram-negative bacteria and one fungal strain (Candida albicans). Some of the molecules showed moderate to good antibacterial activity against Gramnegative (S. typhimurium, E. coli) and better activity against Gram-positive (B. cereus, L. monocytogenes, S. aureus) bacterial strains. All compounds exhibited moderate to very good activity against C. albicans. Qualitative relationships (SAR) were also established between the chemical structures and the antimicrobial activity of these compounds.
引用
收藏
页码:17 / 32
页数:16
相关论文
共 50 条
  • [1] Synthesis of 2-amino-5-mercapto-1,3,4-thiadiazole derivatives
    Li, Wen-You
    Song, Yong
    Chen, Hong-Bo
    Yang, Wen-Long
    HETEROCYCLIC COMMUNICATIONS, 2014, 20 (01) : 33 - 36
  • [2] 1,3,4-thiadiazole derivatives .5. Heteropolynuclear complexes of 2-amino-5-mercapto-1,3,4-thiadiazole
    Brezeanu, M
    Olar, R
    Meghea, A
    Stanica, N
    Supuran, CT
    REVUE ROUMAINE DE CHIMIE, 1996, 41 (1-2) : 103 - 107
  • [3] QSAR analysis of some 5-amino-2-mercapto-1,3,4-thiadiazole based inhibitors of matrix metalloproteinases and bacterial collagenase
    Jamloki, Ashutosh
    Karthikeyan, C.
    Moorthy, N. S. Hari Narayana
    Trivedi, P.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (14) : 3847 - 3854
  • [4] Synthesis and Antimicrobial Activity of Some New 1,3,4-Thiadiazole Derivatives
    Farghaly, Thoraya A.
    Abdallah, Magda A.
    Aziz, Mohamed R. Abdel
    MOLECULES, 2012, 17 (12) : 14625 - 14636
  • [5] Synthesis of metallic azoderivatives of 2-amino-5-mercapto-1,3,4-thiadiazole
    Ortega-Luoni, Pedro
    Vera, Leonel
    Astudillo, Claudio
    Guzman, Miguel
    Ortega-Lopez, Pedro
    JOURNAL OF THE CHILEAN CHEMICAL SOCIETY, 2007, 52 (01): : 1120 - 1122
  • [6] Electrochemical polymerized 5-amino-2-mercapto-1,3,4-thiadiazole modified single use sensors for detection of quercetin
    Muti, Mihrican
    Gencdag, Kubra
    Nacak, Fatma Merve
    Aslan, Alican
    COLLOIDS AND SURFACES B-BIOINTERFACES, 2013, 106 : 181 - 186
  • [7] Synthesis and Antimicrobial Evaluation of Some 1,3,4-Thiadiazole Derivatives
    Shashikant, Pattan R.
    Desai, N. S.
    Rabara, P. A.
    Bukitgar, A. A.
    Wakale, V. S.
    INDIAN JOURNAL OF PHARMACEUTICAL EDUCATION AND RESEARCH, 2008, 42 (04) : 314 - 318
  • [8] Synthesis and antibacterial activity of several nonvel schiff bases bearing acetylferrocenyl and 2-amino-5-substituted-1,3,4-thiadiazole
    Liu, Yuting
    Chen, Shu
    Yin, Dawei
    ADVANCES IN CHEMICAL ENGINEERING, PTS 1-3, 2012, 396-398 : 1067 - 1070
  • [9] Synthesis, spectral and antimicrobial studies of bis(cyclopentadienyl)titanium(IV) derivatives with Schiff bases derived from 2-amino-5-phenyl-1,3,4-thiadiazole
    Srivastava, AK
    Pandey, OP
    Sengupta, SK
    BIOINORGANIC CHEMISTRY AND APPLICATIONS, 2005, 3 (3-4) : 289 - 297
  • [10] Protease inhibitors: Synthesis of matrix metalloproteinase and bacterial collagenase inhibitors incorporating 5-amino-2-mercapto-1,3,4-thiadiazole zinc binding functions
    Scozzafava, A
    Supuran, CT
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2002, 12 (19) : 2667 - 2672