Zur Struktur des Aucubins. (Vorläufige Mitteilung)

Wendt, Max W.; Haegele, W.; Simonitsch, E.; Schmid, Hans

doi:10.1002/hlca.19600430529

Cited by 17 publications

(3 citation statements)

References 4 publications

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“…Aucubin [2,3,4] H0H2C 0-C-CH2-CH-CH glucosiden kommen ll-Monoglucoside (VII), Diglucoside (VIII) und Bioside (IX) vor. Auch Ester von Iridoiden sind relativ haufig; dabei kann der Acylrest entweder an das Aglykon (X) oder an den Zuckerrest (XI) gebunden sein, oder eine Carboxylgruppe am C-4 ist mit einem Alkohol verestert (XII).…”

Section: Vi1 Ver Benalin [L]unclassified

Strukturaufklärung von Iridoidglykosiden

Rimpler¹

1978

Planta Med

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Abstractcyclopentanering is discussed in some detail. The literature concerning the determination of structure, configuration and conformation of iridoids is reUnter Iridoiden versteht man Monoviewed. The use of NMR spectroscopy terpene mit einem Hexahydro-cyclofor the determination of configuration penta[c]pyran-Ringsystem und davon and preferred conformation of the ableitbare Verbindungen. Die StoffDieses Dokument wurde zum persönlichen Gebrauch heruntergeladen. Vervielfältigung nur mit Zustimmung des Verlages.

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Section: Vi1 Ver Benalin [L]unclassified

Strukturaufklärung von Iridoidglykosiden

Rimpler¹

1978

Planta Med

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“…In order to clarify this ester linkage, the following experiment was performed. Catalposide methyl ether (9) on treatment with anisoyl chloride in pyridine, the same hexaanisate (10) which was obtained from deshydroxybenzoylcatalposide (3) by a similar reaction. This is equivalent to the re-formation of catalposide from 3 and p-hydroxybenzoyl chloride and shows the ester to be quite normal.…”

mentioning

confidence: 92%

“…Treatment of catalposide (1) and its methyl ether (9) with aqueous sodium hydroxide gave near quantitative yields of p-hydroxybenzoic acid and anisic acid, respectively.4 Under these conditions, the solutions discolored and it was impossible to obtain a good yield of deshydroxybenzoylcatalposide (3).17 However, when 1 was treated with the strong base resin, Amberlite IRA-400-OH, no color resulted and a smooth reaction was accomplished. Both 1 and its methyl ether ( 9) were saponified to yield 3.…”

mentioning

confidence: 99%