Abstract

From the leaves of PENSTEMON DIGITALIS Nutt. a novel dimeric open-chain monoterpene glucoside, digipenstroside, in addition to the known phenylpropanoid glycoside martynoside has been isolated. The structure of digipenstroside was elucidated by spectroscopic means (FD-MS, (1)H-, (13)C-, and 2D-NMR spectroscopy) as 1-(beta- D-glucopyranosyl)-8-[8''-hydroxy-2''-6''-dimethyl-oct-2''( E),6''( E)-dienoyl]-5,8-dihydroxy-2,6-dimethylocta-2( E),6( E)-dienoate. Therefore digipenstroside belongs to a new type of natural compounds, comprising of two geraniol-type monoterpenes and glucose linked by esterification. The occurrence of such compounds together with intact iridoid glycosides might be of interest from the biogenetic point of view.

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