Xylans from Scinaia hatei: Structural features, sulfation and anti-HSV activity.
Natural compounds offer interesting pharmacological perspectives for antiviral drug development with regard to broad-spectrum antiviral properties and novel modes of action. In this study, we have analyzed alkali-extracted xylan of Scinaia hatei. Alkali extraction of this red alga yielded a xylan shown to have a molecular mass of 120kDa and a linear structure of (1-->4)-linked beta-d-xylopyranosyl residues. Derivatives (S1, S2, S3 and S4) generated by chemical sulfation from this macromolecule had degree of sulfation between 0.93 and 1.95, and contained strong anti-HSV activity with inhibitory concentration 50% (IC(50)) from 0.22 to 1.37mug/ml. Furthermore, they had no direct inactivating effect on virions in a virucidal assay. Sulfate groups account for their in vitro antiviral activity. Interestingly, sulfated xylans already exerted anti-HSV activity when only pre-incubated with the cultured cells prior to infection, thus pointing to a main inhibitory effect on viral entry.
Mandal
Pinaki
P
Natural Products Laboratory, Department of Chemistry, The University of Burdwan, Golapbag, Burdwan, WB 713104, India.
Pujol
Carlos Alberto
CA
Damonte
Elsa Beatriz
EB
Ghosh
Tuhin
T
Ray
Bimalendu
B
D000818:Animals; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D002522:Chlorocebus aethiops; D002850:Chromatography, Gel; D006027:Glycosides / Q000378:metabolism; D018259:Herpesvirus 1, Human / Q000187:drug effects*; D018258:Herpesvirus 2, Human / Q000187:drug effects*; D009682:Magnetic Resonance Spectroscopy; D008970:Molecular Weight; D000461:Rhodophyta / Q000737:chemistry*; D013455:Sulfur / Q000378:metabolism*; D014709:Vero Cells; D014990:Xylans / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology*
D000998:Antiviral Agents; D006027:Glycosides; D014990:Xylans; D013455:Sulfur