Crystal structure and molecular docking studies of benzo[8]annulenes as potential inhibitors against Mycobacterium tuberculosis
Year: 2016
Type: article
Abstract: Tuberculosis is a disease caused by Mycobacterium tuberculosis.The bacterial cell wall has a characteristic low permeability, which essentially makes antibiotics ineffective.The cell wall material must be regulated so that its deposition does not compromise its structure.In this study, two new inhibitors, 2-amino-4-(4cholorophenyl)-5,6,7,8,9,10-hexahydrobenzo [8] annulene-1,3,3(4H)-tricarbonitrile(Ia) and 2-amino-4-(4bromophenyl)-5,6,7,8,9,10-hexahydrobenzo[8] annulene-1,3,3(4H)-tricarbonitrile(Ib) were synthesized.The crystal structures of the above compounds were determined by single crystal X-ray diffraction.The compounds C 21 H 19 Cl N 3 (Ia) and C 21 H 19 Br N 3 (Ib) were crystallized in the monoclinic and triclinic system.In both compounds, the cyclohexane ring was found to adopt a boat conformation.The cyclooctane ring of both compounds adopted a twisted chair-chair conformation.In silico analyses revealed that both compounds showed good anti-mycobacterial activities against the enoyl-acyl carrier enzyme and the N-acetyl -gamma protein, both of which are critical for bacterial survival.Synthesis, structure determination, conformation, intra, inter-molecular interactions and docking studies of both compounds are presented herein.
Institutions: The Madura College, Madurai Kamaraj University
Language: English
Subfield: Inorganic Chemistry
Field: Chemistry
Domain: Physical Sciences
Open Access status: green
Funder: University Grants Commission
Award: G3571351448
OpenAlex ID: W2484076161