Quercetin pentaacetate inhibits in vitro human respiratory syncytial virus adhesion

Lopes, Bruno Rafael Pereira; Costa, Mirian Feliciano da; Ribeiro, Amanda Genova; Silva, Tiago Francisco da; Lima, Caroline Sprengel; Caruso, Ícaro Putinhon; Araujo, Gabriela Campos de; Kubo, Letícia Hiromi; Iacovelli, Federico; Falconi, Mattia; Desideri, Alessandro; Oliveira, Juliana de; Regasini, Luís Octávio; Souza, Fátima Pereira de; Toledo, Karina Alves

doi:10.1016/j.virusres.2019.197805

Cited by 45 publications

(32 citation statements)

References 44 publications

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“…Based on a literature survey, we tested eighteen phytochemical compounds with reported antiviral properties including, Allicin (Xie et al,2020), Bornyl acetate , Capsaicin (Tang et al, 2020), Carvacrol (Bansal et al, 2020), Catechol (Mishra et al, 2020), Cinnamic acid (Silva et al, 2020), Curcumin (Bonfim et al, 2020), Eucalyptol (Patra et al, 2020), Gallic acid (Arsianti et al, 2020), Geraniol (Wei et al, 2020), Linalool (Del Bosco et al, 2020, Nicotinic acid (Corona et al, 2020), Phytic acid (Narayanaswamy and Esa 2018), Piperine (Chandani et al, 2019), Quercetin (Nile et al, 2020;Lopes et al, 2020;Aggarwa et al, 2020), Resorcinol (Lee et al, 2019), Terpinen-4-ol (Patra et al, 2020) and Viridiflorene (Shayeganmehr et al, 2018). Additionally, we have used as molecular docking controls, two FDA-approved old antimalarial drug, Chloroquine and Hydroxychloroquine (an analogue of chloroquine) recommended for treating COVID-19 patients (Gautret et al, 2020).…”

Section: Methodsmentioning

confidence: 99%

Theoretical Molecular Docking Study of the Structural Disruption of the Viral 3CL-Protease of COVID19 Induced by Binding of Capsaicin, Piperine and Curcumin Part 1: A Comparative Study with Chloroquine and Hydrochloroquine Two Antimalaric Drugs

González

Lossada

Moncayo

et al. 2020

Preprint

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The global pandemic caused by infections of the new coronavirus (COVID-19) makes it necessary to find possible less toxic and easily accessible therapeutic agents. In this study, we used strategies docking and molecular dynamics to analyze phytochemical compounds against FDA-approved antimalarial drugs recommended for the treatment of COVID-19. The evaluation was performed with the docking scores MolDock Score and Rerank Score calculated by Molegro Molecular. The DockThor server was used to generate the complexes and myPresto for the dynamic studies. Preliminary results suggested that piperine, capsaicin, and curcumin have the best docking scores and that they are capable of promoting structural changes in the viral protease by inducing folding of the enzyme. Curcumin and capsaicin bring the enzyme to a more compact conformational state compared to the native state, compared to chloroquine. Even though, it is unknown if these induced changes in protease are related to any inhibitory effect observed both in vitro and in vivo for any of these compounds. Further studies on the mechanisms of action of these compounds of interest are required, as well as experimental demonstrations. However, these results are interesting because they can serve as a starting point for subsequent experimental or/and in silico studies based on chemical structure-activity relationships taking these small molecules and their possible derivatives.

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Section: Methodsmentioning

confidence: 99%

Theoretical Molecular Docking Study of the Structural Disruption of the Viral 3CL-Protease of COVID19 Induced by Binding of Capsaicin, Piperine and Curcumin Part 1: A Comparative Study with Chloroquine and Hydrochloroquine Two Antimalaric Drugs

González

Lossada

Moncayo

et al. 2020

Preprint

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“…Lopes BRP et al [97] reported that the acetylated quercetin, a modified molecule in order to ameliorate its solubility and specificity, interacts with F-protein of Paramyxoviridae members to block viral adhesion to infected cells.…”

Section: Polyphenolsmentioning

confidence: 99%

Redox-Modulating Agents in the Treatment of Viral Infections

Checconi

Angelis

Marcocci

et al. 2020

IJMS

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Viruses use cell machinery to replicate their genome and produce viral proteins. For this reason, several intracellular factors, including the redox state, might directly or indirectly affect the progression and outcome of viral infection. In physiological conditions, the redox balance between oxidant and antioxidant species is maintained by enzymatic and non-enzymatic systems, and it finely regulates several cell functions. Different viruses break this equilibrium and induce an oxidative stress that in turn facilitates specific steps of the virus lifecycle and activates an inflammatory response. In this context, many studies highlighted the importance of redox-sensitive pathways as novel cell-based targets for therapies aimed at blocking both viral replication and virus-induced inflammation. In the review, we discuss the most recent findings in this field. In particular, we describe the effects of natural or synthetic redox-modulating molecules in inhibiting DNA or RNA virus replication as well as inflammatory pathways. The importance of the antioxidant transcription factor Nrf2 is also discussed. Most of the data reported here are on influenza virus infection. We believe that this approach could be usefully applied to fight other acute respiratory viral infections characterized by a strong inflammatory response, like COVID-19.

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“…Previous data obtained for the human respiratory syncytial virus (hRSV) F protein, a class I viral fusion glycoprotein sharing structural similarities with most of the lower respiratory tract viruses' fusion glycoproteins, indicated that newly generated escape mutations for evaluated small-molecule fusion inhibitors were clustered inside the central cavity of the F protein in prefusion conformation (Battles and McLellan, 2019;Lopes et al, 2020;Yan et al, 2014). Crystallographic studies later confirmed that these small-molecules bind within the central cavity, contacting from two to three lobes of the trimeric binding pocket and interacting with residues of the fusion peptide and the second heptad repeat (Battles et al, 2016).…”

Section: Introductionmentioning

confidence: 99%

Targeting the SARS-CoV-2 spike glycoprotein prefusion conformation: virtual screening and molecular dynamics simulations applied to the identification of potential fusion inhibitors

2020

Self Cite

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The emergence of the severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has led to a renewed interest in studying the role of the spike S glycoprotein in regulating coronavirus infections in the natural host. Taking advantage of the cryo-electron microscopy structure of SARS-CoV-2 S trimer in the prefusion conformation, we performed a virtual screening simulation with the aim to identify novel molecules that could be used as fusion inhibitors. The spike glycoprotein structure has been completed using modeling techniques and its inner cavity, needful for the postfusion transition of the trimer, has been scanned for the identification of strongly interacting available drugs. Finally, the stability of the protein-drug top complexes has been tested using classical molecular dynamics simulations. The free energy of interaction of the molecules to the spike protein has been evaluated through the MM/GBSA method and per-residue decomposition analysis. Results have been critically discussed considering previous scientific knowledge concerning the selected compounds and sequence alignments have been carried out to evaluate the spike glycoprotein similarity among the betacoronavirus family members. Finally, a cocktail of drugs that may be used as SARS-CoV-2 fusion inhibitors has been suggested.

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Quercetin pentaacetate inhibits in vitro human respiratory syncytial virus adhesion

Cited by 45 publications

References 44 publications

Theoretical Molecular Docking Study of the Structural Disruption of the Viral 3CL-Protease of COVID19 Induced by Binding of Capsaicin, Piperine and Curcumin Part 1: A Comparative Study with Chloroquine and Hydrochloroquine Two Antimalaric Drugs

Theoretical Molecular Docking Study of the Structural Disruption of the Viral 3CL-Protease of COVID19 Induced by Binding of Capsaicin, Piperine and Curcumin Part 1: A Comparative Study with Chloroquine and Hydrochloroquine Two Antimalaric Drugs

Redox-Modulating Agents in the Treatment of Viral Infections

Targeting the SARS-CoV-2 spike glycoprotein prefusion conformation: virtual screening and molecular dynamics simulations applied to the identification of potential fusion inhibitors

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