Abstract

A new plant ecdysteroid 7,8beta-dihydroponasterone A, together with ponasterone A, were isolated from the methanol extract of the needles of the Japanese yew, Taxus cuspidata. Their structures were elucidated on the basis of spectroscopic analysis including ¹H NMR, 13C NMR, ¹H-¹H COSY, NOESY, HMQC and HMBC and confirmed by high-resolution FABMS data.

Highlights

  • Phytoecdysteroids are steroidal molecules firstly recognized as hormones controlling mounting and metamorphosis in insects

  • A methanolic extract of the needles of Taxus cuspidata was processed as described in the experimental section to afford compounds 1 and 2 (Figure 1)

  • Combined analysis of NMR7 and FAB-MS data of compound 1, obtained as a white amorphous solid, established its structure as ponasterone A, which has been previously isolated from the bark of T. brevifolia,[8] T. cuspidata,[9] and T. yunnanensis.[10]

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Summary

Introduction

Phytoecdysteroids are steroidal molecules firstly recognized as hormones controlling mounting and metamorphosis in insects. A methanolic extract of the needles of Taxus cuspidata was processed as described in the experimental section to afford compounds 1 and 2 (Figure 1). Combined analysis of NMR7 and FAB-MS data of compound 1, obtained as a white amorphous solid, established its structure as ponasterone A, which has been previously isolated from the bark of T. brevifolia,[8] T. cuspidata,[9] and T. yunnanensis.[10] The spectroscopic data of 2 (Table 1) closely resembles those of 1, with the exceptions that in compound 2 the olefinic carbons and the olefinic proton were absent, the ketone resonance was shifted from δ 206.4

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