Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leaves
Recently, we have shown in vitro anti-hepatitis B virus (HBV) activity of G. senegalensis J.F. Gmel leaves, and Identified quercetin and other flavonoids by HPTLC. Here we report bioassay-directed fractionation of G. senegalensis leaves using column chromatography and isolation of two flavonoinds fr...
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Springer
2020-05-01
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| Series: | Saudi Pharmaceutical Journal |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S131901642030061X |
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| author | Mohammad K. Parvez Mohammed S. Al-Dosari Ahmed H. Arbab Adnan J. Al-Rehaily Mazin A.S. Abdelwahid |
| author_facet | Mohammad K. Parvez Mohammed S. Al-Dosari Ahmed H. Arbab Adnan J. Al-Rehaily Mazin A.S. Abdelwahid |
| author_sort | Mohammad K. Parvez |
| collection | DOAJ |
| description | Recently, we have shown in vitro anti-hepatitis B virus (HBV) activity of G. senegalensis J.F. Gmel leaves, and Identified quercetin and other flavonoids by HPTLC. Here we report bioassay-directed fractionation of G. senegalensis leaves using column chromatography and isolation of two flavonoinds from the n-butanol fraction, their structure determination (1H NMR, 13C NMR and 2D-NMR) and assessment of antiviral activities (HBsAg and HBeAg assay) in HBV-reporter HepG2.2.2.15 cells. Further molecular docking was performed against HBV polymerase (Pol/RT) and capsid (Core) proteins as well as host-receptor sodium taurocholate co-transporting polypeptide (NTCP). The two isolated bioactive compounds were identified as quercetin and myricetin-3-O-rhamnoside. Quercetin significantly inhibited synthesis of HBsAg and HBeAg by about 60% and 62%, respectively as compared to myricetin-3-O-rhamnoside by 44% and 35%, respectively. Molecular docking of the two anti-HBV flavonoids revealed their higher binding affinities towards Pol/RT than Core and NTCP. In conclusion, this is the first report on anti-HBV active myricetin-3-O-rhamnoside along with quercetin isolated from G. senegalensis leaves. Their possible mode of anti-HBV activities are suggested through binding with viral Pol/RT and Core as well as host NTCP proteins. |
| format | Article |
| id | doaj-art-06e2ec10e1c849e8b20c2a693893cdc3 |
| institution | Kabale University |
| issn | 1319-0164 |
| language | English |
| publishDate | 2020-05-01 |
| publisher | Springer |
| record_format | Article |
| series | Saudi Pharmaceutical Journal |
| spelling | doaj-art-06e2ec10e1c849e8b20c2a693893cdc32025-08-20T03:55:23ZengSpringerSaudi Pharmaceutical Journal1319-01642020-05-0128555055910.1016/j.jsps.2020.03.006Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leavesMohammad K. Parvez0Mohammed S. Al-Dosari1Ahmed H. Arbab2Adnan J. Al-Rehaily3Mazin A.S. Abdelwahid4Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia; Corresponding authors at: Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia.Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia; Corresponding authors at: Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia.Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia; Department of Pharmacognosy, Faculty of Pharmacy, University of Khartoum, Khartoum, SudanDepartment of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, Saudi ArabiaDepartment of Pharmaceutical Chemistry, Al-Neelain University, Khartoum, SudanRecently, we have shown in vitro anti-hepatitis B virus (HBV) activity of G. senegalensis J.F. Gmel leaves, and Identified quercetin and other flavonoids by HPTLC. Here we report bioassay-directed fractionation of G. senegalensis leaves using column chromatography and isolation of two flavonoinds from the n-butanol fraction, their structure determination (1H NMR, 13C NMR and 2D-NMR) and assessment of antiviral activities (HBsAg and HBeAg assay) in HBV-reporter HepG2.2.2.15 cells. Further molecular docking was performed against HBV polymerase (Pol/RT) and capsid (Core) proteins as well as host-receptor sodium taurocholate co-transporting polypeptide (NTCP). The two isolated bioactive compounds were identified as quercetin and myricetin-3-O-rhamnoside. Quercetin significantly inhibited synthesis of HBsAg and HBeAg by about 60% and 62%, respectively as compared to myricetin-3-O-rhamnoside by 44% and 35%, respectively. Molecular docking of the two anti-HBV flavonoids revealed their higher binding affinities towards Pol/RT than Core and NTCP. In conclusion, this is the first report on anti-HBV active myricetin-3-O-rhamnoside along with quercetin isolated from G. senegalensis leaves. Their possible mode of anti-HBV activities are suggested through binding with viral Pol/RT and Core as well as host NTCP proteins.http://www.sciencedirect.com/science/article/pii/S131901642030061XGuiera senegalensisMyricetin-3-O-rhamnosideQuercetinHepatitis B virusanti-HBV |
| spellingShingle | Mohammad K. Parvez Mohammed S. Al-Dosari Ahmed H. Arbab Adnan J. Al-Rehaily Mazin A.S. Abdelwahid Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leaves Saudi Pharmaceutical Journal Guiera senegalensis Myricetin-3-O-rhamnoside Quercetin Hepatitis B virus anti-HBV |
| title | Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leaves |
| title_full | Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leaves |
| title_fullStr | Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leaves |
| title_full_unstemmed | Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leaves |
| title_short | Bioassay-guided isolation of anti-hepatitis B virus flavonoid myricetin-3-O-rhamnoside along with quercetin from Guiera senegalensis leaves |
| title_sort | bioassay guided isolation of anti hepatitis b virus flavonoid myricetin 3 o rhamnoside along with quercetin from guiera senegalensis leaves |
| topic | Guiera senegalensis Myricetin-3-O-rhamnoside Quercetin Hepatitis B virus anti-HBV |
| url | http://www.sciencedirect.com/science/article/pii/S131901642030061X |
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