Chemical Science Transactions | Chem Sci Trans | CST | Online Chemistry Journal | Open Access
Home | Table of Contents | Submit an article | Subscribe | Login | Register

Indexing Metadata

Design and One-Pot Synthesis of (1H, 3H) Imidazo[4,5-b] Pyridines: Novel Therapeutic Agents Against M. Tuberculosis

DUBLINCOREMETADATA ITEM METADATA FOR THIS DOCUMENT
1TitleTitle of DocumentDesign and One-Pot Synthesis of (1H, 3H) Imidazo[4,5-b] Pyridines: Novel Therapeutic Agents Against M. Tuberculosis
2CreatorAuthor's name, affiliation, country SUNIL L. HARER and MANISH S. BHATIA
Department of Pharmaceutical Chemistry, Bharati Vidyapeeth’s College of Pharmacy, Near Chitranagari, Kolhapur-416013, (M.S), India
3SubjectDicipline(s) Chemical Science
3SubjectKeywords Imidazo[4,5-b]pyridine, Lumazine synthase, M. tuberculosis, MABA, Structure activity relationship
4DescriptionAbstract Prevalence to the various biological activities of imidazo[4,5-b] pyridine nucleus has promoted us for an attempt of one pot synthesis of (1H, 3H) imidazo [4,5-b] pyridines (desazopurines) as inhibitors of Lumazine synthase in M. Tuberculosis (PDB 2C92). Major advantage of Lumazine synthase enzyme behind consideration as target protein in docking study is its absence in mammalian cell but presence in various reported microorganism. All synthesized compounds were characterized by spectral studies (FT-IR, 1H NMR, 13C NMR and HR-MS), elemental analysis (C, H and N). In docking analysis best fit in the active pocket of target protein found were 4-(3H-imidazo[4,5-b]pyridin-2-yl)-2-methoxyphenol (1f) and 4-(2-methyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-yl)benzene-1,2,3-triol (2b) studied further for binding interactions. Microplate Alamar Blue Assay (MABA) method used for in vitro anti-tubercular testing has revealed 1-(3H-imidazo[4,5-b]pyridin-2-yl)-butane-1,2,3,4-tetraol (1a), 1-(3H-imidazo[4,5-b]pyridin-2-yl)pentane-1,2,3,4,5-pentol (1b), 1-(3H-imidazo[4,5-b]pyridin-2-yl) butane-1,2,3,4-tetrol (1c), 4-(3H-imidazo[4,5-b]pyridin-2-yl)benzene-1,2-diol (1j), 4-chloro-2-(2-methyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-yl)phenol (2a), 3-(aminomethyl)-4-(2-methyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-l)benzene-1,2-diol (2c), 4-(2-methyl-2,3-dihydro-1H-imidazo[4,5-b]pyridin-2-yl)benzene-1,3-diol (2f) were found potentially significant anti-tubercular agents (MIC=3.12 µg/mL). These compounds could be considered as promising leads over the Pyrazinamide (MIC= 3.125 µg/mL) and Streptomycin (MIC= 6.25 µg/mL). Present study could be a unique source for development of newer therapeutic agents in the treatment of infection by M. tuberculosis.
5PublishersOrganizing agency, location WWW Publications, India
6Contributor Sponsor(s) -
7DateDate (YYYY-MM-DD) -
8TypeStatus & genre Peer-reviewed Article
8TypeType
9FormateFile Formate PDF
10IdentifierUniform Resource Identifier Click Here
10IdentifierDigital Object Identifier DOI:10.7598/cst2015.936
11SourceJournal/conference title; vol., no. (Year)Chemical Science Transactions, Volume  4 , Number  (1), (2015)
12LanuguageEnglish=en en
13RelationSupp.files
14Coverage -
15CopyrightCopyright and permissions
Chemical Science Transactions | Chem Sci Trans | CST | Online Chemistry Journal | Open Access
Home | Table of Contents | Submit an article | Subscribe | Login | Register