Synthesis and Antimicrobial Evaluation of 2-(p-Substituted Phenyl)-5-[(4-substituted piperazin-1-yl)acetamido]-benzoxazoles

被引:13
|
作者
Arisoy, Mustafa [1 ]
Temiz-Arpaci, Ozlem [1 ]
Kaynak-Onurdag, Fatma [2 ]
Ozgen, Selda [3 ]
机构
[1] Ankara Univ, Fac Pharm, Dept Pharmaceut Chem, TR-06100 Ankara, Turkey
[2] Trakya Univ, Fac Pharm, Dept Pharmaceut Microbiol, TR-22030 Edirne, Turkey
[3] Turkish Drug & Med Device Inst, TR-06520 Ankara, Turkey
关键词
Benzoxazole; Piperazine; Antimicrobial Activity; ANALOGS;
D O I
10.5560/ZNC.2014-0024
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
A series of 2-(p-substituted phenyl)-5-(2-{4-[(p-chloro-fluorophenyl)/phenyl] piperazin-1-yl}-lacetamido)-benzoxazoles were synthesized and tested for their antimicrobial activities. The structures of the new derivatives were elucidated by spectral techniques. The minimum inhibitory concentrations (MIC) of the new benzoxazoles, along with those of previously synthesized analogues, were determined against standard bacterial and fungal strains and drug-resistant isolates, and compared with those of several reference drugs. The new benzoxazole derivatives were found to possess a broad spectrum of antimicrobial activity with MIC values of 32 - 1024 mu g/ml. Although the standard drugs were more active against the tested pathogens, the activities of the new benzoxazoles and the reference drugs were largely similar against the drug-resistant isolates.
引用
收藏
页码:368 / 374
页数:7
相关论文
共 50 条
  • [1] Synthesis and antimicrobial activity of some 5-[2-(morpholin-4-yl)acetamido] and/or 5-[2-(4-substituted piperazin-1-yl)acetamido]2-(p-substituted phenyl)benzoxazoles
    Temiz-Aripaci, Ö
    Özdemir, A
    Yalçin, I
    Yildiz, I
    Aki-Sener, E
    Altanlar, N
    ARCHIV DER PHARMAZIE, 2005, 338 (2-3) : 105 - 111
  • [2] Synthesis and Biological Activity of (2-Substituted-4-methylthiazol-5-yl) (4-substituted piperazin-1-yl) methanone Derivatives
    Mhaske, Pravin C.
    Shelke, Shivaji H.
    Raundal, Hemant N.
    Jadhav, Rahul P.
    JOURNAL OF THE KOREAN CHEMICAL SOCIETY-DAEHAN HWAHAK HOE JEE, 2014, 58 (01): : 62 - 67
  • [3] Design, synthesis, in silico and biological evaluation of novel 2-(4-(4-substituted piperazin-1-yl)benzylidene)hydrazine carboxamides
    Shikha Kumari
    Chandra Bhushan Mishra
    Danish Idrees
    Amresh Prakash
    Rajesh Yadav
    Md. Imtaiyaz Hassan
    Manisha Tiwari
    Molecular Diversity, 2017, 21 : 163 - 174
  • [4] Design, synthesis, in silico and biological evaluation of novel 2-(4-(4-substituted piperazin-1-yl)benzylidene)hydrazine carboxamides
    Kumari, Shikha
    Mishra, Chandra Bhushan
    Idrees, Danish
    Prakash, Amresh
    Yadav, Rajesh
    Hassan, Md. Imtaiyaz
    Tiwari, Manisha
    MOLECULAR DIVERSITY, 2017, 21 (01) : 163 - 174
  • [5] SYNTHESIS AND ANTHELMINTIC ACTIVITY OF 5(6)-(BENZIMIDAZOL-2-YLCARBAMOYL) AND (4-SUBSTITUTED PIPERAZIN-1-YL)BENZIMIDAZOLES
    DUBEY, R
    ABUZAR, S
    SHARMA, S
    CHATTERJEE, RK
    KATIYAR, JC
    JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (11) : 1748 - 1750
  • [6] Synthesis and antimicrobial activity of some novel N-[2-substitutedbenzoxazol-5-yl]-2-[4-substituted- piperazin-1-yl]acetamides
    Arisoy, Mustafa
    Temiz-Arpaci, Ozlem
    Kaynak-Onurdag, Fatma
    Yildiz, Ilkay
    Aki-Sener, Esin
    Yalcin, Ismail
    Abbasoglu, Ufuk
    DRUGS OF THE FUTURE, 2007, 32 : 127 - 128
  • [7] Synthesis of 5-(4-substituted phenyl)-2-phenyl oxazoles
    Kamat, V. D.
    Mandhare, P. N.
    INDIAN JOURNAL OF HETEROCYCLIC CHEMISTRY, 2008, 17 (04) : 369 - 370
  • [8] Design, synthesis, pharmacological evaluation and computational studies of 1-(biphenyl-4-yl)-2-[4-(substituted phenyl)-piperazin-1-yl] ethanones as potential antipsychotics
    Bhosale, Sharad H.
    Kanhed, Ashish M.
    Dash, Radha Charan
    Suryawanshi, Mugdha R.
    Mahadik, Kr.
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2014, 74 : 358 - 365
  • [9] Synthesis and antimicrobial activity of new 2-[p-substituted-benzyl]-5-[substituted-carbonyl-amino]benzoxazoles
    Yildiz-Oren, I
    Tekiner-Gulbas, B
    Yalcin, I
    Temiz-Arpaci, O
    Aki-Sener, E
    Altanlar, N
    ARCHIV DER PHARMAZIE, 2004, 337 (07) : 402 - 410
  • [10] Synthesis and in vitro antimicrobial activity of new 2-[p-substituted-benzyl]-5-[substituted-carbonylamino]benzoxazoles
    Tekiner-Gulbas, Betul
    Temiz-Arpaci, Ozlem
    Yildiz, Ilkay
    Altanlar, Nurten
    EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 2007, 42 (10) : 1293 - 1299