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One-Pot Multi-Component Synthesis and Biological Evaluation of Novel Indole-Pyrimidine Derivatives as Potent Anti-Cancer and Anti-Microbial Agents

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Abstract

A series of novel hybrids of indole-pyrimidine moieties were synthesized and evaluated for their in vitro anti-cancer, in vitro anti-bacteria and in vitro anti-fungal activities. The results showed that most of these compounds possessed significant cytotoxic potency against four cancer cell lines, HeLa, HEK 293T and MCF-7. The compounds 4-(3-(benzyloxy)phenyl)-6-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine,4-(4-chlorophenyl)-6-(1-methyl-1H-indol-3-yl) pyrimidin-2-amine and4-(1H-indole-3-yl)-6-phenylpyrimidin-2-amine showed good activity against HEK 293T. The compounds 4-(3-(benzyloxy)phenyl)-6-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine and 4-(4-chlorophenyl)-6-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine showed good to moderate activity against MCF-7, whereas compound 4-(3-(benzyloxy)phenyl)-6-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine exhibit moderate activity against HaLa S3 cell line. The newly synthesized derivatives were also screened for their in vitro anti-bacterial activity against Bacillus subtilis, B. megatherium, B. pumilis, Proteus mirabilis, Klebsiella pneumoniae, Enterobacter aerogenes, Streptococcus pyogenes, Staphylococcus aureus, Proteus vulgaris, Escherichia coli, using streptomycin as a standard drug. Among tested compound 4-(3-(benzyloxy)phenyl)-6-(1-methyl-1H-indol-3-yl)pyrimidin-2-amine shows more potent activity compared to standard, where as the remaining analogues exhibited well to moderate activity compared to standard. Anti-fungal screening results suggest that the compound 4-(4-chlorophenyl)-6-(1H-indol-3-yl)pyrimidin-2-amineshowed potent activity against Dreschleria halides. The remaining compounds showed nearest activity against all the tested fungal strains compared to standard drug.

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ACKNOWLEDGMENTS

The authors are thankful to the director of Indian Institute of Chemical Technology in Hyderabad for providing spectral data, thankful to chairman (Chaitanya Deemed to be University) for providing financial support, Warangal. The authors are thankful to the head, Department of Bio-technology, Kakatiya University Warangal for providing data of biological activity.

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Authors and Affiliations

  1. Department of chemistry, Kakatiya University, Warangal, T.S., India

    Juluru Bhaskar & Paidakula Suresh

  2. Centre for Semio Chemicals, CSIR-Indian Institute of Chemical Technology (IICT), T.S-500007, Hyderabad, India

    Paidakula Suresh

  3. Department of Chemistry, Research Centre, Chaitanya (Deemed to be university) Kishanpura, T.S.-50600, Warangal, India

    Juluru Bhaskar, Bandari Srinivas & Dasari Gouthami

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  1. Juluru Bhaskar
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Juluru Bhaskar, Srinivas, B., Gouthami, D. et al. One-Pot Multi-Component Synthesis and Biological Evaluation of Novel Indole-Pyrimidine Derivatives as Potent Anti-Cancer and Anti-Microbial Agents. Russ J Bioorg Chem 47, 954–962 (2021). https://doi.org/10.1134/S106816202104004X

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