Galiridosid, ein Iridoidglucosid aus Galeopsis tetrahit L. (Labiatae)

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Abstract
From fresh leaves of Galeopsis tetrahit L. (Labiatae) a compound observed earlier only by paper chromatography and known as ‘Tetrahit‐Pseudoindican’ or ‘Gal. tetr. 47’ has been isolated, and its constitution (II) as a new iridoid glucoside has been established. The name of galiridoside is proposed for this compound.Acetylation of galiridoside gave the tetraacetyl‐derivative III. Catalytic reduction of II by Pd/C gave dihydrogaliridoside (IV). Basic hydrolysis of II with Ba(OH)2 gave desepoxydihydroxy‐galiridoside (VI). Reduction of galiridoside by lithium and ammonia yielded among other compounds a small amount of dideoxy‐aucubin (XI), isolated as its tetraacetate XII.The NMR. spectra of galiridoside and its derivatives support the proposed structure and configuration.