Abstract

The screening of several Chinese medicinal herbs for nematocidal properties showed that the ethanol extract of Liriope muscari fibrous roots possessed significant nematocidal activity against the pine wood nematode (Bursaphelenchus xylophilus). From the ethanol extract, a new constituent (1,4-epoxy-cis-eudesm-6-O-β-D-glucopyranoside) and three known glycosides [1β,6α-dihydroxy-cis-eudesm-3-ene-6-O-β-D-glucopyranoside (liriopeoside A), 1β,6β-dihydroxy-cis-eudesm-3-ene-6-O-β-D-glucopyranoside, and 1α,6β-dihydroxy-5,10-bis-epi-eudesm-4(15)-ene-6-O-β-D-glucopyranoside] were isolated by bioassay-guided fractionation. The structures were elucidated by 1D and 2D NMR and MS techniques. 1,4-Epoxy-cis-eudesm-6-O-β-D-glucopyranoside possessed moderate nemato-cidal activity against B. xylophilus with a LC50 value of 339.76 μg/mL, while liriopeoside A (LC50 = 82.84 μg/mL) and 1β,6β-dihydroxy-cis-eudesm-3-ene-6-O-β-D-glucopyranoside (LC50 = 153.39 μg/mL) also exhibited nematocidal activity against B. xylophilus. The crude extract of L. muscari fibrous roots exhibited nematocidal activity against the pine wood nematode with a LC50 value of 182.56 μg/mL.

Highlights

  • Bailey (Family: Liliaceae), is a species of low, herbaceous flowering plant from East Asia (China, Japan and Korea) occurring in shady forests at elevations of to 4,600 feet. It is a perennial with grass-like evergreen foliage and lilac-purple flowers which produce single seeded berries on a spike in the fall [1]. The roots of this species are used as a substitute for Radix Ophiopogonis (Ophiopogon japonicus) in some areas of China [2,3]

  • Previous phytochemical investigations revealed that L. muscari mainly contained amides, steroids, steroidal glycosides, triterpenoids, flavonoids and essential oil [5,6,7,8,9,10,11]

  • We report here the isolation and characterization of a new eudesmane sesquiterpene glucoside, 1,4-epoxy-cis-eudesm-6-O-β-D-glucopyranoside (3) and three known glycosides (Figure 1) by bioassay-guided fractionation and their nematocidal assessment against B. xylophilus

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Summary

A New Eudesmane Sesquiterpene Glucoside from

Hai Ming Zhang 1, Gang Li Wang 2, Chun Qi Bai 3, Peng Liu 4, Zi Mu Liu 1, Qi Zhi Liu 3, Yong Yan Wang 1, Zhi Long Liu 3,*, Shu Shan Du 1,* and Zhi Wei Deng 4. State Key Laboratory of Earth Surface Processes and Resource Ecology, Beijing Normal University, Beijing 100875, China. Received: 16 September 2011; in revised form: 20 October 2011 / Accepted: 24 October 2011 /

Introduction
Chemistry
Biological Activity
General
Plant Material
Extraction and Isolation of Active Ingredients
Compound Characterization
Nematocidal Assay
Conclusions
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