Development of novel chemical libraries for drug discovery based on the oligosaccharides moieties of significant bio-active glycosides.

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In tomato plant bodies including leaves and stems, a steroidal alkaloid "tomatine" is the major ingredient of all. We prepared the propargyl lycotetraoside from the tomatine by using end-glycosidase "tomatinase" in the presence of propargyl alcohol. We applied to synthesize several lycotetraosyl derivatives coupled with an acetylene group in the propargyl lycotetraoside and azide groups in aglycone parts. The synthesis procedure is very simple and effective to get many kinds of lycotetraosyl derivatives having triazole ring without protection of hydroxyl group in lycotetraosides.