Synthesis, NMR spectral, docking and antimicrobial studies of some 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one tosylhydrazones

• Published in: Journal of molecular structure Vol. 1254; p. 132297
• Main Authors: Sathiya, C., Anand, P. Surendar, Sethukumar, A., Kumar, C. Udhaya, Kumar, T. V. Ajay, Senthan, S., Prakasam, B. Arul
• Format: Journal Article
• Language: English
• Published: Elsevier B.V 15.04.2022
• Subjects: Antimicrobial studies; Docking; NMR; Synthesis; Tosylhydrazones; Docking; NMR; Synthesis; Tosylhydrazones; Antimicrobial studies
• ISSN: 0022-2860; 1872-8014
• DOI: 10.1016/j.molstruc.2021.132297

•A series of xanthen-11-one tosylhydrazones were synthesized.•The synthesized compounds were characterized by IR, 1D and 2D NMR spectra.•Molecular docking study was conducted with the protein 1JIJ.•Compounds were screened for their in vitro antibacterial and antifungal potencies. A new series of 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]xanthen-11-one tosylhydrazones (7-12) have been synthesized from the corresponding 12-aryl-9,9-dimethyl-8,9,10,12-tetrahydrobenzo[a]-xanthen-11-one (1-6) and p-toluenesulfonyl hydrazide by condensation reaction. The structure of the synthesized compounds 7-12 were confirmed by their spectral analysis such as FT-IR, 1H NMR, 13C NMR, HOMOCOSY, HSQC and HMBC. Docking study was conducted to predict the significant interactions of the six compounds with the protein 1JIJ for its antibacterial activity. The docking results provided that the compounds 9 and 12 possess high inhibition constant as well as high binding energy. The synthesized compounds were screened for their in vitro antibacterial and antifungal activity and the observed activity is found to be moderate compared to the standard drugs.