Iota-Carrageenan is a potent inhibitor of rhinovirus infection

Grassauer, Andreas; Weinmuellner, Regina; Meier, Christiane; Pretsch, Alexander; Prieschl-Grassauer, Eva; Unger, Hermann

doi:10.1186/1743-422x-5-107

Cited by 194 publications

(200 citation statements)

References 34 publications

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“…Compounds 1 and 3 – 10 were tested for antivirus effects on H1N1 by the CPE inhibition assay [21,22], separately. The IC 50 values of 1 , 3 – 10 and ribavirin (positive control) were 75.5 ± 2.2, 41.5 ± 4.5, 62.6 ± 3.9, 106.5 ± 4.2, 28.9 ± 2.2, 6.8 ± 1.5, 94.5 ± 3.0, 113.8 ± 4.9, 156.6 ± 4.0, and 38.8 ± 1.5 μM, respectively.…”

Section: Resultsmentioning

confidence: 99%

“…The antiviral activity against H1N1 was evaluated by the CPE inhibition assay [21,22]. Confluent MDCK cell monolayers were firstly incubated with influenza virus (A/Puerto Rico/8/34 (H1N1), PR/8) at 37 °C for 1 h. After removing the virus dilution, cells were maintained in infecting media (RPMI 1640, 4 μg/mL of trypsin) containing different concentrations of test compounds at 37 °C.…”

Section: Methodsmentioning

confidence: 99%

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Diketopiperazine Derivatives from the Marine-Derived Actinomycete Streptomyces sp. FXJ7.328

Wang

et al. 2013

Marine Drugs

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Five new diketopiperazine derivatives, (3Z,6E)-1-N-methyl-3-benzylidene-6-(2S-methyl-3-hydroxypropylidene)piperazine-2,5-dione (1), (3Z,6E)-1-N-methyl-3-benzylidene-6-(2R-methyl-3-hydroxypropylidene)piperazine-2,5-dione (2), (3Z,6Z)-3-(4-hydroxybenzylidene)-6-isobutylidenepiperazine-2,5-dione (3), (3Z,6Z)-3-((1H-imidazol-5-yl)-methylene)-6-isobutylidenepiperazine-2,5-dione (4), and (3Z,6S)-3-benzylidene-6-(2S-but-2-yl)piperazine-2,5-dione (5), were isolated from the marine-derived actinomycete Streptomyces sp. FXJ7.328. The structures of 1–5 were determined by spectroscopic analysis, CD exciton chirality, the modified Mosher’s, Marfey’s and the C3 Marfey’s methods. Compound 3 showed modest antivirus activity against influenza A (H1N1) virus with an IC50 value of 41.5 ± 4.5 μM. In addition, compound 6 and 7 displayed potent anti-H1N1 activity with IC50 value of 28.9 ± 2.2 and 6.8 ± 1.5 μM, respectively. Due to the lack of corresponding data in the literature, the 13C NMR data of (3Z,6S)-3-benzylidene-6-isobutylpiperazine-2,5-dione (6) were also reported here for the first time.

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Section: Resultsmentioning

confidence: 99%

Section: Methodsmentioning

confidence: 99%

Diketopiperazine Derivatives from the Marine-Derived Actinomycete Streptomyces sp. FXJ7.328

Wang

et al. 2013

Marine Drugs

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“…Carrageenan acts primarily by preventing the binding or the entry of virions into cells (Buck et al 2006, Grassauer et al 2008). This finding is consistent with the fact that carrageenan resembles heparan sulfate, an HPV cell-attachment factor.…”

Section: Antiviral Activitymentioning

confidence: 99%

Carrageenan: a review

Nečas¹,

2013

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Carrageenan is a natural carbohydrate (polysaccharide) obtained from edible red seaweeds. The name Carrageenan is derived from the Chondrus crispus species of seaweed known as Carrageen Moss or Irish Moss in England, and Carraigin in Ireland. Carraigin has been used in Ireland since 400 AD as a gelatin and as a home remedy to cure coughs and colds. It grows along the coasts of North America and Europe. Carrageenans are used in a variety of commercial applications as gelling, thickening, and stabilising agents, especially in food products and sauces. Aside from these functions, carrageenans are used in experimental medicine, pharmaceutical formulations, cosmetics, and industrial applications.Keywords: carrageenan; pharmacokinetics; toxicity; biological activity List of abbreviations 3,6-AG = 3,6, anhydro-galactose, 5-HT = 5-hydroxytryptamine, 6-APA = 6-amino penicillanic acid, ADI = acceptable daily intake, AG = amino guanidine, AIDS = acquired immune deficiency syndrome, AT-III = anti-thrombin-III, bw = body weight, COX-2 = cyclooxygenase-2, eNOS = endothelial nitric oxide synthase, FAO = food and agriculture organization, HC-II = heparin co-factor II, HIV = human immunodeficiency virus, HPV = human papilloma virus, HSV = herpes simplex virus, IFAC = international food additives council, iNOS = inducible nitric oxide synthase, JECFA = Joint FAO/WHO Expert Committee on Food Additives, L-NMMA = NG-monomethyl-l-arginine, nNOS = neuronal nitric oxide synthase, NO = nitric oxide, NOS = nitric oxide synthase, NSAIDs = non-steroidal antiinflammatory drugs, PGs = prostaglandins, SSL = sodium stearoyl lactylate, TNF-α = tumour necrosis factor-α

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“…The main three types of carrageenans are λ-, κ-, and ι-carrageenan, and each show different inhibitory effects on different viruses [32,33,34,35,36,37]. Buck et al demonstrated that carrageenans could inhibit the initial infection process of human papillomavirus (HPV), and the antiviral effect of ι-carrageenan is better than that of λ- and κ-carrageenans [38].…”

Section: The Antiviral Effects and Structure–activity Relationshipmentioning

confidence: 99%

The Antiviral Activities and Mechanisms of Marine Polysaccharides: An Overview

2012

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Recently, the studies on the antiviral activities of marine natural products, especially marine polysaccharides, are attracting more and more attention all over the world. Marine-derived polysaccharides and their lower molecular weight oligosaccharide derivatives have been shown to possess a variety of antiviral activities. This paper will review the recent progress in research on the antiviral activities and the mechanisms of these polysaccharides obtained from marine organisms. In particular, it will provide an update on the antiviral actions of the sulfated polysaccharides derived from marine algae including carrageenans, alginates, and fucans, relating to their structure features and the structure–activity relationships. In addition, the recent findings on the different mechanisms of antiviral actions of marine polysaccharides and their potential for therapeutic application will also be summarized in detail.

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Iota-Carrageenan is a potent inhibitor of rhinovirus infection

Cited by 194 publications

References 34 publications

Diketopiperazine Derivatives from the Marine-Derived Actinomycete Streptomyces sp. FXJ7.328

Diketopiperazine Derivatives from the Marine-Derived Actinomycete Streptomyces sp. FXJ7.328

Carrageenan: a review

The Antiviral Activities and Mechanisms of Marine Polysaccharides: An Overview

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