title: Synthesis and evaluation of 1-cyclopropyl-6-fluoro-1,4-dihydro-4-oxo-7-(4-(2-(4-substitutedpiperazin-1-yl)acetyl)piperazin-1-yl)quinoline-3-carboxylic acid derivatives as anti-tubercular and antibacterial agents.
abstract: A series of twenty two novel 1-cyclopropyl-6-fluoro-4-oxo-7-(4-substitutedpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylic acid analogues were synthesized, characterized ((1)H NMR, (13)C NMR and LCMS) and screened for their in vitro anti-tubercular and antibacterial activity. Many of these compounds exhibited MIC values in the range 7.32-136.10 μM against Mycobacterium tuberculosis H37Rv. Eight compounds were further subjected to cytotoxic studies. Furthermore, the title compounds were screened for antibacterial activity against Staphylococcus aureus ATCC 29213 (gram positive) and Escherichia coli ATCC 25922 (gram negative) bacteria. Many of these compounds exhibited MIC values in the range 0.44-34.02 μM. Compound 3f was found to be the most active with an MIC of 0.44 and 0.8 μM respectively against both the strains. In general, the antibacterial activity of title compounds was more prominent.
authors: Department of Chemistry, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad 500 078, Andhra Pradesh, India.
authors: Narva
authors: N
authors: Suresh
authors: Department of Chemistry, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad 500 078, Andhra Pradesh, India.
authors: Hunsur Nagendra
authors: HN
authors: Nagesh
authors: Department of Pharmacy, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad 500 078, Andhra Pradesh, India.
authors: Janupally
authors: J
authors: Renuka
authors: Clinical Microbiology Division, CSIR - Indian Institute of Integrative Medicine, Canal Road, Jammu 180001, Jammu and Kashmir, India.
authors: Vikrant
authors: V
authors: Rajput
authors: Clinical Microbiology Division, CSIR - Indian Institute of Integrative Medicine, Canal Road, Jammu 180001, Jammu and Kashmir, India.
authors: Rashmi
authors: R
authors: Sharma
authors: Clinical Microbiology Division, CSIR - Indian Institute of Integrative Medicine, Canal Road, Jammu 180001, Jammu and Kashmir, India.
authors: Inshad Ali
authors: IA
authors: Khan
authors: Department of Chemistry, Birla Institute of Technology & Science-Pilani, Hyderabad Campus, Jawahar Nagar, Hyderabad 500 078, Andhra Pradesh, India. Electronic address: kvgc@hyderabad.bits-pilani.ac.in.
authors: Chandra Sekhar
authors: CS
authors: Kondapalli Venkata Gowri
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology*; D002264:Carboxylic Acids / Q000737:chemistry* / Q000494:pharmacology*; D004926:Escherichia coli / Q000187:drug effects; D004927:Escherichia coli Infections / Q000188:drug therapy; D054879:Halogenation; D006801:Humans; D009169:Mycobacterium tuberculosis / Q000187:drug effects; D011804:Quinolines / Q000737:chemistry* / Q000494:pharmacology*; D013203:Staphylococcal Infections / Q000188:drug therapy; D013211:Staphylococcus aureus / Q000187:drug effects; D013329:Structure-Activity Relationship; D014376:Tuberculosis / Q000188:drug therapy
chemical_list: D000900:Anti-Bacterial Agents; D002264:Carboxylic Acids; D011804:Quinolines
keywords: Anti-tubercular activity; Antibacterial activity; Cytotoxicity; Fluoroquinolone; Supercoiling assay