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Design, synthesis and biological studies of tetrazole fused imidazopyridines KCI 등재

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Carbon Letters (Carbon letters)
한국탄소학회 (Korean Carbon Society)
초록

New tetrazole fused imidazopyridine derivatives (12a–j) were developed to exploit their cytotoxic activity towards cancer cell lines-MCF7, A549, and MDA-MB-231, utilizing MTT reduction assay with doxorubicin as standard drug. The compounds 12 h and 12j demonstrated strong anticancer activity bearing IC50 values 1.44 μM and 1.33 μM against A549 cell line.

목차
Design, synthesis and biological studies of tetrazole fused imidazopyridines
    Abstract
        Graphical abstract
    1 Introduction
    2 Results and discussion
        2.1 Chemistry
        2.2 Biological evaluation—in vitro cytotoxicity
        2.3 Molecular docking studies of phosphatidylinositol 3-kinases (PI3Kα) with tetrazole fused imidazopyridine derivatives
    3 Experimental section
        3.1 General
        3.2 2-(4-Bromophenyl)H-imidazo[1,2-a]pyridine-3-carbaldehyde (8)
        3.3 (2-(4-Bromophenyl)H-imidazo[1,2-a]pyridin-3-yl)methanol (9)
        3.4 3-(Azidomethyl)-2-(4-bromophenyl)H-imidazo[1,2-a]pyridine (10)
        3.5 2-(4-Bromophenyl)-3-((5-phenyl-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a]pyridine (12a)
        3.6 2-(4-Bromophenyl)-3-((5-(3,4,5-trimethoxyphenyl)-1H-tetrazol-1-yl)methyl)H-imidazo [1,2-a]pyridine (12b)
        3.7 2-(4-Bromophenyl)-3-((5-(4-methoxyphenyl)-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a] pyridine (12c)
        3.8 2-(4-Bromophenyl)-3-((5-(4-chlorophenyl)-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a] pyridine (12d)
        3.9 2-(4-Bromophenyl)-3-((5-(4-bromophenyl)-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a]py ridine (12e)
        3.10 2-(4-Bromophenyl)-3-((5-(4-fluorophenyl)-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a] pyridine (12f)
        3.11 2-(4-Bromophenyl)-3-((5-(4-nitrophenyl)-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a]pyr idine (12g)
        3.12 2-(4-Bromophenyl)-3-((5-(3-nitrophenyl)-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a] pyridine (12h)
        3.13 2-(4-Bromophenyl)-3-((5-p-tolyl-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a]pyridine (12i)
        3.14 2-(4-Bromophenyl)-3-((5-(4-(trifluoromethyl)phenyl)-1H-tetrazol-1-yl)methyl)H-imidazo[1,2-a]pyridine (12j)
        3.15 MTT assay
        3.16 Docking studies
    4 Conclusion
    References
저자
  • Banoth Reddy(Department of Chemistry, Krishna University, Machilipatnam, Andhra Pradesh 521003, India)
  • Amit Kumar Taneja(Department of Chemistry, Chaudhary Charan Singh University, Meerut 250001, India)
  • Mandava Bhuvan Tej(Department of Healthcare Informatics, Sacred Heart University, 5151 Park Avenue, Fair Fields, CT 06825, USA)
  • Komati Navya Sri(Department of MBBS, NRI Academy of Medical Sciences, Chinakakani, Guntur, Andhra Pradesh 522503, India)
  • Mandava Bhagya Tej(Department of MBBS, NRI Academy of Medical Sciences, Chinakakani, Guntur, Andhra Pradesh 522503, India)
  • Suryadevara Vijayavardhini(Department of Chemistry, Amrita Sai Institute of Science and Technology, Paritala, Andhra Pradesh 521180, India)
  • Dandamudi Srilaxmi(Department of Chemistry, Dhanekula Institute of Engineering and Technology, Ganguru, Vijayawada, Andhra Pradesh 521139, India)
  • Somasekhar Tiruveedhula(Department of Science & Humanities, St. Martin’s Engineering College, Dhulapally, Hyderabad, Telangana 500100, India)
  • Srinivasa Rao Penumutchu(Department of Chemistry, Case Western Reserve University, Cleveland, USA)
  • Mandava V. Basaveswara Rao(Department of Chemistry, Krishna University, Machilipatnam, Andhra Pradesh 521003, India) Corresponding author