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New Iridoid Glucosides and a Lignan Diglucoside from Globularia alypumL

✍ Scribed by Ratan K. Chaudhuri; Otto Sticher

Publisher: John Wiley and Sons
Year: 1981
Tongue: German
Weight: 808 KB
Volume: 64
Category: Article
ISSN: 0018-019X
DOI: 10.1002/hlca.19810640103

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✦ Synopsis

Abstract

The four new iridoid glucosides globularicisin (2), globularidin (5), globularimin (9), and globularinin (13), the lignan diglucoside liriodendrin (18), and syringin (20) have been isolated from Globularia alypum L. along with the previously reported glucosides globularin (1) and catalpol (4). Compound 2 is the first report of any cinnamoyl iridoid with a cis‐configuration at the acyl double bond. Compound 5 is another novel iridoid which lacks the characteristic C(3), C(4) double bond in the aglucone part. Compounds 9 and 13 are diastereomeric and contain highly oxygenated aglucone structures. The isolation of liriodendrin, from Globularia alypum is the first demonstration of the occurrence of a lignan in the family Globulariaceae.

The structures have been elucidated by ^1^H‐ and ^13^C‐NMR. spectroscopy as well as by chemical transformations. Taxonomical significance of the cooccurrence of iridoid and lignan glycosides as well as the antileukemic potentiality of the latter are also appraised.

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