Anti-Tumor-Promoting Rearranged Abietane Diterpenes from the Leaves of Larix kaempferi

Hironori Ohtsu; Reiko Tanaka; Shunyo Matsunaga; Harukuni Tokuda; Hoyoku Nishino

doi:10.1055/s-2006-960843

Planta Medica, Table of Contents

Planta Med 1999; 65(7): 664-666
DOI: 10.1055/s-2006-960843

Letter

Anti-Tumor-Promoting Rearranged Abietane Diterpenes from the Leaves of Larix kaempferi

Hironori Ohtsu¹ , Reiko Tanaka¹ , Shunyo Matsunaga¹ , Harukuni Tokuda² , Hoyoku Nishino²

¹Department of Medicinal Chemistry, Osaka University of Pharmaceutical Sciences, Takatsuki, Osaka, Japan
²Department of Biochemistry, Kyoto Prefectural University of Medicine, Kyoto, Japan

Abstract

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Abstract

Two novel rearranged abietane-type diterpene acids, karamatsuic acid (1) and larikaempferic acid (2) were isolated as their corresponding methyl esters, 1a and 2a, from the leaves of Larix kaempferi (Lamb.) Carr. Their structures were established as 9,10α-epoxy-9,10-seco-abieta-8,11,13-trien-18-oic acid and 9α,13α-epoxy-8-oxo-9(8→7)abeo-7βH-abietan-18-oic acid, respectively, by spectral evidence. Compounds 1a, 2a and 12,15-dihydroxydehydroabietic acid (3) exhibited potent inhibitory effects against 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced Epstein-Barr virus early antigen (EBV-EA) activation in Raji cells.

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