Antiviral activity of some natural and synthetic sugar analogues

Huang, Richard T. C.; Dietsch, Ellen; Lockhof, Oswald; Schüller, Matthias; Reutter, Werner

doi:10.1016/0014-5793(91)81283-e

Cited by 12 publications

(12 citation statements)

References 12 publications

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“…Higher concentrations of 2-deoxy-D-glucose and D-glucosamine were found to impair glycosylation of viral glycoproteins. Only the sugar to which a benzyl group introduced has antiviral activity against influenza virus [77]. A bioactive cyanoglucoside from Codiaeum variegatum leaves showed antiinfluenza activity, and this was the first report indicating antiviral activity of a cyanoglucoside [62].…”

Section: Proteins or Sugars And Derivativesmentioning

confidence: 96%

Medicinal Herbs and Plant Extracts for Influenza: Bioactivity, Mechanism of Anti-influenza Effects, and Modulation of Immune Responses

Chon¹

2012

Studies in Natural Products Chemistry

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Section: Proteins or Sugars And Derivativesmentioning

confidence: 96%

Medicinal Herbs and Plant Extracts for Influenza: Bioactivity, Mechanism of Anti-influenza Effects, and Modulation of Immune Responses

Chon¹

2012

Studies in Natural Products Chemistry

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“…(1990) Not tested 0.18 mMA/Puerto Rico/8/34/MS (H1N1)MDCKHA sulfationKaraivanova & Spiro (1998) Not tested 0.18 mMA/Puerto Rico/8/34/MS (H1N1)LLC-PK 1 HA sulfation Not tested N -benzyl-1,5-dideoxy-1,5-imino- d -mannitol, targeting mannosidases 10 mMA/fowl plague virus/Rostock/34 (H7N1)MDCKNot testedHuang et al. (1991) Haemagglutination and CPE N -benzyl-1,5-dideoxy-1,5-imino-4,6- O -isopropylidene- d -mannitol, targeting mannosidases 10 mMA/fowl plague virus/Rostock/34 (H7N1)MDCKNot testedHuang et al. (1991) Haemagglutination and CPE 3-episiastatin B, targeting NA 10, 20, 40, 100 μMA/Fort Monmouth/1/47 (H1N1)MDCKIC 50 = 74 μM for NANishimura et al.…”

mentioning

confidence: 99%

“…(1991) Haemagglutination and CPE N -benzyl-1,5-dideoxy-1,5-imino-4,6- O -isopropylidene- d -mannitol, targeting mannosidases 10 mMA/fowl plague virus/Rostock/34 (H7N1)MDCKNot testedHuang et al. (1991) Haemagglutination and CPE 3-episiastatin B, targeting NA 10, 20, 40, 100 μMA/Fort Monmouth/1/47 (H1N1)MDCKIC 50 = 74 μM for NANishimura et al. (1993) PFU 11.1% of control at 40 μM 100 μMA/Kayano/57 (H2N2)MDCKIC 50 > 10 μM for NA Not tested 100 μMB/Lee/40MDCKIC 50 = 42 μM for NA Not tested N -nonyl-deoxygalactonojirimycin ( N N-DGJ), targeting ceramide-specific glucosyltransferase TitrationA/Udorn/307/72 (H3N2)MDCKNot testedHussain et al.…”

mentioning

confidence: 99%

Iminosugars: Promising therapeutics for influenza infection

Tyrrell

Sayce

Warfield

et al. 2016

Critical Reviews in Microbiology

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Influenza virus causes three to five million severe respiratory infections per year in seasonal epidemics, and sporadic pandemics, three of which occurred in the twentieth century and are a continuing global threat. Currently licensed antivirals exclusively target the viral neuraminidase or M2 ion channel, and emerging drug resistance necessitates the development of novel therapeutics. It is believed that a host-targeted strategy may combat the development of antiviral drug resistance. To this end, a class of molecules known as iminosugars, hydroxylated carbohydrate mimics with the endocyclic oxygen atom replaced by a nitrogen atom, are being investigated for their broad-spectrum antiviral potential. The influenza virus glycoproteins, hemagglutinin and neuraminidase, are susceptible to inhibition of endoplasmic reticulum α-glucosidases by certain iminosugars, leading to reduced virion production or infectivity, demonstrated by in vitro and in vivo studies. In some experiments, viral strain-specific effects are observed. Iminosugars may also inhibit other host and virus targets with antiviral consequences. While investigations of anti-influenza iminosugar activities have been conducted since the 1980s, recent successes of nojirimycin derivatives have re-invigorated investigation of the therapeutic potential of iminosugars as orally available, low cytotoxicity, effective anti-influenza drugs.

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“…On the basis of this information, the present studies were designed to evaluate the toxicity of two non-phospholipid nano-emulsion formulations on murine nasal epithelium and pulmonary tissue. Once non-toxic concentrations were identified, the ability of these compounds to prevent influenza A virus infection when applied as prophylaxis was assessed in a murine influenza pneumonitis model previously developed for the testing of antiviral agents (Huang et al, 1991;Karaivanova & Spiro, 1998;Sidwell, 1999;Wyde et al 1977).…”

mentioning

confidence: 99%

Prevention of Murine Influenza a Virus Pneumonitis by Surfactant Nano-Emulsions

Donovan¹,

Reuter

Cao³

et al. 2000

Antivir Chem Chemother

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Non-ionic surfactant nano-emulsions have extensive anti-microbial activity and are biocompatible with skin and mucous membranes at effective concentrations. Two nano-emulsion formulations (8N8 and 20N10) made from soybean oil, tributyl phosphate and Triton X-100, were tested for their ability to prevent murine influenza virus pneumonia in vivo. In the initial study, CD-1 mice were administered various dilutions of the nano-emulsions intranasally, and safe dosages and concentrations were determined. Non-toxic concentrations of the nano-emulsions were then mixed with influenza virus and applied to the nares of mice. Animals receiving mixtures of two different emulsions (8N8 or 20N10) and a LD50 of virus survived the challenge without evidence of viral infection. To determine if the nano-emulsions could prevent influenza virus infection in vivo when used as a prophylactic treatment, the nano-emulsions (8N8 at 1.0% and 20N10 at 1.0% or 0.2%) were applied to mouse nares 90 min before exposure to 5×105 p.f.u./ml virus by nebulized aerosol. Animals pretreated with the nano-emulsions had significantly decreased clinical signs of infection. Only 26.0% (8N8 at 1.0%), 31.25% (20N10 at 1.0%) and 37.0% (20N10 at 0.2%) of animals pretreated with nano-emulsion died from pneumonitis, whereas >80.0% of mock pretreated animals succumbed to infection ( P<0.005). These findings suggest that non-ionic surfactant nano-emulsions have therapeutic potential for the prevention of influenza virus infection in vivo.

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Antiviral activity of some natural and synthetic sugar analogues

Cited by 12 publications

References 12 publications

Medicinal Herbs and Plant Extracts for Influenza: Bioactivity, Mechanism of Anti-influenza Effects, and Modulation of Immune Responses

Medicinal Herbs and Plant Extracts for Influenza: Bioactivity, Mechanism of Anti-influenza Effects, and Modulation of Immune Responses

Iminosugars: Promising therapeutics for influenza infection

Prevention of Murine Influenza a Virus Pneumonitis by Surfactant Nano-Emulsions

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