Synthesis and antibacterial activity of novel 1,3-diphenyl-1H-pyrazoles functionalized with phenylalanine-derived rhodanines

Chang-Ji Zheng; Li-Li Xu; Liang-Peng Sun; Jing Miao; Hu-Ri Piao

doi:10.1016/j.ejmech.2012.10.012

Synthesis and antibacterial activity of novel 1,3-diphenyl-1H-pyrazoles functionalized with phenylalanine-derived rhodanines

Eur J Med Chem. 2012 Dec:58:112-6. doi: 10.1016/j.ejmech.2012.10.012. Epub 2012 Oct 18.

Authors

Chang-Ji Zheng¹, Li-Li Xu, Liang-Peng Sun, Jing Miao, Hu-Ri Piao

Affiliation

¹ Key Laboratory of Natural Resources and Functional Molecules of the Changbai Mountain, Affiliated Ministry of Education, Yanbian University College of Pharmacy, Jilin Province, Yanji 133002, PR China.

PMID: 23123727
DOI: 10.1016/j.ejmech.2012.10.012

Abstract

In the present study, a series of novel 1,3-diphenyl-1H-pyrazoles functionalized with phenylalanine-derived rhodanine derivatives were synthesized and evaluated for their antibacterial activity. Compounds 4, 6, 9, 10, 12 and 15 exhibited stronger activity than the standard drugs, norfloxacin and oxacillin, with MIC values of 1 μg/mL against methicillin-resistant Staphylococcus aureus and quinolone-resistant S. aureus. None of the compounds showed any activity against Gram-negative bacteria.

Publication types

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

MeSH terms

Anti-Bacterial Agents / chemical synthesis
Anti-Bacterial Agents / chemistry
Anti-Bacterial Agents / pharmacology*
Dose-Response Relationship, Drug
Microbial Sensitivity Tests
Molecular Structure
Phenylalanine / chemistry*
Pyrazoles / chemical synthesis
Pyrazoles / chemistry
Pyrazoles / pharmacology*
Rhodanine / chemical synthesis
Rhodanine / chemistry
Rhodanine / pharmacology*
Staphylococcus aureus / drug effects*
Structure-Activity Relationship

Substances

Anti-Bacterial Agents
Pyrazoles
Phenylalanine
Rhodanine