Iridoids of Mentzelia decapetala (Pursh). II. Decaloside

Abstract

Decaloside (I), a minor component of Mentzelia decapetala (Loasaceae) has been isolated and characterized as lS,4aS,5 R,7aR-l-O-~-~-glucosyl-5-hydroxy-1,4a,5,7n-tetrahydro-4-hydroxymethylcyclopenta(c)pyran.-.

Iridoid Glycosides From Mentzelia decapetala

“…Loasaside exhibited the following properties: it turned pink at 193°and melted with decom- The 13C-nmr (D20) is presented in table 1. The acetate derivative was found to be identical in its physical and spectral data with the reported literature values for decaloside hexacetate (11). The 13C-nmr (CDClg) for the hexaacetate is presented in table 2.…”

“…Decaloside (2), a known iridoid glucoside, was isolated from both the w-butanoland water-soluble fractions. Its identity was established by comparison of the physical and spectral data of both the free compound and the acetate derivative with the reported literature values (11).…”

“…), Urban and Gilg, yielded five new compounds: 7-chlorodeutziol (3), loasaside (10), strictoside (13), deeapetaloside (12), and --ß-glucosyl decaloside ( 14), whose structures were elucidated by spectral and chemical means. In addition, three known iridoid glucosides were isolated: mentzeloside (deutzioside) (1), decaloside (2) and sweroside (11).A preliminary study of an ethanolic extract of Mentzelia decapetala (Pursh.) Urban and Gilg.…”

Strukturaufklärung von Iridoidglykosiden

“…[43]) und Secoiridoiden (Swerosid rierung von Asperulosid dieverbindung werden primare Acyloxygruppen off en-XXV (Abb. 5) iiber die INOUYE und bar rascher abgespalten als sekundare, seine Arbeitsgruppe das Asperulosid, wie die Hydrierung von XXVI zu dessen Struktur und Konfiguration be-XXVII zeigt (Abb. 6), die bei der Struk- 2.…”