Plant constituents biologically active to insects. VI. Antifeedants for larvae of the yellow butterfly, Eurema hecabe mandarina, in Osmunda japonica. (2).

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Abstract
Three antifeedants for larvae of the yellow butterfly, Eurema hecabe mandarina DE L''ORZA, were isolated from Osmunda japonica THUNB. and identified as osmundalin, parasorboside and methyl (3S,5S)-5-hydroxy-3-(.beta.-D-glucopyranosyloxy)hexanoate. In the course of isolation of the antifeedants, a new glycoside, dihydroisoosmudalin (9), was isolated together with maltol .beta.-D-glucopyranoside, 2-deoxy-L-ribopyranolactone, 5-hydroxymethyl-2-furfural and glycerin. The structure of 9 was elucidated as (4R,5S)-5-(.beta.-D-glucopyranosyloxy)hexan-4-olide on the basis of chemical and spectroscopic evidence.