Abstract

Wasabi (Wasabia japonica (Miq.) Matsum.) is a pungent spice commonly consumed with sushi and sashimi. From the roots of this plant, a new 2-butenolide derivative (1) and 17 previously reported compounds (2–18) were isolated and structurally characterized. Their chemical structures were characterized based on the conventional NMR (1H and 13C, COSY, HSQC, and HMBC) and HRESIMS data analysis. All of these phytochemicals (1–18) were evaluated for their antiproliferative effects on the four human tumor cell lines (A549, SK-OV-3, SK-MEL-2, and MKN-1), for their inhibitory activity on nitric oxide (NO) production in lipopolysaccharide (LPS)-activated BV-2 microglia cells, and for their nerve growth factor (NGF)-releasing effect from C6 glioma cells. Among the isolated compounds, compound 15 showed powerful antiproliferative activities against A549 and SK-MEL-2 cell lines with IC50 values of 2.10 and 9.08 μM, respectively. Moreover, the new compound 1 exhibited moderate NO inhibition activity with IC50 value of 45.3 μM.

Highlights

  • Wasabia japonica (Miq.) Matsum., commonly known as wasabi, is one of the most well-known species among Brassicaceae plants

  • W. japonica have been investigated so far; most of the experiments were focused on its sulfur-containing constituents, isothiocyanates (ITCs)

  • In our continuing efforts to discover bioactive constituents from the Korean traditional medicinal plants, we have investigated the roots of W. japonica and isolated structurally unique thioglycosides and lignan glycosides with neurotrophic and/or anti-inflammatory

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Summary

Introduction

Wasabia japonica (Miq.) Matsum., commonly known as wasabi, is one of the most well-known species among Brassicaceae plants. This plant is a perennial plant and has been cultivated mainly in Korea and Japan. W. japonica have been investigated so far; most of the experiments were focused on its sulfur-containing constituents, isothiocyanates (ITCs). Two major components, 6-(methylsulfinyl)hexyl isothiocyanate (6-MITC) and allyl isothiocyanate (AITC), exhibited anticancer [1–5], antioxidant [6], anti-inflammatory [7,8], neuroprotective [9], and antimicrobial [10] properties. The other minor constituents of W. japonica contain antioxidant phenylpropanoid [11], anticancer and anti-inflammatory monogalactosyl diacylglycerides [12], and antifungal indole derivatives [13]. Minor bioactive components of W. japonica with different structural classes other than ITCs remain largely unknown

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