Synthesis of some new urea and thiourea derivatives and evaluation of their antimicrobial activities

被引:28
|
作者
Gulkok, Yildiz [2 ]
Bicer, Tuba [2 ]
Onurdag, Fatma Kaynak [3 ]
Ozgen, Selda [3 ]
Sahin, Mustafa Fethi [1 ]
Dogruer, Deniz Songul [1 ]
机构
[1] Gazi Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06330 Ankara, Turkey
[2] Deva Ilac, Cerkezkoy, Tekirdag, Turkey
[3] Gazi Univ, Fac Pharm, Dept Microbiol, TR-06330 Ankara, Turkey
关键词
Urea; thiourea; 2(3H)-benzoxazolone; antimicrobial activity; BIOLOGICAL EVALUATION; 2(3H)-BENZOXAZOLONE; RESISTANCE; INHIBITORS; POTENT; HIV;
D O I
10.3906/kim-1106-54
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In the present study, 18 new compounds were synthesized, 9 of which were urea (9a-e, 10a-d) while the others were thiourea (11a-e, 12a-d) derivatives. These derivatives were prepared by the reaction of 6-amino-5-nonsubstituted/chloro-3-methyl-2(3H)-benzoxazolones used as key intermediates with the appropriate isocyanates and isothiocyanates. The chemical structures of new compounds were confirmed by H-1-NMR, mass, and elemental analysis. The synthesized compounds were screened for their antibacterial and antifungal activities against some pathogenic strains. Compounds 9a, 9b, 9e, 10a, and 10c, urea derivatives, and compounds 12a and 12d, thiourea derivatives, exhibited a relatively good inhibitory profile against E. coli, with a MIC value of 32 mu g/mL when compared with the other target compounds.
引用
收藏
页码:279 / 291
页数:13
相关论文
共 50 条
  • [31] Synthesis and evaluation of urea and thiourea derivatives of oxazolidinones as antibacterial agents
    Aaramadaka, Sunil Kumar Reddy
    Guha, Mrinal Kanthi
    Prabhu, Ganesh
    Kini, Suvarna Ganesh.
    Vijayan, Magesh
    [J]. CHEMICAL & PHARMACEUTICAL BULLETIN, 2007, 55 (02) : 236 - 240
  • [32] Synthesis and biological evaluation of novel urea and thiourea derivatives of valaciclovir
    Katla, Venkata Ramana
    Syed, Rasheed
    Golla, Madhava
    Shaik, Adam
    Chamarthi, Naga Raju
    [J]. JOURNAL OF THE SERBIAN CHEMICAL SOCIETY, 2014, 79 (03) : 283 - 289
  • [33] Synthesis, antitubercular and antimicrobial activities of some new pyrazoline and isoxazole derivatives
    Vyas, D. H.
    Tala, S. D.
    Dhaduk, M. F.
    Akbari, J. D.
    Joshi, H. S.
    [J]. JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 2007, 84 (11) : 1140 - 1144
  • [34] Synthesis of some new thioxoquinazolinone derivatives and a study on their anticonvulsant and antimicrobial activities
    Rajasekaran, A.
    Rajamanickam, V.
    Darlinquine, S.
    [J]. EUROPEAN REVIEW FOR MEDICAL AND PHARMACOLOGICAL SCIENCES, 2013, 17 (01) : 95 - 104
  • [35] Urea and Thiourea Derivatives in the Synthesis of Hexaoxaazadispiroalkanecarboxamides
    N. N. Makhmudiyarova
    I. R. Ishmukhametova
    [J]. Russian Journal of Organic Chemistry, 2022, 58 : 1959 - 1962
  • [36] Urea and Thiourea Derivatives in the Synthesis of Hexaoxaazadispiroalkanecarboxamides
    Makhmudiyarova, N. N.
    Ishmukhametova, I. R.
    [J]. RUSSIAN JOURNAL OF ORGANIC CHEMISTRY, 2022, 58 (12) : 1959 - 1962
  • [37] STUDIES ON SYNTHESIS AND ANTIMICROBIAL EVALUATION OF SOME NEW THIOPHENOL DERIVATIVES
    BHATT, KN
    DAVE, AM
    DESAI, NC
    UNDAVIA, NK
    TRIVEDI, PB
    [J]. JOURNAL OF THE INDIAN CHEMICAL SOCIETY, 1992, 69 (11) : 785 - 787
  • [38] Synthesis and antimicrobial activity evaluation of some new adamantane derivatives
    Çalis, Ü
    Yarim, M
    Köksal, M
    Özalp, M
    [J]. ARZNEIMITTELFORSCHUNG-DRUG RESEARCH, 2002, 52 (10): : 778 - 781
  • [39] Synthesis and antimicrobial evaluation of some new substituted purine derivatives
    Tuncbilek, Meral
    Ates-Alagoz, Zeynep
    Altanlar, Nurten
    Karayel, Arzu
    Ozbey, Suheyla
    [J]. BIOORGANIC & MEDICINAL CHEMISTRY, 2009, 17 (04) : 1693 - 1700
  • [40] Synthesis, computational and antimicrobial evaluation of some new pyridine derivatives
    Alsoliemy, Amerah
    [J]. ARCHIV DER PHARMAZIE, 2023, 356 (03)