Planta Med 2004; 70(12): 1201-1209
DOI: 10.1055/s-2004-835852
Original Paper
Natural Product Chemistry
© Georg Thieme Verlag KG Stuttgart · New York

New Isoflavones and Pterocarpane with Hepatoprotective Activity from the Stems of Erycibe expansa

Hisashi Matsuda1 , Toshio Morikawa1 , Fengming Xu1 , Kiyofumi Ninomiya1 , Masayuki Yoshikawa1
  • 1Kyoto Pharmaceutical University, Kyoto, Japan
Further Information

Publication History

Received: March 17, 2004

Accepted: June 27, 2004

Publication Date:
10 January 2005 (online)

Abstract

The methanolic extract from the stems of Erycibe expansa was found to show a hepatoprotective effect on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes. By bioassay-guided separation, two new prenylisoflavones and a pterocarpane, erycibenins A (1), B (2), and C (3), were isolated from the active fraction (the EtOAc-soluble fraction) together with ten isoflavones (4 - 13) and seven pterocarpanes (14 - 20). The stereostructures of the new compounds were determined on the basis of chemical and physicochemical evidence including modified Mosher’s method. In addition, the isolated constituents, erycibenin A (1, IC50 = 79 μM), genistein (6, 29 μM), orobol (7, 36 μM), and 5,7,4′-trihydroxy-3′-methoxyisoflavone (8, 55 μM) exhibited inhibitory activity on D-galactosamine-induced cytotoxicity in primary cultured mouse hepatocytes.

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Masayuki Yoshikawa

Kyoto Pharmaceutical University

Misasagi

Yamashina-ku

Kyoto 607-8412

Japan

Phone: +81-75-595-4633

Fax: +81-75-595-4768

Email: shoyaku@mb.kyoto-phu.ac.jp

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