title: Synthesis and antibacterial activity of N-[5-(chlorobenzylthio)-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives.
abstract: A series of N-[5-(chlorobenzylthio)-1,3,4-thiadiazol-2-yl] piperazinyl quinolone derivatives (4a-I) have been synthesized by reaction of piperazinyl quinolones with 5-chloro-2-(chlorobenzylthio)-1,3,4-thiadiazoles. Their structures were confirmed by elemental analysis, IR and NMR spectra. The antibacterial activities of 4a-I against a variety of Gram-positive and Gram-negative bacteria were determined. Several compounds showed a good antibacterial activity against Gram-positive bacteria among which, compound 4e with a 2-chlorobenzylthio moiety in ciprofloxacin derivative, exhibited high activities against Staphylococcus aureus and Staphylococcus epidermidis (MIC = 0.06 microg/mL). The structure-activity relationship (SAR) study revealed that the position of chlorine atom on benzyl moiety would dramatically affect the antibacterial activities of the synthesized compounds.
authors: Pharmaceutical Sciences Research Center Tehran University of Medical Sciences, Tehran, Iran. aforoumadi@tums.ac.ir
authors: Alireza
authors: A
authors: Foroumadi
authors: Loghman
authors: L
authors: Firoozpour
authors: Saeed
authors: S
authors: Emami
authors: Shahla
authors: S
authors: Mansouri
authors: Abdolrasoul H
authors: AH
authors: Ebrahimabadi
authors: Ali
authors: A
authors: Asadipour
authors: Mohsen
authors: M
authors: Amini
authors: Nosratollah
authors: N
authors: Saeid-Adeli
authors: Abbas
authors: A
authors: Shafiee
mesh_terms: D000900:Anti-Bacterial Agents / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D006090:Gram-Negative Bacteria / Q000187:drug effects; D006094:Gram-Positive Bacteria / Q000187:drug effects; D008826:Microbial Sensitivity Tests; D015394:Molecular Structure; D010879:Piperazines / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D015363:Quinolones / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013830:Thiadiazoles / Q000138:chemical synthesis / Q000737:chemistry / Q000494:pharmacology
chemical_list: D000900:Anti-Bacterial Agents; D010879:Piperazines; D015363:Quinolones; D013830:Thiadiazoles