Naslov
Molecular structures of new ciprofloxacin derivatives

Autori
Banić-Tomišić, Zrinka ; Kujundžić, Nedjeljko ; Bukvić Krajačić, Mirjana ; Višnjevac, Aleksandar ; Kojić-Prodić, Biserka

Izvornik
Journal of Molecular Structure (0022-2860) 611 (2002); 73-81

Vrsta, podvrsta i kategorija rada
Radovi u časopisima, članak, znanstveni

Ključne riječi
Fluoro-quinolones; Synthesis; Antimicrobial activity X-ray structure; Hydrogen bonds; C-H…F intramolecular interaction

Sažetak
Two new ciprofloxacin derivatives from the fluoroquinolone family, 7-chloro-1-cyclopropyl-6-fluoro-1, 4-dihydro-4-oxo-quinoline-3-methylcarbamate and 5-cyclopropyl-7-(4-ethyl-1-piperazine-1-yl)-8-fluoro-2, 5-dihydro-pyrazolo[4, 3-c]quinolin-3-on, were synthesized, tested for antibacterial activity, crystallised and their molecular and crystal structures determined. In vitro tests revealed their lower activity than for ciprofloxacin. Characteristic structural features of these compounds are comparable to data for other known fluoroquinolones. Bicyclic quinoline ring is planar in both compounds ; carbamate side chain and five-membered pyrazolo ring are almost coplanar with it. A piperazinyl ring exhibits a chair conformation. Pyrazolo derivative crystallises as solvate with 1.5 water molecules per a quinolone molecule. In the crystal structure of the pyrazolo derivative donor and acceptor funcionalities form hydrogen bonded dimers that are connected into an infinite pattern using hydrogen bonds through water molecules.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA