Comparative Study of Mechanisms of Herpes Simplex Virus Inactivation by Sodium Lauryl Sulfate and
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            -Lauroylsarcosine

Piret, Jocelyne; Roy, Sylvie; Gagnon, Mylène; Landry, Sébastien; Désormeaux, André; Omar, Rabeea F.; Bergeron, Michel G.

doi:10.1128/aac.46.9.2933-2942.2002

Cited by 45 publications

(42 citation statements)

References 44 publications

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“…An anti-HSV activity was reported for the surfactin analogue pumilacidin (Naruse et al, 1990). It has recently been demonstrated that an anionic surfactant, sodium lauryl sulfate, suppresses the infectivity of HSV-1 strain F and HSV-2 strain 333 in vitro (Piret et al, 2002).…”

Section: Discussionmentioning

confidence: 99%

Anti-Herpesvirus Activities of Pseudomonas sp. S-17 Rhamnolipid and its Complex with Alginate

Remichkova

Galabova

Roeva

et al. 2008

Zeitschrift Für Naturforschung C

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The rhamnolipid biosurfactant PS-17 and its complex with the polysaccharide alginate, both produced by the Pseudomonas sp. S-17 strain, were studied for their antiviral activity against herpes simplex virus (HSV) types 1 and 2. They significantly inhibited the herpesvirus cytopathic effect (CPE) in the Madin-Darby bovine kidney (MDBK) cell line. The investigations were carried out according to the CPE inhibition assay protocol. The suppressive effect of the compounds on HSV replication was dose-dependent and occurred at concentrations lower than the critical micelle concentration of the surfactant. The 50% inhibitory concentration (IC 50 ) of rhamnolipid PS-17 was 14.5 μg/ml against HSV-1 and 13 μg/ml against HSV-2. The IC 50 values of the complex were 435 μg/ml for HSV-1 and 482 μg/ml for HSV-2. The inhibitory effects of the substances were confirmed by measuring the infectious virus yields with the multicycle virus growth experimental design as well: Δlog CCID 50 of 1.84Ð2.0 against the two types of herpes simplex viruses by rhamnolipid PS-17 (20 μg/ml), and a strong reduction of the HSV-2 virus yield under the effect of the alginate complex at a concentration of 450 μg/ml. The results indicate that rhamnolipid PS-17 and its alginate complex may be considered as promising substances for the development of anti-herpetic compounds.

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Section: Discussionmentioning

confidence: 99%

Anti-Herpesvirus Activities of Pseudomonas sp. S-17 Rhamnolipid and its Complex with Alginate

Remichkova

Galabova

Roeva

et al. 2008

Zeitschrift Für Naturforschung C

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“…The anionic surfactants docusate and sodium lauryl sulfate (46,47) and the nonionic surfactant nonoxynol-9 (48) are known to exhibit virucidal activity against HSV and HIV in vitro. However, these compounds show poor selectivity toward viral particles.…”

Section: Discussionmentioning

confidence: 99%

The Cholestanol-Conjugated Sulfated Oligosaccharide PG545 Disrupts the Lipid Envelope of Herpes Simplex Virus Particles

Said

Trybala

Görander

et al. 2016

Antimicrob Agents Chemother

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bHerpes simplex virus (HSV) and many other viruses, including HIV, initiate infection of host cells by binding to glycosaminoglycan (GAG) chains of cell surface proteoglycans. Although GAG mimetics, such as sulfated oligo-and polysaccharides, exhibit potent antiviral activities in cultured cells, the prophylactic application of these inhibitors as vaginal microbicides failed to protect women upon their exposure to HIV. A possible explanation for this failure is that sulfated oligo-and polysaccharides exhibit no typical virucidal activity, as their interaction with viral particles is largely electrostatic and reversible and thereby vulnerable to competition with GAG-binding proteins of the genital tract. Here we report that the cholestanol-conjugated sulfated oligosaccharide PG545, but not several other sulfated oligosaccharides lacking this modification, exhibited virucidal activity manifested as disruption of the lipid envelope of HSV-2 particles. The significance of the virus particle-disrupting activity of PG545 was also demonstrated in experimental animals, as this compound, in contrast to unmodified sulfated oligosaccharide, protected mice against genital infection with HSV-2. Thus, PG545 offers a novel prophylaxis option against infections caused by GAG-binding viruses. Since the original finding of WuDunn and Spear (1) that ubiquitous and negatively charged glycosaminoglycan (GAG) chains of cell surface proteoglycans provide the binding sites for attachment of herpes simplex virus (HSV) to cells, these oligosaccharides have been reported to assist infection of cells by a number of different viruses, including respiratory syncytial virus (RSV) (2, 3), HIV-1 (4), and Ebola virus (5). In HSV, glycoprotein C (gC) (6) and/or gB (7) mediates virus binding to cell surface GAGs. Sulfated polysaccharides and other polysulfonated compounds that mimic the structure of GAG chains are well-known inhibitors of the virus-GAG interaction in cultured cells (3,8,9). Due to extensive sulfonation, these compounds efficiently outcompete the binding of cell surface GAGs to the viral attachment proteins, thus preventing infection of cells. Notably, the same GAG mimetics can inhibit infectivity of different 9). In spite of potent antiviral activity in cultured cells, these inhibitors, i.e., cellulose sulfate, carrageenan, and PRO2000 (sulfonated poly-naphthalene), failed to protect women against contraction of HIV when tested as intravaginal virucides in several large clinical trials (10-12). Furthermore, there was an indication that one of these GAG mimetics, i.e., cellulose sulfate, increased the risk of contracting HIV (10). Although it is unclear why these compounds lack protective effects in humans (12, 13), some intrinsic features of the virus-GAG interaction, such as reversibility of the binding, may help to elucidate this issue. Virus binding to ubiquitous cell surface components, such as GAGs or sialic acid, has to be neatly balanced to avoid redundant dead-end interactions resulting in trapping of viral particles. Some...

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“…The direct virucidal activity was also found in other gallate derivatives, such as epigallocatechin-3-gallate, prodelphinidin B-2 3Ј-O-gallate and octyl gallate. 20,21,[30][31][32] Given that virucidal activity of some compounds was decreased in the presence of human cervical secretions or protein-rich solutions, 33,34) the virucidal activity of GA and PG in the presence of BSA and FCS solutions was investigated. The BSA solution (5%) but not FCS neutralized to some extent the anti-HSV-2 activity of GA.…”

Section: Discussionmentioning

confidence: 99%

Evaluation of Anti-HSV-2 Activity of Gallic Acid and Pentyl Gallate

Kratz

Andrighetti-Fröhner

Leal

et al. 2008

Biological & Pharmaceutical Bulletin

127

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Herpes simplex virus (HSV) is a DNA-containing enveloped virus that causes common viral infections in humans worldwide leading to a variety of diseases. HSV-1 and HSV-2 can be distinguished on the basis of clinical manifestations (the former is more frequently associated with oral cold sores, while the later causes genital ulcers) and biochemical and serological examinations. In most cases, HSV infection is usually benign or asymptomatic in immunocompetent individuals; however, in patients with an immature or compromised immune system, the infection can be serious and sometimes life-threatening. 1,2) Several nucleoside analogues have been approved for clinical use. Among those, acyclovir is widely used for the systemic treatment of HSV infections. It is a highly selective antiviral agent because it is specifically phosphorylated by viral thymidine kinase in infected cells. However, acyclovir-resistant HSV infection in immunocompromised patients such as transplanted patients and patients with AIDS has recently been observed. Therefore, it is desirable to develop new anti-HSV agents in order to substitute or complement the antiviral drugs available. 3,4)The synthetic n-alkyl esters of gallic acid (GA), also known as gallates, especially propyl, octyl and dodecyl gallates, are widely employed as antioxidants by food and pharmaceutical industries. 5,6) Besides the antioxidant activity, other biological activities have been described for this group of molecules, mainly anticancer, 7-10) antibacterial and antifungal properties. [11][12][13][14][15][16] There are few reports about the antiviral activity of these compounds. In 1988, the potent inhibition of HSV-1 and HSV-2 by methyl gallate was described. 17) In 2000, as part of the screening of phenolic compounds against HIV-1 integrase, gallic acid was found to be active. 18)More recently, the anti-HSV activity of several gallates was described by our research group, which proposed various structure-activity relationships regarding the antiviral, antioxidant and genotoxic effects.19) Furthermore, the pronounced anti-HSV-1 activity of octyl gallate, and its inhibitory effect against RNA viruses were also recently described. 20,21) In the present study, the anti-HSV-2 activity of gallic acid and pentyl gallate was evaluated followed by the determination of the site of antiviral activity of these compounds. MATERIALS AND METHODSCompounds GA and pentyl gallate (PG) (Fig. 1) were synthesized as previously described.19) The compounds (50 mM) were dissolved in dimethyl sulfoxide, stored at Ϫ20°C protected from light, and further diluted in culture medium prior to use.Cells and Virus African green monkey kidney cells (GMK AH1) were grown in Eagle's minimum essential medium (EMEM, Gibco BRL, Grand Island, NY, U.S.A.) supplemented with 2% fetal calf serum (FSC), 0.05% primaton substance (Kraft Inc., Norwich, CT, U.S.A.), 100 U/ml Göteborg, Sweden. Received November 23, 2007; accepted February 5, 2008; published online February 20, 2008 The synthetic n-alkyl esters of galli...

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Comparative Study of Mechanisms of Herpes Simplex Virus Inactivation by Sodium Lauryl Sulfate and n -Lauroylsarcosine

Cited by 45 publications

References 44 publications

Anti-Herpesvirus Activities of Pseudomonas sp. S-17 Rhamnolipid and its Complex with Alginate

Anti-Herpesvirus Activities of Pseudomonas sp. S-17 Rhamnolipid and its Complex with Alginate

The Cholestanol-Conjugated Sulfated Oligosaccharide PG545 Disrupts the Lipid Envelope of Herpes Simplex Virus Particles

Evaluation of Anti-HSV-2 Activity of Gallic Acid and Pentyl Gallate

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