Molecular Interactions of Tannic Acid with Proteins Associated with SARS-CoV-2 Infectivity

Haddad, Mohamed; Gaudreault, Roger; Sasseville, Gabriel; Nguyen, Phuong; Wiebe, Hannah; Ven, Theo van de; Bourgault, Steve; Mousseau, Normand; Ramassamy, Charles

doi:10.3390/ijms23052643

Cited by 29 publications

(26 citation statements)

References 108 publications

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“…Further study indicated that tannic acid interfered with the binding of S-RBD to hACE2 in the clinical therapeutic dose range, and exhibited effective antiviral activity against pseudotyped SARS-CoV-2 entry. Molecular docking and molecular dynamic revealed that tannic acid could block S-RBD from binding to hACE2 by interacting with the essential residues of S-RBD-hACE2 interface, which is also in accordance with a recent research ( Haddad et al, 2022 ). Moreover, it is known that the SARS-CoV-2 spike glycoprotein is broadly mutated, with approximately 90% of the sequence being changed ( Bhattacharya et al, 2021 ).…”

Section: Discussionsupporting

confidence: 90%

Role of tannic acid against SARS-cov-2 cell entry by targeting the interface region between S-protein-RBD and human ACE2

Chen

Wang²,

Wang³

et al. 2022

Front. Pharmacol.

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Coronavirus disease 2019 (COVID-19) was caused by a new coronavirus, severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2). SARS-CoV-2 utilizes human angiotensin converting enzyme 2 (hACE2) as the cellular receptor of its spike glycoprotein (SP) to gain entry into cells. Consequently, we focused on the potential of repurposing clinically available drugs to block the binding of SARS-CoV-2 to hACE2 by utilizing a novel artificial-intelligence drug screening approach. Based on the structure of S-RBD and hACE2, the pharmacophore of SARS-CoV-2-receptor-binding-domain (S-RBD) -hACE2 interface was generated and used to screen a library of FDA-approved drugs. A total of 20 drugs were retrieved as S-RBD-hACE2 inhibitors, of which 16 drugs were identified to bind to S-RBD or hACE2. Notably, tannic acid was validated to interfere with the binding of S-RBD to hACE2, thereby inhibited pseudotyped SARS-CoV-2 entry. Experiments involving competitive inhibition revealed that tannic acid competes with S-RBD and hACE2, whereas molecular docking proved that tannic acid interacts with the essential residues of S-RBD and hACE2. Based on the known antiviral activity and our findings, tannic acid might serve as a promising candidate for preventing and treating SARS-CoV-2 infection.

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Section: Discussionsupporting

confidence: 90%

Role of tannic acid against SARS-cov-2 cell entry by targeting the interface region between S-protein-RBD and human ACE2

Chen

Wang²,

Wang³

et al. 2022

Front. Pharmacol.

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“…The effectiveness of B. abyssinica water extract could be due high phenolic compounds that have been revealed by other studies to possess high antiviral activity [ 33 , 34 ]. The presence of tannins in stem bark extracts seems to have antiviral activity on coronavirus [ 35 , 36 ] where similar studies revealed similar activity of tannic acid on SARS-CoV-2 [ 37 ]. High amount of flavonoids were also revealed leaves extract of B. abyssinica which has been reported by several studies to have activity against SARS-CoV-2 [ 38 ].…”

Section: Discussionmentioning

confidence: 99%

Screening and evaluation of cytotoxicity and antiviral effects of secondary metabolites from water extracts of Bersama abyssinica against SARS-CoV-2 Delta

Zekeya

Mamiro

Ndossi

et al. 2022

BMC Complement Med Ther

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Background Bersama abyssinica is a common herb in Africa, with diverse medical uses in different areas. The plant is well-known in Tanzania for treating respiratory disorders such as TB, tonsillitis, bronchitis, and asthma, and it has lately been utilized to treat COVID-19 symptoms. Water extract of leaf and stem bark has been registered as an herbal medication known as 'Coviba Dawa' in Tanzania for the relief of bacterial respiratory infections. The extracts, however, have not been scientifically tested for their anti-viral activities. The aim of this work was to test for the cytotoxicity and antiviral effects of bioactive ingredients from B. abyssinica extracts against the Delta variant of the SARS-CoV-2 coronavirus. Methods B. abyssinica leaves and stem bark were dried under shade in room temperature and then pulverized to obtain small pieces before soaking into different solvents. One hundred grams of each, leaves and stem bark, were extracted in petroleum ether, dichloromethane, ethyl acetate and methanol. Water extract was obtained by decoction of stem bark and leaves into water. Phenols, flavonoids, tannins, and antioxidants were confirmed as components of the extracts. Analysis of polar extracts of bark stem bark and leaves was done. Antiviral screening and cytotoxicity experiments were conducted in a Biosafety Level 3 (BSL-3) Laboratory facility according to International Standard Operating Procedures (SOPs). Results By the use of LC–MS/MS analysis, this study confirmed the existence of four phenolic compounds in B. abyssinica water extract; 2,4-di-tert-butylphenol, 4-formyl-2-methoxyphenyl propionate, 7,8-Dihydroxy-4-methylcoumarin, and 2,3, 6-trimethoxyflavone with antioxidant activity. This study showed that, while the water extracts of B. abyssinica had significant antiviral activity against SARS Cov2 virus, it showed no cytotoxicity effect on Vero E6 cells. In particular, the water extract (Coviba dawa) showed 75% while ethylacetate fraction of B. abyssinica leaves showed a 50% in vitro viral inhibition, indicating that these substances may be useful for the development of future anti-viral agents. Conclusion We therefore recommend isolation of compounds for further profiling and development with a broader concentration range. We further recommend studies that determine the antiviral activity of extracts of B.abyssinica on other viral pathogens of clinical concern.

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“…Moreover, several compounds found in natural plants and food, such as tannin [ 26 ] and tannic acid [ 27 , 28 ], have been reported to have anti-SARS-CoV-2 effects in vivo and in vitro , respectively. Therefore, food-derived compounds with anti-SARS-CoV-2 effects, including those found in our current study, are expected to be useful for prevention and treatment of COVID-19.…”

Section: Discussionmentioning

confidence: 99%

Identification of anti-SARS-CoV-2 agents based on flavor/fragrance compositions that inhibit the interaction between the virus receptor binding domain and human angiotensin converting enzyme 2

Nishimura

Nomiyama²,

Okamoto³

et al. 2022

PLoS ONE

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Coronavirus disease 2019 (COVID-19) pandemic poses a threat to human beings and numerous cases of infection as well as millions of victims have been reported. The binding of the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) spike protein receptor binding domain (RBD) to human angiotensin converting enzyme 2 (hACE2) is known to promote the engulfment of the virus by host cells. Employment of flavor/fragrance compositions to prevent SARS-CoV-2 infection by inhibiting the binding of viral RBD (vRBD) to hACE2 might serve as a favorable, simple, and easy method for inexpensively preventing COVID-19, as flavor/fragrance compositions are known to directly interact with the mucosa in the respiratory and digestive systems and have a long history of use and safety assessment. Herein we report the results of screening of flavor/fragrance compositions that inhibit the binding of vRBD to hACE2. We found that the inhibitory effect was observed with not only the conventional vRBD, but also variant vRBDs, such as L452R, E484K, and N501Y single-residue variants, and the K417N+E484K+N501Y triple-residue variant. Most of the examined flavor/fragrance compositions are not known to have anti-viral effects. Cinnamyl alcohol and Helional inhibited the binding of vRBD to VeroE6 cells, a monkey kidney cell line expressing ACE2. We termed the composition with inhibitory effect on vRBD-hACE2 binding as “the molecularly targeted flavor/fragrance compositions”. COVID-19 development could be prevented by using these compositions with reasonable administration methods such as inhalation, oral administration, and epidermal application.

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Molecular Interactions of Tannic Acid with Proteins Associated with SARS-CoV-2 Infectivity

Cited by 29 publications

References 108 publications

Role of tannic acid against SARS-cov-2 cell entry by targeting the interface region between S-protein-RBD and human ACE2

Role of tannic acid against SARS-cov-2 cell entry by targeting the interface region between S-protein-RBD and human ACE2

Screening and evaluation of cytotoxicity and antiviral effects of secondary metabolites from water extracts of Bersama abyssinica against SARS-CoV-2 Delta

Identification of anti-SARS-CoV-2 agents based on flavor/fragrance compositions that inhibit the interaction between the virus receptor binding domain and human angiotensin converting enzyme 2

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