Cycloartane Triterpenes and Ingol Diterpenes Isolated from Euphorbia neriifolia in a Screening Program for Death-Receptor Expression-Enhancing Activity

Kazufumi Toume; Takafumi Nakazawa; Tahmina Hoque; Takashi Ohtsuki; Midori A. Arai; Takashi Koyano; Thaworn Kowithayakorn; Masami Ishibashi

doi:10.1055/s-0032-1314975

Planta Medica, Table of Contents

Planta Med 2012; 78(12): 1370-1377
DOI: 10.1055/s-0032-1314975

Natural Product Chemistry

Original Papers

Georg Thieme Verlag KG Stuttgart · New York

Cycloartane Triterpenes and Ingol Diterpenes Isolated from Euphorbia neriifolia in a Screening Program for Death-Receptor Expression-Enhancing Activity

Authors

Kazufumi Toume

¹Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
Takafumi Nakazawa

¹Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
Tahmina Hoque

¹Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
Takashi Ohtsuki

¹Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
Midori A. Arai

¹Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan
Takashi Koyano

²Temko Corporation, Tokyo, Japan
Thaworn Kowithayakorn

³Faculty of Agriculture, Khon Kaen University, Chiba, Japan
Masami Ishibashi

¹Graduate School of Pharmaceutical Sciences, Chiba University, Chiba, Japan

Abstract

In our screening program for natural products that increase death-receptor 5 expression, seven new cycloartane triterpenes, euphonerins A–G (1–7), and 3-O-acetyl-8-O-tigloylingol (8), a new ingol diterpene, were isolated from the MeOH extract of Euphorbia neriifolia leaves, together with 3,12-di-O-acetyl-8-O-tigloylingol (9), (24R)-cycloartane-3β,24,25-triol (10), and three known flavonols (11–13). The structures of 1–8 were elucidated by spectroscopic analysis. Among these compounds, 1–11 showed death-receptor 5 expression enhancing activity.

Key words

Euphorbia neriifolia - Euphorbiaceae - cycloartane triterpene - ingol diterpene - death receptor - TRAIL

Full Text

References

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