Chemical profiling of polyphenols in Thunbergia alata and in silico virtual screening of their antiviral activities against COVID-19

Abd El -Aal, Fatma; Mohammed, Hala; Ibrahim, Mona; Ismail, Lotfy

doi:10.21608/aijpms.2021.72999.1062

Chemical profiling of polyphenols in Thunbergia alata and in silico virtual screening of their antiviral activities against COVID-19

Azhar International Journal of Pharmaceutical and Medical Sciences

Article 11, Volume 1, Issue 2, June 2021, Page 94-100 PDF (1.16 MB)

Document Type: Original research articles

DOI: 10.21608/aijpms.2021.72999.1062

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Authors

Fatma Abd El -Aal ¹; Hala Mohammed ¹; Mona Ibrahim ²; Lotfy Ismail³

¹Department of Pharmacognosy, Faculty of Pharmacy (Girls), Al-Azhar University, Cairo, Egypt

²Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girls), Al-Azhar University, Cairo, Egypt

³Department of Pharmacognosy, Faculty of Pharmacy (Boys), Al-Azhar University, Cairo, Egypt

Abstract

A comprehensive analysis of the polyphenols constituents found in Thunbergia alata leaves using (UPLC-Triple TOF-MS/MS) and natural polyphenols' antiviral properties have motivated us to perform in silico binding affinity study of flavonoids and coumarins identified in T. alata leaves extract against different proteins of SARS-COV-2; (Mpro) main protease (PDB ID: 6LU7) and 2′-Omethyltransferase (PDB ID: 6wkq) using a co-crystalized ligands N3 and Sinefungin respectively. 30 comp.s were tentatively identified in T. alata leaves extract by UPLC-Triple TOF-MS/MS and characterized as 8-phenolic acids; 12-flavonoids; 3-coumarins and remain comp.s unidentified. In silico virtual screening of both flavonoids and coumarins as the most common classes of polyphenols; Flavonoids have the best potential to act as COVID-19 Mpro & MTase inhibitors; especially Kaempferol-3-O-(6""-p-coumaroyl)-glucoside; Comp. (17) which gave very best docking score{ -9.2 kcal/mol} (docking energy score of N3 -7.6 kcal/mol). It bind by nine hydrogen bonds (with TRY54, CYS145, GLN192, PHE140, LEU141, THR26, ARG188 and ASN142), and Pi-Sulfur interaction (with MET165), hydrophobic interactions via five Pi-Alkyl bond (with MET49, CYS145 and PRO168) and also scored energy binding -10.2 (docking energy score of Sinefungin -7.8 kcal/mol); formed H-bond with ASN6841, ASN6899, CYS6913, LYS6968, GLY6869, GLY6871, ASP6928, ASN6996 and TRY6930. Moreover, 17 binds with LYS6844, LYS6935, LEU6898 and CYS6913 via hydrophobic interactions. While coumarins in comparison with the current flavonoids had less energy binding score. However, further research is important to investigate their potential medicine value.

Keywords

Thunbergia; COVID-19; Docking; Polyphenolics; UPLC-QTOF-ESI -MS/MS; Antioxidant

Supplementary Files

Supplementary data.pdf

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	Chemical profiling of polyphenols in Thunbergia alata and in silico virtual screening of their antiviral activities against COVID-19
Azhar International Journal of Pharmaceutical and Medical Sciences
Article 11, Volume 1, Issue 2, June 2021, Page 94-100 PDF (1.16 MB)
Document Type: Original research articles
DOI: 10.21608/aijpms.2021.72999.1062
View on SCiNiTO
Authors
Fatma Abd El -Aal ¹; Hala Mohammed ¹; Mona Ibrahim ²; Lotfy Ismail³
¹Department of Pharmacognosy, Faculty of Pharmacy (Girls), Al-Azhar University, Cairo, Egypt
²Department of Pharmaceutical Chemistry, Faculty of Pharmacy (Girls), Al-Azhar University, Cairo, Egypt
³Department of Pharmacognosy, Faculty of Pharmacy (Boys), Al-Azhar University, Cairo, Egypt
Abstract
A comprehensive analysis of the polyphenols constituents found in Thunbergia alata leaves using (UPLC-Triple TOF-MS/MS) and natural polyphenols' antiviral properties have motivated us to perform in silico binding affinity study of flavonoids and coumarins identified in T. alata leaves extract against different proteins of SARS-COV-2; (Mpro) main protease (PDB ID: 6LU7) and 2′-Omethyltransferase (PDB ID: 6wkq) using a co-crystalized ligands N3 and Sinefungin respectively. 30 comp.s were tentatively identified in T. alata leaves extract by UPLC-Triple TOF-MS/MS and characterized as 8-phenolic acids; 12-flavonoids; 3-coumarins and remain comp.s unidentified. In silico virtual screening of both flavonoids and coumarins as the most common classes of polyphenols; Flavonoids have the best potential to act as COVID-19 Mpro & MTase inhibitors; especially Kaempferol-3-O-(6""-p-coumaroyl)-glucoside; Comp. (17) which gave very best docking score{ -9.2 kcal/mol} (docking energy score of N3 -7.6 kcal/mol). It bind by nine hydrogen bonds (with TRY54, CYS145, GLN192, PHE140, LEU141, THR26, ARG188 and ASN142), and Pi-Sulfur interaction (with MET165), hydrophobic interactions via five Pi-Alkyl bond (with MET49, CYS145 and PRO168) and also scored energy binding -10.2 (docking energy score of Sinefungin -7.8 kcal/mol); formed H-bond with ASN6841, ASN6899, CYS6913, LYS6968, GLY6869, GLY6871, ASP6928, ASN6996 and TRY6930. Moreover, 17 binds with LYS6844, LYS6935, LEU6898 and CYS6913 via hydrophobic interactions. While coumarins in comparison with the current flavonoids had less energy binding score. However, further research is important to investigate their potential medicine value.
Keywords
Thunbergia; COVID-19; Docking; Polyphenolics; UPLC-QTOF-ESI -MS/MS; Antioxidant
Supplementary Files Supplementary data.pdf

Statistics Article View: 701 PDF Download: 715