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Synthesis of bis-coumarins over acetic acid functionalized poly(4-vinylpyridinum) bromide (APVPB) as a green and efficient catalyst under solvent-free conditions and their biological activity

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Abstract

In this work, acetic acid functionalized poly(4-vinylpyridinum) bromide as a green and reusable catalyst was successfully tested on the synthesis of various bis-coumarins under solvent-free conditions. In addition, antioxidant and anti-inflammatory activities of the synthesized bis-coumarins were in vitro screened by 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging and formalin-induced edema model system, respectively. Antifungal activity was also evaluated against Fusarium oxysporum. Results showed that the synthesized bis-coumarins studied possess strong antioxidant (IC50; 0.149 ± 0.005 to 1.348 ± 0.006 mg/ml) and anti-inflammatory activities in comparison with ascorbic acid and diclofenac as positive controls, respectively. Also, the compounds showed good inhibition activity against Fusarium oxysporum (58 ± 1.4 to 100 ± 0.0%). For their biological activities, the synthesized bis-coumarins may be suggested to apply as biological agents for special use in future.

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Acknowledgements

We thank Bu-Ali Sina University, Sayyed Jamaleddin Asadabadi University and Iran National Science Foundation (INSF) (Grant Number: 940124) for financial support to our research groups.

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Authors and Affiliations

  1. Faculty of Chemistry, Bu-Ali Sina University, Hamedan, 6517838683, Iran

    Ehsan Noroozizadeh, Mohammad Ali Zolfigol & Mahmoud Zarei

  2. Sayyed Jamaleddin Asadabadi University, Asadabad, 6541861841, Iran

    Ahmad Reza Moosavi-Zare

  3. Department of Biology, Faculty of Science, Bu-Ali Sina University, P. O. Box 65175/4161, Hamedan, Iran

    Roya Karamian, Mostafa Asadbegy, Siamak Yari & Seyed Hamed Moazzami Farida

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  1. Ehsan Noroozizadeh
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  2. Ahmad Reza Moosavi-Zare
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Correspondence to Ahmad Reza Moosavi-Zare.

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Noroozizadeh, E., Moosavi-Zare, A.R., Zolfigol, M.A. et al. Synthesis of bis-coumarins over acetic acid functionalized poly(4-vinylpyridinum) bromide (APVPB) as a green and efficient catalyst under solvent-free conditions and their biological activity. J IRAN CHEM SOC 15, 471–481 (2018). https://doi.org/10.1007/s13738-017-1247-1

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