beta-D-Galactopyranosid, (3 beta,5 alpha, 22 beta, 25S)-spirosolan-3-yl-O-beta-D-glucopyranosyl-(1=> 2)-O-(beta-D-xylopyranosyl-(1=> 3))-O-beta-D-glucopyranosyl-(1=> 4)-

BeschreibungThis glycosidic alkaloid has been obtained from the dried leaves of Lycopersicum pimpinelli/olium (Syn. Solanum racemigerum) and also occurs in L. esculentum; L. hirsutum; L. peruvianum; L. peruvianum var. chutatum and L. putatum. The alkaloid forms colourless needles from MeOH and has a somewhat indefinite melting point about 270°C. It is laevorotatory with [α]20D - 30° (pyridine) and on hydrolysis with H2S04 yields tomatidine, I mole of galactose, 2 moles of glucose and 1 mole of xylose. The tetrasaccharide unit is known as lycotetraose. Partial hydrolysis with acid yields a series of products depending upon which, and how many, of the sugar residues are split off from the molecule. Those which have been isolated are: tomatidine lycotriose I (galactose-glucose-glucose); tomatidine lycotriose II (galactose-glucose-xylose); tomatidine lycobiose (galactose-glucose) and tomatidine-galactose.

VerwendenTomatine is used as an antiproliferatice agent used in the suppression of breast adenocarcinoma cells.