Synthesis and Antimicrobial Activity of Novel Benzoxazoles

Abstract

A series of 2-(p-substituted-benzyl)-5-[[4-(p-chloro/fluoro-phenyl)piperazin-1-yl]ace tamido] -benzoxazoles were synthesized in need of new compounds for the fight against microbial pathogens. Their structures were elucidated by spectral techniques. These new derivatives, along with previously synthesized 2-(p-substituted-benzyl)-5-substituted-benzoxazoles, were evaluated for their antibacterial and antifungal activities against standard strains and drugresistant isolates in comparison with ampicillin, gentamicin sulfate, ofloxacin, vancomycin, fluconazole, and amphotericin B trihydrate. The minimum inhibitory concentration (MIC) of each compound was determined by a two-fold serial dilution technique. The compounds were found to possess a broad spectrum of antimicrobial activities with MIC values of 32 - 256 μg/ml. Although standard drugs were more active against the pathogenes employed in this study, the activities of the new benzoxazoles and reference drugs against drug-resistant isolates of the microorganisms were largely similar

Importance of Fluorine in Benzazole Compounds

“…In addition, benzoxazole derivatives possess a variety of biological activities such as antitumor [ 112 , 113 , 114 , 115 ], antituberculosis [ 116 ], antifungal [ 117 ], antimicrobial [ 118 , 119 , 120 , 121 , 122 , 123 ], antihypertension [ 124 ], antiviral [ 97 , 125 ], antihormonal [ 126 ], and radioligand agents [ 127 , 128 , 129 ]. Because of the aforementioned properties of both fluorine and benzazoles, efforts have been done by Nosova et al to summarize several methods of synthesizing fluorinated benzazoles [ 130 ].…”

Benzoxazole Derivatives as Promising Antitubercular Agents

“…Recently, Temiz‐Arpaci group published two articles describing a series of 2‐phenyl/benzyl substituted benzoxazoles with potent antimicrobial activity ,. Firstly, they described the synthesis of series of benzyl substituted benzoxazoles 5 and their antitubercular activity against MTB and its isolate (Table ) . Further, authors suggested that a [4‐( p‐ chloro/fluoro‐phenyl)piperazin‐1‐yl]acetamido moiety in position 5 might permit an easier penetration through the lipophilic mycobacterial cell wall.…”

Novel Benzoxazoles: Synthesis and Antibacterial, Antifungal, and Antitubercular Activity against Antibiotic-Resistant and -Sensitive Microbes

“…In recent years, we have described the synthesis of various derivatives of some 2,5-disubstituted benzoxazoles and their in vitro antimicrobial activity against some Gram-positive and Gram-negative bacteria and the fungus Candida albicans (Temiz-Arpaci et al, 2002a, b, 2008Alper-Hayta et al, 2008;Arisoy et al, 2012). In the present study, we aimed to develop new effective antitubercular and antimicrobial agents possessing benzoxazole nuclei in their structure.…”