Synthesis and biological evaluation of theophylline acetohydrazide hydrazone derivatives as antituberculosis agents. Issue 8 (27th March 2020)

• Record Type: Journal Article
• Authors: Gopinatha, Vindya K.; Dukanya, ; Mantelingu, Kempegowda; Rangappa, Kanchugarakoppal S.
• Is Part Of: Journal of the Chinese Chemical Society. Volume 67:Issue 8(2020)
• Page Start: 1453
• Page End: 1461
• Publication Date: 2020-03-27
• Subjects: ADME -- molecular docking -- theophylline -- tuberculosis; Chemistry -- Periodicals; Electronic journals; 540.5
• DOI: 10.1002/jccs.201900558
• Languages: English
• ISSNs: 0009-4536

Abstract

Abstract: A series of small molecules, theophylline acetohydrazide hydrazone derivatives were obtained via condensation of theophylline‐7‐acetohydrazide with different aromatic/heterocyclic aldehydes. The compounds were synthesized and characterized by using conventional methods. Further, the compounds and standard drugs were evaluated against Mycobacterium tuberculosis H37Rv strain, the activity obtained was varying depending on the functional group attached to theophylline acetohydrazide hydrazone compounds. Among these, Br‐substituted compounds showed more potent against M. tuberculosis with MIC 3.6–4 μM and better than the reference drugs used. The molecular docking studies have shown the possible binding modes of the compounds with protein (PDB ID: 4RHX); the compound 4h has shown highest glide score and binding energy. For all compounds, ADME properties were predicted. Abstract : A series of theophylline acetohydrazide hydrazone derivatives were synthesized and evaluated against Mycobacterium tuberculosis H37Rv strain, the compounds 4g, 4h, 4i, 4j, 4k, and 4l have shown better inhibitory activity with MIC 3.6–4 μM when compared to reference drugs used. The compound 4h showed highest glide score and binding interaction with protein 4RHX.