Abstract

Six new compounds, including four new lignans, dipsalignan A (1), B–D (3–5), and two new bis-iridoid glycoside dimmers, dipsanosides M (7) and N (8), together with two known compounds (2) and (6), have been isolated from the roots of Dipsacus asper Wall. Their structures were established on the basis of spectroscopic data (MS, 1D, 2D NMR, and CD) and chemical methods. All the isolated compounds were tested against human immunodeficiency virus-1 (HIV-1) integrase inhibition activities, and only compounds 1, 2, 7, and 8 displayed weak activities.

Highlights

  • Dipsacus asper Wall. is a perennial plant widely distributed in south China

  • Compound 1 was obtained as a white powder and its molecular formula was determined to be

  • Absorptions in the IR spectrum were attributed to the hydroxyl functions (3412 cm−1) as well as aromatic ring (1602, 1516 cm−1)

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Summary

Introduction

Dipsacus asper Wall. is a perennial plant widely distributed in south China. Its dried root, named “Xuduan” in Chinese, has been used as a tonic for refreshment, a fissiparism promoter of the osseous. Molecules 2015, 20 cells, and as an anti-aging agent in Traditional Chinese Medicine (TCM) for hundreds of years. Our previous investigation on bioactive constituents from the roots of Dipsacus asper led to the isolation of new triterpene glycosides [5]. In our ongoing investigation of secondary metabolites from this medicinal plant, six new compounds, including four new lignans, dipsalignan A (1), B–D (3–5), and two new bis-iridoid glycoside dimmers, dipsanosides M (7) and N (8), together with two known compounds,. (+)-1-hydroxy-2,6-bis-epi-pinoresinol (2) [6] and (+)-1, 5-dihydroxy-2(S), 6(S)-di(4-hydroxy-3methoxyphenyl)-3,7-dioxabicyclo[3.3.0] octane (6) [7] (Figure 1), were isolated. Their structures were elucidated by extensive analysis of HR-ESI-MS, 1D and 2D NMR, CD data, and chemical methods. We report the isolation, structural elucidation of the new compounds, and their inhibitory activities against human immunodeficiency virus (HIV-1) integrase

Results and Discussion
General
Plant Material
Extration and Isolation
Spectroscopic Data
Acid Hydrolysis of Compounds 8 and 9
HIV-1 Integrase Strand Transfer Inhibition Assays
Conclusions
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