Synthesis, In Vitro and In Silico Antibacterial Evaluation of 4,5-Dihydro-1H-Indazoles

Khan R., Shah F., Salman M., Khan Z., Tavman A.

CHEMISTRYSELECT, vol.2, no.29, pp.9364-9368, 2017 (SCI-Expanded) identifier identifier

  • Publication Type: Article / Article
  • Volume: 2 Issue: 29
  • Publication Date: 2017
  • Doi Number: 10.1002/slct.201701244
  • Journal Name: CHEMISTRYSELECT
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.9364-9368
  • Istanbul University Affiliated: No

Abstract

Synthesis and evaluation of in-vitro and in-silico anti-bacterial potential of a series of 4, 5-dihydro-1H-indazoles is reported here. The synthesis of the target 4,5-dihydro-1H-indazoles was accomplished by reacting 1,5-diaryl,4-acetyl cyclohexen-3-one with hydrazine hydrate and selected hydrazides. All the synthesized compounds were evaluated for their anti-bacterial potential against Escherichia coli, Proteus vulgaris, Staphylococcus aureus and Salmonella typhimurium. Among the synthesized indazoles, N,N-dimethyl-4-(3-methyl-6-phenyl-4,5-dihydro-1H-indazol-4-yl)aniline and 3-methyl-4-(3-nitrophenyl)-1,6-diphenyl-4,5-dihydro-1H-indazole exhibited highest antimicrobial activity against Salmonella typhimurium i.e. MIC50 = 3.85 and 4.12 mg/ml respectively. Docking studies were also carried out to provide an insight into binding interaction with the active site of respective enzyme.