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Iridoids, iridoid-triterpenoid congeners and lignans from Desfontainia spinosa

1986; Elsevier BV; Volume: 25; Issue: 8 Linguagem: Inglês

10.1016/s0031-9422(00)81172-3

1873-3700

Peter J. Houghton, Lu Ming Lian,

Biochemical Analysis and Sensing Techniques

The leaves of Desfontainia spinosa; were found to contain the three known seco-iridoids secoxyloganin, dimethyl secologanoside and sweroside in addition to the three iridoids loganin, loganetin and loganic acid previously reported. In addition a novel loganin derivative 7-O-(p-coumaroyl)-loganin was isolated. The leaves were also found to contain a novel type of compound consisting of ester-linked triterpene and seco-iridoid congeners between 24-hydroxytormentic acid and secoxyloganin. These were named desfontainic acid, a monoglucoside, and desfontainoside, the corresponding diglucoside. Desfontainoside only could be detected in the stems. The stem contained the same iridoids and also the known furofuran lignans (+)-syringaresinol, (+)-syringaresinol O-β-D-glucopyranoside and liriodendrin. The iridoids present provide chemotaxonomic evidence for retaining Desfontainia in the Loganiaceae as a separate tribe the Desfontaineae. None of the compounds present forms a basis for the reputed hallucinogenic activity.