Abstract

From the underground parts of Picrorhiza scrophulariiflora, three new caffeoyl glycosides, scrocaffeside A-C (1-3), together with two caffeic acid derivates, 4-O-β-D-glucopyranosyl caffeic acid (4) and 4-methoxycaffeic acid (5) and a phenylethanoid glycoside, scroside D (6), were isolated. Their structures were elucidated on the basis of chemical and spectroscopic evidence and comparisons with literature data of related compounds.

Highlights

  • The plant Picrorhiza scrophulariiflora (Scrophulariaceae) grows in the high altitude regions in the southeast of Tibet and the northwest of Yunnan in China

  • Previous phytochemical investigations of this plant led to the isolation of terpenoids [2, 3, 4], iridoid glycosides [5, 6, 7], phenolic glycosides and phenylethanoid glycosides [8,9,10,11,12,13,14]

  • The three known compounds were identified as 4-O-β-D-glucopyranosyl cafeic acid (4) [15], 4methoxycaffeic acid (5) [16] and scroside D (6) [17] by comparing their physical and spectroscopic data with literature values

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Summary

Introduction

The plant Picrorhiza scrophulariiflora (Scrophulariaceae) grows in the high altitude regions (over 4400 m) in the southeast of Tibet and the northwest of Yunnan in China. Scrocaffeside A (1) was obtained as a white amorphous powder, with [α]D-33.7° (c 0.18, MeOH) and its molecular formula was determined as C30H34O17 by the [M+H]+ quasi-ion peak at m/z 667.1824 The 1H-NMR spectrum of 1 (Table 1) exhibited the characteristic signals of two (trans)-caffeoyl units and two β-glucose unites [anomeric protons at δH 5.50 (1H, d, J = 8.0 Hz) and 4.78 (1H, d, J = 6.8 Hz)].

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