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Carbohydr Res ; 339(2): 335-47, 2004 Jan 22.
Article in English | MEDLINE | ID: mdl-14698892

ABSTRACT

The sulfated agaran isolated by water extraction from the red seaweed, Acanthophora spicifera (Rhodomelaceae, Ceramiales), is made up of A-units highly substituted with sulfate groups on C-2 (28-30%), sulfates on C-2 and 4,6-O-(1'-carboxyethylidene) groups (9-15%), and only the C-2 sulfate groups (5-8%) with small amounts of C-6 sulfate, 6-O-methyl, and nonsubstituted residues. B-units are formed mainly by 3,6-anhydro-alpha-L-galactose (15-16%) and its precursor, alpha-L-galactose 6-sulfate (10-17%), together with lesser amounts of 3,6-anhydro-alpha-L-galactose 2-sulfate, alpha-L-galactose 2,6-disulfate, alpha-L-galactose 2,3,6-tri-sulfate, alpha-L-galactose 2,6-disulfate 3-xylose, 2-O-methyl-alpha-L-galactose, and unsubstituted alpha-L-galactose. Small, but significant quantities of beta-D-xylose were found in all the fractions, together with small amounts to traces of D-glucose. Some of the fractions have high antiviral activity. Attempts to correlate structure and antiviral activity in agarans are presented.


Subject(s)
Agar/chemistry , Antiviral Agents/chemistry , Antiviral Agents/pharmacology , Rhodophyta/chemistry , Sulfates/chemistry , Sulfates/pharmacology , Animals , Anticoagulants/chemistry , Anticoagulants/pharmacology , Carbohydrate Conformation , Carbohydrate Sequence , Cell Survival/drug effects , Chlorocebus aethiops , Chromatography, Ion Exchange , Inhibitory Concentration 50 , Molecular Sequence Data , Molecular Structure , Spectrometry, Mass, Electrospray Ionization , Structure-Activity Relationship , Vero Cells , Viral Plaque Assay
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