Plant-Derived Purification, Chemical Synthesis, and In Vitro/In Vivo Evaluation of a Resveratrol Dimer, Viniferin, as an HCV Replication Inhibitor

Lee, Sung‐Jin; Mailar, Karabasappa; Kim, Mi Il; Park, Minkyung; Kim, Jiseon; Min, Dal‐Hee; Heo, Tae‐Hwe; Bae, Soo Kyung; Choi, Won Jun; Lee, Choong-Ho

doi:10.3390/v11100890

Cited by 19 publications

(20 citation statements)

References 45 publications

(59 reference statements)

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“…In 2019, the same authors confirmed the inhibitory capability of (þ)-e-viniferin against HCV [58]. The pure enantiomer (þ)-e-viniferin ((þ)-e-VF) ( Fig.…”

Section: Hepatitis C Virusmentioning

confidence: 72%

“…Eventually, in in vivo pharmacokinetic studies, after intraperitoneal injection in rats, vitisin B showed a preferred tissue distribution in the liver, which is a major organ of HCV replication [57]. Because of the difficulties to obtain the pure compound in substantial amounts for further investigation, studies on infected mice were not included [58].…”

Section: Hepatitis C Virusmentioning

confidence: 99%

“…The pharmacokinetic profile of (±)-e-VF were studied on mice after oral and intraperitoneal administration. The intraperitoneal dosing resulted in much higher plasma concentrations than those after oral administration, suggesting that the low oral bioavailability of (±)-e-VF is due to poor absorption through the intestinal epithelium and to intestinal first pass effects [58].…”

Section: Hepatitis C Virusmentioning

confidence: 99%

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Natural and nature-inspired stilbenoids as antiviral agents

Mattio

Catinella

Pinto

et al. 2020

European Journal of Medicinal Chemistry

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Viruses continue to be a major threat to human health. In the last century, pandemics occurred and resulted in significant mortality and morbidity. Natural products have been largely screened as source of inspiration for new antiviral agents. Within the huge class of plant secondary metabolites, resveratrolderived stilbenoids present a wide structural diversity and mediate a great number of biological responses relevant for human health. However, whilst the antiviral activity of resveratrol has been extensively studied, little is known about the efficacy of its monomeric and oligomeric derivatives. The purpose of this review is to provide an overview of the achievements in this field, with particular emphasis on the source, chemical structures and the mechanism of action of resveratrol-derived stilbenoids against the most challenging viruses. The collected results highlight the therapeutic versatility of stilbene-containing compounds and provide a prospective insight into their potential development as antiviral agents.

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“…In 2019, the same authors confirmed the inhibitory capability of (þ)-e-viniferin against HCV [58]. The pure enantiomer (þ)-e-viniferin ((þ)-e-VF) ( Fig.…”

Section: Hepatitis C Virusmentioning

confidence: 72%

Section: Hepatitis C Virusmentioning

confidence: 99%

Section: Hepatitis C Virusmentioning

confidence: 99%

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Natural and nature-inspired stilbenoids as antiviral agents

Mattio

Catinella

Pinto

et al. 2020

European Journal of Medicinal Chemistry

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“…rotavirus (B. Yu et al, 2018), Human Immunodeficiency Virus (HIV) (Pflieger et al, 2013); hepatitis C virus (HCV) (Lee et al, 2019).…”

Section: Anti-tussive Molecules Like D-viniferin and Myricitrinmentioning

confidence: 99%

Discovery of potential multi-target-directed ligands by targeting host-specific SARS-CoV-2 structurally conserved main protease

Joshi

Jagdale

Bansode

et al. 2020

Journal of Biomolecular Structure and Dynamics

295

269

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2020): Discovery of potential multi-target-directed ligands by targeting host-specific SARS-CoV-2 structurally conserved main protease, Journal of Biomolecular Structure and Dynamics, ABSTRACT Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection has resulted in the current COVID-19 pandemic. Worldwide this disease has infected over 2.5 million individuals with a mortality rate ranging from 5 to 10%. There are several efforts going on in the drug discovery to control the SARS-CoV-2 viral infection. The main protease (M Pro ) plays a critical role in viral replication and maturation, thus can serve as the primary drug target. To understand the structural evolution of M Pro , we have performed phylogenetic and Sequence Similarity Network analysis, that depicted divergence of Coronaviridae M Pro in five clusters specific to viral hosts. This clustering was corroborated with the comparison of M Pro structures. Furthermore, it has been observed that backbone and binding site conformations are conserved despite variation in some of the residues. These attributes can be exploited to repurpose available viral protease inhibitors against SARS-CoV-2 M Pro . In agreement with this, we performed screening of $7100 molecules including active ingredients present in the Ayurvedic antitussive medicines, anti-viral phytochemicals and synthetic anti-virals against SARS-CoV-2 M Pro as the primary target. We identified several natural molecules like d-viniferin, myricitrin, taiwanhomoflavone A, lactucopicrin 15-oxalate, nympholide A, afzelin, biorobin, hesperidin and phyllaemblicin B that strongly binds to SARS-CoV-2 M Pro . Intrestingly, these molecules also showed strong binding with other potential targets of SARS-CoV-2 infection like viral receptor human angiotensin-converting enzyme 2 (hACE-2) and RNA dependent RNA polymerase (RdRp). We anticipate that our approach for identification of multi-target-directed ligand will provide new avenues for drug discovery against SARS-CoV-2 infection. ARTICLE HISTORY

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“…Previous studies have also suggested that -Viniferin shows potent antiviral activity against a variety of viruses viz. rotavirus 19 , Human Immunodeficiency Virus (HIV) 20 ; hepatitis C virus (HCV) 21 .…”

Section: Inter-residue Contacts and The Structural Flexibility Is Locmentioning

confidence: 99%

Discovery of Multi-Target-Directed Ligands by Targeting Host-specific SARS-CoV-2’s Structurally Conserved Main Protease

Joshi¹,

Jagdale²,

Bansode³

et al. 2020

Preprint

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Severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) infection has resulted in the current COVID-19 pandemic. Worldwide this disease has infected around 1.5 million individuals with a mortality rate ranging from 5 to 10%. It has also imposed extreme challenges on global health, economy, and social behavior. Due to the unavailability of therapeutics, several efforts are going on in the drug discovery to control the SARS-CoV-2 viral infection. The main protease (MPro) plays a critical role in viral replication and maturation, thus can serve as the primary drug target. To understand the structural evolution of MPro, we have performed phylogenetic and SSN analysis, that depicted divergence of Coronaviridae MPro in five clusters specific to viral hosts. This clustering was also corroborated with the comparison of MPro structures. Furthermore, it has been observed that backbone and binding site conformations are conserved despite variation in some of the residues. This conservation can be exploited to repurpose available viral protease inhibitors against SARS-CoV-2 MPro. In agreement with this, we performed screening of the custom-made library of ~7100 molecules including active ingredients present in the Ayurvedic anti-tussive medicines, anti-viral phytochemicals and synthetic anti-virals against SARS-CoV-2 MPro as the primary target. We identified several natural molecules that strongly binds to SARS-CoV-2 MPro among which top seven molecules are d-Viniferin, Myricitrin, Taiwanhomoflavone A, Lactucopicrin 15-oxalate, Nympholide A, Biorobin and Phyllaemblicin B. Most of the predicted lead molecules are from Vitis vinifera, also reported for anti-tussive and/or antiviral activities. These molecules also showed strong binding with other main targets RdRp and hACE-2. We anticipate that our approach for identification of multi-target-directed ligand will provide new avenues for drug discovery against SARS-CoV-2 infection.

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Plant-Derived Purification, Chemical Synthesis, and In Vitro/In Vivo Evaluation of a Resveratrol Dimer, Viniferin, as an HCV Replication Inhibitor

Cited by 19 publications

References 45 publications

Natural and nature-inspired stilbenoids as antiviral agents

Natural and nature-inspired stilbenoids as antiviral agents

Discovery of potential multi-target-directed ligands by targeting host-specific SARS-CoV-2 structurally conserved main protease

Discovery of Multi-Target-Directed Ligands by Targeting Host-specific SARS-CoV-2’s Structurally Conserved Main Protease

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Plant-Derived Purification, Chemical Synthesis, and In Vitro/In Vivo Evaluation of a Resveratrol Dimer, Viniferin, as an HCV Replication Inhibitor

Cited by 19 publications

References 45 publications

Natural and nature-inspired stilbenoids as antiviral agents

Natural and nature-inspired stilbenoids as antiviral agents

Discovery of potential multi-target-directed ligands by targeting host-specific SARS-CoV-2 structurally conserved main protease

Discovery of Multi-Target-Directed Ligands by Targeting Host-specific SARS-CoV-2&rsquo;s Structurally Conserved Main Protease

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Product

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Discovery of Multi-Target-Directed Ligands by Targeting Host-specific SARS-CoV-2’s Structurally Conserved Main Protease