A New seco-Abietane-Type Diterpene from the Stem Bark of Picea glehni

Abstract

A new seco-abietane-type diterpenoid, 13S-hydroxy-9-oxo-9,10-seco-abiet-8(14)-en-18,10α-olide (1) along with a known lignan compound, pinoresinol (2) was isolated from the stem bark of Picea glehni (Fr. Schm.) Masters. Spectroscopic methods and chemical conversions were used to establish the structure of 1. In order to assess their cancer chemopreventive potential, the inhibition of Epstein-Barr virus early antigen (EBV-EA) activation induced by 12-O-tetradecanoylphorbol 13-acetate (TPA) was examined for compound 1, its synthetic analogue, 9,10-seco-8S,13S-epoxy-abiet-8(14)-en-18,10α-olide (1a) and 2. The inhibitory effect of 1a on EBV-EA induction was strong (0, 20.7, 67.1 and 89.2 % inhibition at 1000, 500, 100 and 10 mol ratio/TPA). The IC₅₀ of 1a was 226 mol ratio/32 pmol/TPA.

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