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New dihydropyridine derivatives: anti-inflammatory, analgesic and docking studies

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Abstract

The present article describes synthesis of new diethyl 2,6-dimethyl-4-(4-(2-substituted amino-2-oxoethoxy) phenyl)-1,4-dihydropyridine-3,5-dicarboxylates (6a–10b) following multistep synthetic route. Structures of newly synthesized intermediates and title compounds were established by spectral and elemental analyses. The final compounds were screened for their in vivo anti-inflammatory and analgesic activities by carrageenan-induced paw oedema and tail immersion methods, respectively. Moreover, molecular docking studies were carried out for active compounds 6c, 6d, 7d, 8 and 10b to study their mode of action, meanwhile in vivo results indicated that these compounds displayed rapid onset of anti-inflammatory action and exhibited prominent activity when compared with the standard drug. Compounds 6d and 7d carrying amide functionality showed the highest anti-inflammatory as well as analgesic activities. The molecular docking results emphasised the in vivo data and all docked molecules were found to display very low binding constant values in nanomolar scale.

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Acknowledgments

The authors are thankful to NITK, Surathkal for financial support and IISc, Bangalore for spectral facilities. Also, we thank Syed Amir, Srinivas College of Pharmacy Mangalore for helping to carry out biological screening studies.

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The authors declare that they have no conflict of interest.

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Authors and Affiliations

  1. Department of Chemistry, National Institute of Technology Karnataka, Surathkal, Mangalore, 575 025, Karnataka, India

    Shrikanth Ulloora & Airody Vasudeva Adhikari

  2. Department of Bio-informatics, Kuvempu University, Shankaraghatta, Karnataka, India

    Santhosh Kumar

  3. Srinivas College of Pharmacy, Valachil, Mangalore, Karnataka, India

    Ramakrishna Shabaraya

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  1. Shrikanth Ulloora
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  2. Santhosh Kumar
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  4. Airody Vasudeva Adhikari
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Correspondence to Airody Vasudeva Adhikari.

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Ulloora, S., Kumar, S., Shabaraya, R. et al. New dihydropyridine derivatives: anti-inflammatory, analgesic and docking studies. Med Chem Res 22, 1549–1562 (2013). https://doi.org/10.1007/s00044-012-0156-1

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