Sulfated alkyl glucooligosaccharide glycosides exhibit high anti-HIV activity (in vitro), despite their low molecular weights as compared to polysaccharide sulfates [l-4]. The selection of oligosaccharides possessing this type of anti-HIV activity is important in the design of biologically active agents.
Oligosaccharides vary in their activity duration in blood [5]. Glycosylation elevates the activity of a nonglycosylated compound. Sulfated alkyl oligosaccharide glycosides, especially from (1 --, 3)-/Z&D-glucooligosaccharides, may be a new candidate as the agent.
We report here NMR spectroscopic assignments of (1 --) 3)-P-o-glucopentaose peracetate (1) and its dodecyl glycoside (2) (Fig. 11, which are precursors of the desired agent. Only a few papers have described chemical shifts of such compounds [6-81.
1. Results
Itzmumenfs.--NMR spectra were recorded at ambient temperature with a JNM-GSX400 spectrometer for iH at 400 MHz and for 13C at 100 MHz, using CDCl, as solvent and Me,Si as the internal standard. 2D COSY and HC-COSY spectra were acquired by use of a 90" pulse width of 14.5 ps duration, 2048 x 128 point data sets, zero-filled at 256 points in the t, dimension. Long range HC-COSY