Research Article
BibTex RIS Cite
Year 2024, Volume: 7 Issue: 2, 85 - 106, 29.12.2024
https://doi.org/10.35206/jan.1471090

Abstract

Project Number

FBA-2020-9192

References

  • Andersen, K.G., Rambaut, A., Lipkin, W.I., Holmes, E.C., & Garry, R.F. (2020). The proximal origin of SARSCoV-2. Nature Medicine, 26(4),450-452.
  • Chen, C.T., Chien, Y.H., Yu, Y.H., & Chen, Y.W. (2019). Extraction and Analysis of Taiwanese Green Propolis. JoVE, (143), 58743.
  • Cuendet, M., Hostettmann, K., Potterat O., & Dyatmiko, W. (1997). Iridoid Glucosides with Free Radical Scavenging Properties from Fagraea blumei. Helvetica Chimica Acta, 80(4), 1144-1152.
  • Cui, J., Li, F., & Shi, Z.L. (2019). Origin and evolution of pathogenic coronaviruses. Nature Reviews Microbiology, 17(3),181‐192.
  • Fukumoto, L.R., & Mazza, G. (2000). Assessing antioxidant and prooxidant activities of phenolic compounds. Journal of Agricultural and Food Chemistry, 48(8): 3597-3604.
  • Fung, T.S., & Liu, D.X. (2018). Post-translational modifications of coronavirus proteins: roles and function. Future Virology, 13 (6),405-430.
  • Güler, H.I, & Kara Y. (2020). Targeting CoV-2 Spike RBD: ACE-II complex with phenolic compounds from Cistus (Cistus L.) Bee Pollen for COVID-19 treatment by molecular docking study. Journal of Apitherapy and Nature, 3(1),10-23.
  • Hanwell, M.D., Curtis, E.D., Lonie, D.C., Vandermeersch, T., Zurekand, E., & Hutchison, G.R. (2012). Avogadro: An advanced semantic chemical editor, visualization, and analysis platform. Journal of Cheminformatics, 4,17.
  • Harmer, D., Gilbert, M., Borman, R., & Clark, K.L. (2002). Quantitative mRNA Expression Profiling of ACE 2, a Novel Homologue of Angiotensin Converting Enzyme. FEBS Letters, 532, 107-110.
  • Jinag, F., Yang, J., Zhang, Y., Dong, M., Wang, S., Zhang, Q., … Zgang, C. (2014). Angiotensin-converting Enzyme 2 and Angiotensin 1-7: Novel Therapeutic Targets. Nature Reviews Cardiology, 11, 413-26. Keskin, M., & Kolaylı, S. (2019). Ticari Propolis Ekstraktlarının Kalite Parametreleri Açısından Karşılaştırılması. Uludag Bee Journal, 19(1).
  • Ksiazek, T.G., Erdman, D., Goldsmith, C.S., Zaki, S.R., Peret, T., Emery, S., … Anderson, L. (2003). A Novel Coronavirus Associated with Severe Acute Respiratory Syndrome. New England Journal of Medicine, 348, 1953-1966.
  • Kuba, K., Imai, Y., Okto-Nakanishi, T., & Penninger, J.M. (2010). Trilogy of ACE2: a peptidase in the reninangiotensin system, a SARS receptor, and a partner for amino acid transporters. Pharmacology Therapeutics, 128, 119-128.
  • Kuropatnichi, A.K., Szliszka, E., & Krol, W. (2013). Historical aspects of propolis research in modern times. Evidence-Based Complementary and Alternative Medicine, 2013, 11.
  • Lai, M.M.C., & Cavanagh, D. (1997). The molecular biology of coronaviruses. Advances in Virus Research, 48:, 1-100.
  • Liu, Z., Xiao, X., Wei, X., Li, J., & Yang, J. et al. (2020). Composition and divergence of coronavirus spike proteins and host ACE2 receptors predict potential intermediate hosts of SARS-CoV-2. Journal of Medical Virology, 92 (6),595-601.
  • Lotfy, M. (2006) Biological activity of bee propolis in health and disease. Asian Pacific Journal of Cancer Prevention 7(1), 22-31.
  • Morris, G.M., Huey, R., Lindstrom, W., Sanner, M.F., Belew, R.K., & Olson, A. (2009). AutoDock4 and AutoDockTools4: Automated Docking with Selective Receptor Flexibility. Journal Computer Chemistry, 30(16), 2785–2791.
  • Ortega, J.T., Serrano, M.L., Pujol, F.H., & Rangel, H.R. (2020). Role of changes in SARS-CoV-2 spike protein in the interaction with the human ACE2 receptor: An in silico analysis. Experinmantel and Clinical Sciences, 19, 410-417.
  • Rajpara, S., Wilkinson, M.S., King, C.M., Gawkrodner, D.J., English, J.S., Statman, B., … Ormerod, A. (2009). The importance of propolis in patch testing-a multicentre survey. Contact Dermatitis, 61, 287-290.
  • Rezaei-Seresht, H., Cheshomi, H., Falanji, F., Motlagh, F.M., & Hashemian, M. (2019). Cytotoxic activity of caffeic acid and gallic acid against MCF-7 human breast cancer cells: An in silico and in vitro study. 9 (6), 574-586.
  • Riordan, J.F. (2003). Angiotensin-I-converting enzyme and its relatives. Genome Biology 4,225.
  • Saenglee, S., Jogloy, S., Patanothaı, A., & Senawong, T. (2016). Cytotoxic effects of peanut phenolic compounds possessing histone deacetylase inhibitory activity on human colon cancer cell histone deacetylase inhibitory activity on human colon cancer cell lines lines. Turkish Journal of Biology 40,6.
  • Sforcin, J.M., Bankova, V., & Kuropatnichi, A.K. (2017). Medical benefits of honeybee products. Evidence-Based Complementary and Alternative Medicine, 2017, 2.
  • Shailasree, E., Sampathkumara, K., Niranjana, R., & Prakash, H.S. (2014). Bioactive Potential of Medicinal Plants from Western Ghats Region, India. 221-234.
  • Singleton, V.L, Orthofer, R., & Lamuela-Raventós, R.M. (1999). Analysis of total phenols and other oxidation substrates and antioxidants by means of folin-ciocalteu reagent. Methods of Enzymology, 152-178.
  • Taia, W., Zheng, J., Zhanga, X., Shia, J., & Wang, G. (2023). MERS-CoV RBD-mRNA vaccine induces potent and broadly neutralizing antibodies with protection against MERS-CoV infection. Virus Research, 334, 199156.
  • Tikellis, C., & Thomas, M.C. (2012). Angiotensin-Converting Enzyme 2 (ACE2) Is a Key Modulator of the Renin Angiotensin System in Health and Disease. International Journal of Peptide Research and Therapeutics,2012,256294.
  • Toreti, V.C., Sato, H.H., Pastore, G.M., & Park, Y.K. (2013). Recent Progress of Propolis for its Biological and Chemical Compositions and its Botanical Origin. Evidence-based Complementary and Alternative Medicine, 3,697390.
  • Trusheva, B., Trunkova, D., & Bankova, V. (2007). Different extraction methods of biologically active components from propolis: a preliminary study. Chemistry Central Journal, 1(1), 13.
  • Turkut, G.M., Mehtap, E.R., & Degirmenci, A. (2019). Evaluating Bioactivity and Bioaccessibility Properties of Turkish Propolis Extracts Prepared with Various Solvents. Apiterapi ve Doğa Dergisi, 2(1), 7-11.
  • Woo, P.C., Lau, S.K., Lam, C.S., Lau, C.C., Tsang, A.K., Lau, J., … Yuen, K.Y. (2012). Discovery of seven novel Mammalian and avian coronaviruses in the genus delta-coronavirus supports bat coronaviruses as the gene source of alpha-coronavirus and betacoronavirus and avian coronaviruses as the gene source of gamma-coronavirus and delta-coronavirus. Journal of Virology, 86, 3995-4008.
  • Yildirim, A., Gulbol, A., Duran, G., Duran, N., Jenedi, K., Sezgin Bolgul, B., Miraloğlu, M., & Muz, M. (2016). Antiviral Activity of Hatay Propolis Against Replication of Herpes Simplex Virus Type 1 and Type 2. Medical Science Monitor, 22, 422–430.
  • Yin, C., Lin, H., Wu, S., Tsao, C., & Hsu, C. (2009). Apoptotic effects of protocatechuic acid in human breast, lung, liver, cervix, and prostate cancer cells: potential mechanisms of action. Journal of Agricultural and Food Chemistry, 57 (14), 6468-73.
  • Zhu, N., Zhang, D., Wang, W., Li, X., Yang, B., Song, J., & Zhao, X. (2020). A novel coronavirus from patients with pneumonia in China. New England of Journal of Medicine, 382,727-733.

Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts

Year 2024, Volume: 7 Issue: 2, 85 - 106, 29.12.2024
https://doi.org/10.35206/jan.1471090

Abstract

The molecules that consist of propolis are generally polyphenols, and they have many activities such as antiviral, antibacterial and antifungal activities. In this study, it is aimed to investigate the inhibiting capacity of the interaction between ACE-2 and Spike RBS by propolis samples belong to three different cities (Trabzon, Kocaeli, Kırıkkkale). After determining the propolis sample exhibiting the highest inhibition effect, the phenolics within this sample were identified, individual assessments of the inhibition effects of each phenolic compound were conducted with Spike S1 (SARS-CoV-2): ACE2 Inhibitor Screening Colorimetric Assay Kit and supported by docking studies in silico. Propolis sample with the highest inhibition effect was determined as 'Kocaeli'. Then, the pure molecules known to be present in Kocaeli propolis were tested and found that p-OH benzoic acid, syringic acid, ferulic acid and gallic acid did not have any inhibitory effects on the Spike S1 (SARS-CoV-2): ACE2 interaction. The substances with the greatest inhibitory effect are; protocathecuic acid, caffeic acid, p-coumaric acid with the inhibition of 62.29%, 58.34%, 59.20%, respectively. The lowest IC50 value of the flavonoids was found to be 0.89 mM with caffeic acid. Over all in silico, in vitro experiments, and MTT analyses conducted in the literature have demonstrated that caffeic acid and protocatechuic acid can be used as a highly active compound against COVID-19.

Ethical Statement

This study does not require ethics committee permission or any special permission.

Supporting Institution

Karadeniz Technical University Scientific Research Projects Coordination Unit of Turkey (KTU-BAP)

Project Number

FBA-2020-9192

References

  • Andersen, K.G., Rambaut, A., Lipkin, W.I., Holmes, E.C., & Garry, R.F. (2020). The proximal origin of SARSCoV-2. Nature Medicine, 26(4),450-452.
  • Chen, C.T., Chien, Y.H., Yu, Y.H., & Chen, Y.W. (2019). Extraction and Analysis of Taiwanese Green Propolis. JoVE, (143), 58743.
  • Cuendet, M., Hostettmann, K., Potterat O., & Dyatmiko, W. (1997). Iridoid Glucosides with Free Radical Scavenging Properties from Fagraea blumei. Helvetica Chimica Acta, 80(4), 1144-1152.
  • Cui, J., Li, F., & Shi, Z.L. (2019). Origin and evolution of pathogenic coronaviruses. Nature Reviews Microbiology, 17(3),181‐192.
  • Fukumoto, L.R., & Mazza, G. (2000). Assessing antioxidant and prooxidant activities of phenolic compounds. Journal of Agricultural and Food Chemistry, 48(8): 3597-3604.
  • Fung, T.S., & Liu, D.X. (2018). Post-translational modifications of coronavirus proteins: roles and function. Future Virology, 13 (6),405-430.
  • Güler, H.I, & Kara Y. (2020). Targeting CoV-2 Spike RBD: ACE-II complex with phenolic compounds from Cistus (Cistus L.) Bee Pollen for COVID-19 treatment by molecular docking study. Journal of Apitherapy and Nature, 3(1),10-23.
  • Hanwell, M.D., Curtis, E.D., Lonie, D.C., Vandermeersch, T., Zurekand, E., & Hutchison, G.R. (2012). Avogadro: An advanced semantic chemical editor, visualization, and analysis platform. Journal of Cheminformatics, 4,17.
  • Harmer, D., Gilbert, M., Borman, R., & Clark, K.L. (2002). Quantitative mRNA Expression Profiling of ACE 2, a Novel Homologue of Angiotensin Converting Enzyme. FEBS Letters, 532, 107-110.
  • Jinag, F., Yang, J., Zhang, Y., Dong, M., Wang, S., Zhang, Q., … Zgang, C. (2014). Angiotensin-converting Enzyme 2 and Angiotensin 1-7: Novel Therapeutic Targets. Nature Reviews Cardiology, 11, 413-26. Keskin, M., & Kolaylı, S. (2019). Ticari Propolis Ekstraktlarının Kalite Parametreleri Açısından Karşılaştırılması. Uludag Bee Journal, 19(1).
  • Ksiazek, T.G., Erdman, D., Goldsmith, C.S., Zaki, S.R., Peret, T., Emery, S., … Anderson, L. (2003). A Novel Coronavirus Associated with Severe Acute Respiratory Syndrome. New England Journal of Medicine, 348, 1953-1966.
  • Kuba, K., Imai, Y., Okto-Nakanishi, T., & Penninger, J.M. (2010). Trilogy of ACE2: a peptidase in the reninangiotensin system, a SARS receptor, and a partner for amino acid transporters. Pharmacology Therapeutics, 128, 119-128.
  • Kuropatnichi, A.K., Szliszka, E., & Krol, W. (2013). Historical aspects of propolis research in modern times. Evidence-Based Complementary and Alternative Medicine, 2013, 11.
  • Lai, M.M.C., & Cavanagh, D. (1997). The molecular biology of coronaviruses. Advances in Virus Research, 48:, 1-100.
  • Liu, Z., Xiao, X., Wei, X., Li, J., & Yang, J. et al. (2020). Composition and divergence of coronavirus spike proteins and host ACE2 receptors predict potential intermediate hosts of SARS-CoV-2. Journal of Medical Virology, 92 (6),595-601.
  • Lotfy, M. (2006) Biological activity of bee propolis in health and disease. Asian Pacific Journal of Cancer Prevention 7(1), 22-31.
  • Morris, G.M., Huey, R., Lindstrom, W., Sanner, M.F., Belew, R.K., & Olson, A. (2009). AutoDock4 and AutoDockTools4: Automated Docking with Selective Receptor Flexibility. Journal Computer Chemistry, 30(16), 2785–2791.
  • Ortega, J.T., Serrano, M.L., Pujol, F.H., & Rangel, H.R. (2020). Role of changes in SARS-CoV-2 spike protein in the interaction with the human ACE2 receptor: An in silico analysis. Experinmantel and Clinical Sciences, 19, 410-417.
  • Rajpara, S., Wilkinson, M.S., King, C.M., Gawkrodner, D.J., English, J.S., Statman, B., … Ormerod, A. (2009). The importance of propolis in patch testing-a multicentre survey. Contact Dermatitis, 61, 287-290.
  • Rezaei-Seresht, H., Cheshomi, H., Falanji, F., Motlagh, F.M., & Hashemian, M. (2019). Cytotoxic activity of caffeic acid and gallic acid against MCF-7 human breast cancer cells: An in silico and in vitro study. 9 (6), 574-586.
  • Riordan, J.F. (2003). Angiotensin-I-converting enzyme and its relatives. Genome Biology 4,225.
  • Saenglee, S., Jogloy, S., Patanothaı, A., & Senawong, T. (2016). Cytotoxic effects of peanut phenolic compounds possessing histone deacetylase inhibitory activity on human colon cancer cell histone deacetylase inhibitory activity on human colon cancer cell lines lines. Turkish Journal of Biology 40,6.
  • Sforcin, J.M., Bankova, V., & Kuropatnichi, A.K. (2017). Medical benefits of honeybee products. Evidence-Based Complementary and Alternative Medicine, 2017, 2.
  • Shailasree, E., Sampathkumara, K., Niranjana, R., & Prakash, H.S. (2014). Bioactive Potential of Medicinal Plants from Western Ghats Region, India. 221-234.
  • Singleton, V.L, Orthofer, R., & Lamuela-Raventós, R.M. (1999). Analysis of total phenols and other oxidation substrates and antioxidants by means of folin-ciocalteu reagent. Methods of Enzymology, 152-178.
  • Taia, W., Zheng, J., Zhanga, X., Shia, J., & Wang, G. (2023). MERS-CoV RBD-mRNA vaccine induces potent and broadly neutralizing antibodies with protection against MERS-CoV infection. Virus Research, 334, 199156.
  • Tikellis, C., & Thomas, M.C. (2012). Angiotensin-Converting Enzyme 2 (ACE2) Is a Key Modulator of the Renin Angiotensin System in Health and Disease. International Journal of Peptide Research and Therapeutics,2012,256294.
  • Toreti, V.C., Sato, H.H., Pastore, G.M., & Park, Y.K. (2013). Recent Progress of Propolis for its Biological and Chemical Compositions and its Botanical Origin. Evidence-based Complementary and Alternative Medicine, 3,697390.
  • Trusheva, B., Trunkova, D., & Bankova, V. (2007). Different extraction methods of biologically active components from propolis: a preliminary study. Chemistry Central Journal, 1(1), 13.
  • Turkut, G.M., Mehtap, E.R., & Degirmenci, A. (2019). Evaluating Bioactivity and Bioaccessibility Properties of Turkish Propolis Extracts Prepared with Various Solvents. Apiterapi ve Doğa Dergisi, 2(1), 7-11.
  • Woo, P.C., Lau, S.K., Lam, C.S., Lau, C.C., Tsang, A.K., Lau, J., … Yuen, K.Y. (2012). Discovery of seven novel Mammalian and avian coronaviruses in the genus delta-coronavirus supports bat coronaviruses as the gene source of alpha-coronavirus and betacoronavirus and avian coronaviruses as the gene source of gamma-coronavirus and delta-coronavirus. Journal of Virology, 86, 3995-4008.
  • Yildirim, A., Gulbol, A., Duran, G., Duran, N., Jenedi, K., Sezgin Bolgul, B., Miraloğlu, M., & Muz, M. (2016). Antiviral Activity of Hatay Propolis Against Replication of Herpes Simplex Virus Type 1 and Type 2. Medical Science Monitor, 22, 422–430.
  • Yin, C., Lin, H., Wu, S., Tsao, C., & Hsu, C. (2009). Apoptotic effects of protocatechuic acid in human breast, lung, liver, cervix, and prostate cancer cells: potential mechanisms of action. Journal of Agricultural and Food Chemistry, 57 (14), 6468-73.
  • Zhu, N., Zhang, D., Wang, W., Li, X., Yang, B., Song, J., & Zhao, X. (2020). A novel coronavirus from patients with pneumonia in China. New England of Journal of Medicine, 382,727-733.
There are 34 citations in total.

Details

Primary Language English
Subjects Food Engineering
Journal Section Research Articles
Authors

Fulya Ay 0000-0002-0216-336X

Halil İbrahim Güler 0000-0002-7261-6790

Sabriye Çanakçı 0000-0003-0132-7198

Ali Beldüz 0000-0003-2240-7568

Project Number FBA-2020-9192
Publication Date December 29, 2024
Submission Date April 19, 2024
Acceptance Date August 9, 2024
Published in Issue Year 2024 Volume: 7 Issue: 2

Cite

APA Ay, F., Güler, H. İ., Çanakçı, S., Beldüz, A. (2024). Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts. Journal of Apitherapy and Nature, 7(2), 85-106. https://doi.org/10.35206/jan.1471090
AMA Ay F, Güler Hİ, Çanakçı S, Beldüz A. Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts. J.Apit.Nat. December 2024;7(2):85-106. doi:10.35206/jan.1471090
Chicago Ay, Fulya, Halil İbrahim Güler, Sabriye Çanakçı, and Ali Beldüz. “Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts”. Journal of Apitherapy and Nature 7, no. 2 (December 2024): 85-106. https://doi.org/10.35206/jan.1471090.
EndNote Ay F, Güler Hİ, Çanakçı S, Beldüz A (December 1, 2024) Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts. Journal of Apitherapy and Nature 7 2 85–106.
IEEE F. Ay, H. İ. Güler, S. Çanakçı, and A. Beldüz, “Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts”, J.Apit.Nat., vol. 7, no. 2, pp. 85–106, 2024, doi: 10.35206/jan.1471090.
ISNAD Ay, Fulya et al. “Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts”. Journal of Apitherapy and Nature 7/2 (December 2024), 85-106. https://doi.org/10.35206/jan.1471090.
JAMA Ay F, Güler Hİ, Çanakçı S, Beldüz A. Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts. J.Apit.Nat. 2024;7:85–106.
MLA Ay, Fulya et al. “Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts”. Journal of Apitherapy and Nature, vol. 7, no. 2, 2024, pp. 85-106, doi:10.35206/jan.1471090.
Vancouver Ay F, Güler Hİ, Çanakçı S, Beldüz A. Investigation of The Inhibition of SARS-CoV-2 Spike RBD and ACE-2 Interaction by Phenolics of Propolis Extracts. J.Apit.Nat. 2024;7(2):85-106.

  • Google Akademik (Google Scholar)
  • idealonline
  • Directory of Research Journal Indexing (DRJI)
  • Asos İndeks