Synthesis and antibacterial activity of the 4-quinolone-3-carboxylic acid derivatives having a trifluoromethyl group as a novel N-1 substituent.
نویسندگان
چکیده
Novel 1-trifluoromethyl-4-quinolone derivatives (8a,b) were synthesized, and the antibacterial activity of each was evaluated. An oxidative desulfurization-fluorination reaction was employed to introduce a trifluoromethyl group at the N-1 position as a key step. Among the derivatives, 8a was found to exhibit antibacterial activity comparable to that of norfloxacin (1) against Staphylococcus aureus Smith, Streptococcus pneumoniae IID1210, and Escherichia coli NIHJ JC-2.
منابع مشابه
Synthesis and antibacterial activity of 1-(2-fluorovinyl)-7-substituted-4-quinolone-3-carboxylic acid derivatives, conformationally restricted analogues of fleroxacin.
The novel 1-(2-fluorovinyl)-4-quinolone-3-carboxylic acid derivatives Z-15a-c, E-15a-c, Z-16a-c, and E-16a-c, conformationally restricted analogues of fleroxacin (5), were synthesized, and their in vitro antibacterial activity was evaluated. A dehydrosulfenylation of a 2-fluoro-2-[(4-methoxyphenyl)sulfinyl]ethyl group was employed as a key step for the construction of a 2-fluorovinyl group at t...
متن کاملSynthesis of new piperazinyl quinolones and investigation of their in vitro antibacterial activities
Quinolone antibacterial agents are currently used for the treatment of various bacterial infections. The nature of functional group at the 7 position of the quinolone ring system is known to have strong influence on the spectrum and extent of in vitro antibacterial activity. Accordingly, a series of N-L2- oxo-2-(2- furyl) and N-[2- oxyimino (2- furyl) ethyl] piperazinyl quinolone derivatives...
متن کاملEvaluation of antibacterial activity of new N-piperazinyl quinolone derivatives with 1,3,4.thiadiazole group
quinolones are broad-spectrum antibacterial agents.they have many clinical uses which are increasing.quinolones exert antibacterial activity primarily by inhibiting bacterial DNA gyrase.the inhibition of DNA gyrase by the quinolones are greatly influenced by the nature of the C-7 substituent on the quinolones molecule.substitution of bulky functional groupd is also possible in C-7 position.furt...
متن کاملSynthesis and Biological Evaluation of Novel Quinoline Derivatives as Antibacterial and Antifungal Agents
Vilsmeier Several diamide derivatives containing 2-chloroquinoline scaffolds were synthesized via Ugi reaction of 2-chloroquinoline-3-carboxaldehydes, amines, carboxylic acids and isocyanides. The diversity of these quinolinyl Ugi-adducts was increased by using 2-chloroquinoline-3-carboxylic acids as a source of acid. Among them, compounds 2d, 2n, 2p, 4a, 4c and<strong...
متن کاملSynthesis and Antimicrobial Activity of some Tetrahydro Quinolone Diones and Pyrano[2,3-d]pyrimidine Derivatives
There has been special interest in the chemistry of quinolone and pyrimidine derivatives due to their diverse biological activities such as anticonvulsant, anti-malarial agents, antibacterial, antiviral, cytostatic, antithelemintic, antigenotoxic, anti-cancer agents. These compounds are also used as targeting delayed-type hypersensivity and anti-convulsant agents. As a part of our research work...
متن کاملذخیره در منابع من
با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید
برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید
ثبت ناماگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید
ورودعنوان ژورنال:
- Journal of medicinal chemistry
دوره 48 9 شماره
صفحات -
تاریخ انتشار 2005