Synthesis, structure and antibacterial activity of potent DNA gyrase inhibitors: N'-benzoyl-3-(4-bromophenyl)-1H-pyrazole-5-carbohydrazide derivatives

Juan Sun; Peng-Cheng Lv; Yong Yin; Rong-Ju Yuan; Jian Ma; Hai-Liang Zhu

doi:10.1371/journal.pone.0069751

Synthesis, structure and antibacterial activity of potent DNA gyrase inhibitors: N'-benzoyl-3-(4-bromophenyl)-1H-pyrazole-5-carbohydrazide derivatives

PLoS One. 2013 Jul 29;8(7):e69751. doi: 10.1371/journal.pone.0069751. Print 2013.

Authors

Juan Sun¹, Peng-Cheng Lv, Yong Yin, Rong-Ju Yuan, Jian Ma, Hai-Liang Zhu

Affiliation

¹ State Key Laboratory of Pharmaceutical Biotechnology, Nanjing University, Nanjing, China.

Abstract

A total of 19 novel (3a-3s) N'-benzoyl-3-(4-bromophenyl)-1H-pyrazole-5-carbohydrazide analogs were designed, synthesized, and evaluated for biological activities as potential DNA gyrase inhibitors. The results showed that compound 3k can strongly inhibit Staphylococcus aureus DNA gyrase and Bacillus subtilis DNA gyrase (with IC50 of 0.15 µg/mL and 0.25 µg/mL, respectively). Structure-activity relationships were also discussed base on the biological and docking simulation results.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Anti-Bacterial Agents / chemical synthesis*
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Hydrazines / chemistry*
Microbial Sensitivity Tests
Structure-Activity Relationship
Topoisomerase II Inhibitors / chemical synthesis*
Topoisomerase II Inhibitors / chemistry
Topoisomerase II Inhibitors / pharmacology*

Substances

Anti-Bacterial Agents
Hydrazines
Topoisomerase II Inhibitors
carbohydrazide

Grants and funding

The work was financed by a grant (No. J1103512) from Natural Science Foundation of China. The funders had no role in study design, data collection and analysis, decision to publish, or preparation of the manuscript.