title: 5-Nitro-2-furoic acid hydrazones: design, synthesis and in vitro antimycobacterial evaluation against log and starved phase cultures.
abstract: Various 5-nitro-2-furoic acid hydrazones were synthesized and evaluated for in vitro activities against log and starved phase culture of two mycobacterial species and Mycobacterium tuberculosis (MTB) isocitrate lyase (ICL) enzyme inhibition studies. Among twenty one compounds, 5-nitro-N'-[(5-nitro-2-furyl)methylidene]-2-furohydrazide (4o) was found to be the most active compound in vitro with MICs of 2.65 and 10.64 microM against log- and starved-phase culture of MTB. Compound 4o also showed good enzyme inhibition of MTB ICL at 10 microM. The docking studies also confirmed the binding potential of the compounds at the ICL active site.
authors.affiliation: Medicinal Chemistry & Antimycobacterial Research Laboratory, Pharmacy Group, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar, Andhra Pradesh, India. dsriram@bits-hyderabad.ac.in
authors.forename: Dharmarajan
authors.initials: D
authors.lastname: Sriram
authors.forename: Perumal
authors.initials: P
authors.lastname: Yogeeswari
authors.forename: Devambatla Ravi Kumar
authors.initials: DR
authors.lastname: Vyas
authors.forename: Palaniappan
authors.initials: P
authors.lastname: Senthilkumar
authors.forename: Pritesh
authors.initials: P
authors.lastname: Bhat
authors.forename: Madala
authors.initials: M
authors.lastname: Srividya
mesh_terms: D000818:Animals; D000900:Anti-Bacterial Agents / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D001426:Bacterial Proteins / Q000037:antagonists & inhibitors / Q000378:metabolism; D020134:Catalytic Domain; D002522:Chlorocebus aethiops; D003198:Computer Simulation; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D005663:Furans / Q000138:chemical synthesis* / Q000737:chemistry* / Q000633:toxicity; D006834:Hydrazines / Q000138:chemical synthesis* / Q000737:chemistry / Q000633:toxicity; D006835:Hydrazones / Q000138:chemical synthesis / Q000737:chemistry* / Q000633:toxicity; D007522:Isocitrate Lyase / Q000037:antagonists & inhibitors / Q000378:metabolism; D008826:Microbial Sensitivity Tests; D009161:Mycobacterium / Q000187:drug effects / Q000201:enzymology; D014709:Vero Cells
chemical_list: C553243:5-nitro-N'-((5-nitro-2-furyl)methylidene)-2-furohydrazide; D000900:Anti-Bacterial Agents; D001426:Bacterial Proteins; D004791:Enzyme Inhibitors; D005663:Furans; D006834:Hydrazines; D006835:Hydrazones; C057339:5-nitro-2-furoic acid; D007522:Isocitrate Lyase