Chemically sulfated polysaccharides from natural sources: Assessment of extraction-sulfation efficiencies, structural features and antiviral activities

Mukherjee S, Ghosh K, Hahn F, Wangen C, Strojan H, Müller R, Anand N, Ali I, Bera K, Ray B, Hutterer C, Marschall M, Ray S (2019)


Publication Type: Journal article

Publication year: 2019

Journal

Book Volume: 136

Pages Range: 521-530

DOI: 10.1016/j.ijbiomac.2019.05.005

Abstract

The provisioning of compound libraries with a high degree of diversity and attractive pharmacological properties is a limiting step in drug development. This study reports the production of highly bioactive sulfated polysaccharides, originally present in a nonsulfated, dormant state in natural sources, and demonstrates their antiviral activity (human cytomegalovirus EC50 values of 2.34–7.77 μg/mL) at a low degree of cytotoxicity. Furthermore, data strongly suggested the inhibition of virus entry as the main mode of antiviral action. Remarkably, the utilized oleum-DMF reagent was able to generate a range of sulfated polysaccharides from various natural sources, possessing varying saccharide compositions, degrees of sulfation (0.4–1.7) and molecular masses (38–94,000 g/mol). Typically, in a matter of minutes, this reagent not only solubilized polysaccharides but also chemically converted their hydroxyl functionality into sulfates. The most active sulfated polysaccharide (EC50 of 2.62 μg/mL) proved to be a 94,000 g/mol branched glucan with sulfates at C-6/C-3,6/C-2,3,6 positions. In conclusion, the important determinants of such compounds' antiviral activity are: (i) degree of sulfation, (ii) molecular mass and (iii) structural features. Thus, our approach offers a huge prospect for the improvement of natural source-derived libraries based on biologically active polysaccharides with diversified chemical profiles.

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APA:

Mukherjee, S., Ghosh, K., Hahn, F., Wangen, C., Strojan, H., Müller, R.,... Ray, S. (2019). Chemically sulfated polysaccharides from natural sources: Assessment of extraction-sulfation efficiencies, structural features and antiviral activities. International Journal of Biological Macromolecules, 136, 521-530. https://dx.doi.org/10.1016/j.ijbiomac.2019.05.005

MLA:

Mukherjee, Shuvam, et al. "Chemically sulfated polysaccharides from natural sources: Assessment of extraction-sulfation efficiencies, structural features and antiviral activities." International Journal of Biological Macromolecules 136 (2019): 521-530.

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