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Relevant academic research and scientific papers

β-LACTAM COMPOUNDS, THEIR PREPARATION AND USE AS ANTIBACTERIAL AGENTS

Provided are β-lactam compounds of formula (I), their preparation and use as antibiotic agents for the treatment of bacterial infections: Wherein X, W, R 1, R 2 and R 3 are defined herein.

Synthesis and Antibacterial Activities of Amidine Substituted Monocyclic β-Lactams

Background: Mononcyclic β-lactams are regarded as the most resistant class of β-lactams against a series of β-lactamases, although they possess limited antibacterial activity. Aztreonam, being the first clinically approved monobactam, needs broad-spectrum efficacy through structural modification. Objective: We strive to synthesize a number of monocyclic β-lactams by varying the substituents at N1, C3, and C4 positions of azetidinone ring and study the antimicrobial effect on variable bacterial strains. Methods: Seven new monobactam derivatives 23a-g, containing substituted-amidine moieties linked to the azetidinone ring via thiazole linker, were synthesized through multistep synthesis. The final compounds were investigated for their in vitro antibacterial activities using the broth microdilution method against ten bacterial strains of clinical interest. The minimum inhibitory concentrations (MICs) of newly synthesized derivatives were compared with aztreonam, ceftazidime, and mero-penem, existing clinical antibiotics. Results: All compounds 23a-g showed higher antibacterial activities (MIC 0.25 μg/mL to 64 μg/mL) against tested strains as compared to aztreonam (MIC 16 μg/mL to >64 μg/mL) and ceftazidime (MIC >64 μg/mL). However, all compounds, except 23d, exhibited lower antibacterial activity against all tested bacterial strains compared to meropenem. Conclusion: Compound 23d showed comparable or improved antibacterial activity (MIC 0.25 μg/mL to 2 μg/mL) to meropenem (MIC 1 μg/mL to 2 μg/mL) in the case of seven bacterial species. Therefore, compound 23d may be a valuable lead target for further investigations against multi-drug resistant Gram-negative bacteria.

Cephalosporin drug intermediate and synthesis method thereof

The invention provides a cephalosporin drug intermediate and a synthesis method thereof, and belongs to the technical field of medicine synthesis. The synthesis method comprises the following steps: d) reacting a compound with a structure as shown in a formula (IV) with stannic oxide to obtain a compound with a structure as shown in a formula (V-1); and e) reacting the compound with the structureas shown in the formula (V-1) with sodium hydroxide to obtain a compound with a structure as shown in a formula (V-2); and according to the synthetic method of the cephalosporin drug intermediate provided by the invention, the obtained cephalosporin drug intermediate can be used as a cephalosporin antibiotic intermediate for preparing cephalosporin antibiotics. The method has the advantages of wide raw material sources, reasonable reaction route, mild reaction conditions and high product yield, and is suitable for large-scale production.