NDLI: Synthesis of novel sulfonamide azoles via C–N cleavage of sulfonamides by azole ring and relational antimicrobial study

Content Provider	Royal Society of Chemistry (RSC)
Author	Zhang, Hui-Zhen Zhou, Cheng-He Jeyakkumar, Ponmani Kumar, Kannekanti Vijaya
Copyright Year	2015
Abstract	A series of novel sulfonamide azoles were synthesized via C–N cleavage of sulfonamides by an azole ring. This type of reaction could be performed smoothly in DMF and some influential factors including temperature, solvent and reaction time to this reaction were also investigated. The antimicrobial results revealed that sulfonamide 9d bearing a 2-methyl-5-nitroimidazole moiety gave the best anti-P. aeruginosa efficiency in this series and was equivalent to chloromycin (MIC = 16 μg mL−1). The combination of sulfonamide azole 9d with chloromycin, norfloxacin, or fluconazole gave significant synergistic effects. Further research showed that compound 9d could effectively intercalate into calf thymus DNA to form the 9d–DNA complex, which might block DNA replication to exert its powerful antimicrobial activity. The transportation behavior of this compound using human serum albumin (HSA) demonstrated that the electrostatic interactions played major roles in the strong association of compound 9d with HSA.
Starting Page	5776
Ending Page	5796
Page Count	21
File Format	HTM / HTML PDF
ISSN	11440546
Volume Number	39
Issue Number	7
Journal	New Journal of Chemistry
DOI	10.1039/c4nj01932f
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Open
Subject Keyword	Human serum albumin Azole DNA replication Sulfonamide Antibiotics Fluconazole DNA HSA Norfloxacin Solvent Nitroimidazole Thymus
Content Type	Text
Resource Type	Article
Subject	Chemistry Materials Chemistry Catalysis

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