Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus

Antibiotic-resistant infections are a growing problem; to combat multi-drug resistant bacterial infections, antibiotics with novel mechanisms of action are needed. Identification of potent bioactive natural products is an attractive avenue for developing novel therapeutic strategies against bacteria...

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Autores principales: Jae Sik Yu, Ji-Hoon Kim, Luay Rashan, Inseo Kim, Wonsik Lee, Ki Hyun Kim
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Publicado: Frontiers Media S.A. 2021
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Acceso en línea:https://doaj.org/article/5d066700b5eb48eab32398a81245f353
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spelling oai:doaj.org-article:5d066700b5eb48eab32398a81245f3532021-12-01T07:30:45ZPotential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus1664-302X10.3389/fmicb.2021.784504https://doaj.org/article/5d066700b5eb48eab32398a81245f3532021-11-01T00:00:00Zhttps://www.frontiersin.org/articles/10.3389/fmicb.2021.784504/fullhttps://doaj.org/toc/1664-302XAntibiotic-resistant infections are a growing problem; to combat multi-drug resistant bacterial infections, antibiotics with novel mechanisms of action are needed. Identification of potent bioactive natural products is an attractive avenue for developing novel therapeutic strategies against bacterial infections. As part of our ongoing research to explore bioactive natural products from diverse resources, we investigated the antimicrobial compounds from Woodfordia uniflora, a flowering shrub unique to the Dhofar region of Oman. The plant has been used as a remedy for skin infections in Oman. However, to date, no study has examined the antimicrobial compounds in W. uniflora. Phytochemical analysis of the methanolic extract of W. uniflora leaves in combination with LC/MS-based analysis allowed us to isolate and identify four flavonoid-type analogs (1–4), procyanidin B3-3-O-gallate (1), rhamnetin 3-O-(6″-galloyl)-β-D-glucopyranoside (2), rhamnetin 3-O-α-L-rhamnopyranoside (3), and quercetin 3-O-(6″-galloyl)-β-D-glucopyranoside (4). The isolates have a novel mechanism of action; the compounds inhibit biofilm formation in methicillin-resistant Staphylococcus aureus (MRSA) and synergize with methicillin. Our metabolite analysis revealed that this synergizing activity by compounds was achieved by remodeling metabolism including central carbon metabolism and glutamine biosynthesis that resulted in abnormal cell formation and reduction in biofilm formation of MRSA. Taken together, these findings provide experimental evidence that rhamnetin 3-O-(6″-galloyl)-β-D-glucopyranoside (2) and quercetin 3-O-(6″-galloyl)-β-D-glucopyranoside (4) can be considered as potential therapeutic agents for the treatment of methicillin-resistant S. aureus-associated diseases.Jae Sik YuJi-Hoon KimLuay RashanInseo KimWonsik LeeKi Hyun KimFrontiers Media S.A.articleWoodfordia unifloraflavonoidantimicrobial activitybiofilm formationmethicillin-resistant Staphylococcus aureusMicrobiologyQR1-502ENFrontiers in Microbiology, Vol 12 (2021)
institution DOAJ
collection DOAJ
language EN
topic Woodfordia uniflora
flavonoid
antimicrobial activity
biofilm formation
methicillin-resistant Staphylococcus aureus
Microbiology
QR1-502
spellingShingle Woodfordia uniflora
flavonoid
antimicrobial activity
biofilm formation
methicillin-resistant Staphylococcus aureus
Microbiology
QR1-502
Jae Sik Yu
Ji-Hoon Kim
Luay Rashan
Inseo Kim
Wonsik Lee
Ki Hyun Kim
Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus
description Antibiotic-resistant infections are a growing problem; to combat multi-drug resistant bacterial infections, antibiotics with novel mechanisms of action are needed. Identification of potent bioactive natural products is an attractive avenue for developing novel therapeutic strategies against bacterial infections. As part of our ongoing research to explore bioactive natural products from diverse resources, we investigated the antimicrobial compounds from Woodfordia uniflora, a flowering shrub unique to the Dhofar region of Oman. The plant has been used as a remedy for skin infections in Oman. However, to date, no study has examined the antimicrobial compounds in W. uniflora. Phytochemical analysis of the methanolic extract of W. uniflora leaves in combination with LC/MS-based analysis allowed us to isolate and identify four flavonoid-type analogs (1–4), procyanidin B3-3-O-gallate (1), rhamnetin 3-O-(6″-galloyl)-β-D-glucopyranoside (2), rhamnetin 3-O-α-L-rhamnopyranoside (3), and quercetin 3-O-(6″-galloyl)-β-D-glucopyranoside (4). The isolates have a novel mechanism of action; the compounds inhibit biofilm formation in methicillin-resistant Staphylococcus aureus (MRSA) and synergize with methicillin. Our metabolite analysis revealed that this synergizing activity by compounds was achieved by remodeling metabolism including central carbon metabolism and glutamine biosynthesis that resulted in abnormal cell formation and reduction in biofilm formation of MRSA. Taken together, these findings provide experimental evidence that rhamnetin 3-O-(6″-galloyl)-β-D-glucopyranoside (2) and quercetin 3-O-(6″-galloyl)-β-D-glucopyranoside (4) can be considered as potential therapeutic agents for the treatment of methicillin-resistant S. aureus-associated diseases.
format article
author Jae Sik Yu
Ji-Hoon Kim
Luay Rashan
Inseo Kim
Wonsik Lee
Ki Hyun Kim
author_facet Jae Sik Yu
Ji-Hoon Kim
Luay Rashan
Inseo Kim
Wonsik Lee
Ki Hyun Kim
author_sort Jae Sik Yu
title Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus
title_short Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus
title_full Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus
title_fullStr Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus
title_full_unstemmed Potential Antimicrobial Activity of Galloyl-Flavonoid Glycosides From Woodfordia uniflora Against Methicillin-Resistant Staphylococcus aureus
title_sort potential antimicrobial activity of galloyl-flavonoid glycosides from woodfordia uniflora against methicillin-resistant staphylococcus aureus
publisher Frontiers Media S.A.
publishDate 2021
url https://doaj.org/article/5d066700b5eb48eab32398a81245f353
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