Chemically modified galactans of Grateloupia indica : From production to in vitro antiviral activity
Copyright © 2023 Elsevier B.V. All rights reserved..
Herpes simplex viruses (HSVs) have an affinity for heparan sulfate proteoglycans on cell surfaces, which is a determinant for virus entry. Herein, several sulfated galactans that mimic the active domain of the entry receptor were employed to prevent HSV infection. They were produced from Grateloupia indica using chlorosulfonic acid-pyridine (ClSO3H.Py)/N,N-dimethylformamide reagent (fraction G-402), SO3.Py/DMF reagent (G-403), or by aqueous extraction (G-401). These galactans contained varied molecular masses (33-55 kDa), and sulfate contents (12-20 %), and have different antiviral activities. Especially, the galactan (G-402) generated by using ClSO3H.Py/DMF, a novel reagent, exhibited the highest level of antiviral activity (EC50 = 0.36 μg/mL) compared to G-403 (EC50 = 15.6 μg/mL) and G-401 (EC50 = 17.9 μg/mL). This most active sulfated galactan possessed a linear chain containing β-(1 → 3)- and α-(1 → 4)-linked Galp units with sulfate group at the O-2/4/6 and O-2/3/6 positions, respectively. The HSV-1 and HSV-2 strains were specifically inhibited by this novel 33 ± 15 kDa galactan, which also blocked the virus from entering the host cell. These results highlight the significant potential of this sulfated galactan for antiviral research and drug development. Additionally, the reagent used for the effective conversion of galactan hydroxy groups to sulfate during extraction may also be useful for the chemical transformation of other natural products.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:258 |
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| Enthalten in: |
International journal of biological macromolecules - 258(2024), Pt 1 vom: 01. Feb., Seite 128824 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Ali, Imran [VerfasserIn] |
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| Links: |
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| Themen: |
Antiviral Agents |
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| Anmerkungen: |
Date Completed 08.02.2024 Date Revised 08.02.2024 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1016/j.ijbiomac.2023.128824 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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NLM365943606 |
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| 520 | |a Copyright © 2023 Elsevier B.V. All rights reserved. | ||
| 520 | |a Herpes simplex viruses (HSVs) have an affinity for heparan sulfate proteoglycans on cell surfaces, which is a determinant for virus entry. Herein, several sulfated galactans that mimic the active domain of the entry receptor were employed to prevent HSV infection. They were produced from Grateloupia indica using chlorosulfonic acid-pyridine (ClSO3H.Py)/N,N-dimethylformamide reagent (fraction G-402), SO3.Py/DMF reagent (G-403), or by aqueous extraction (G-401). These galactans contained varied molecular masses (33-55 kDa), and sulfate contents (12-20 %), and have different antiviral activities. Especially, the galactan (G-402) generated by using ClSO3H.Py/DMF, a novel reagent, exhibited the highest level of antiviral activity (EC50 = 0.36 μg/mL) compared to G-403 (EC50 = 15.6 μg/mL) and G-401 (EC50 = 17.9 μg/mL). This most active sulfated galactan possessed a linear chain containing β-(1 → 3)- and α-(1 → 4)-linked Galp units with sulfate group at the O-2/4/6 and O-2/3/6 positions, respectively. The HSV-1 and HSV-2 strains were specifically inhibited by this novel 33 ± 15 kDa galactan, which also blocked the virus from entering the host cell. These results highlight the significant potential of this sulfated galactan for antiviral research and drug development. Additionally, the reagent used for the effective conversion of galactan hydroxy groups to sulfate during extraction may also be useful for the chemical transformation of other natural products | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a Antiviral activity | |
| 650 | 4 | |a Chemical profiles | |
| 650 | 4 | |a Chemically modified galactans | |
| 650 | 4 | |a ClSO(3)H.Py/DMF reagent | |
| 650 | 4 | |a Grateloupia indica | |
| 650 | 7 | |a Galactans |2 NLM | |
| 650 | 7 | |a Sulfates |2 NLM | |
| 650 | 7 | |a Antiviral Agents |2 NLM | |
| 700 | 1 | |a Chemen, Mathias E |e verfasserin |4 aut | |
| 700 | 1 | |a Piccini, Luana E |e verfasserin |4 aut | |
| 700 | 1 | |a Mukherjee, Shuvam |e verfasserin |4 aut | |
| 700 | 1 | |a Jana, Subrata |e verfasserin |4 aut | |
| 700 | 1 | |a Damonte, Elsa B |e verfasserin |4 aut | |
| 700 | 1 | |a Ray, Bimalendu |e verfasserin |4 aut | |
| 700 | 1 | |a Garcia, Cybele C |e verfasserin |4 aut | |
| 700 | 1 | |a Ray, Sayani |e verfasserin |4 aut | |
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