57119-17-2Relevant articles and documents
A new seco-abietane-type diterpene from the stem bark of Picea glehni
Tanaka, Reiko,Wada, Shun-Ichi,Kinouchi, Yoshitaka,Tokuda, Harukuni,Matsunaga, Shunyo
, p. 877 - 880 (2004)
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 IC 50 of 1a was 226 mol ratio/32 pmol/TPA.
Stereocontrolled Total Synthesis of (+/-)-9,10-Secoabieta-8,11,13-trien-18,10-olide: A Minor Component of Distilled Tall Oil
Chakraborti, Asit K.,Ghatak, Usha Ranjan
, p. 295 - 296 (2007/10/02)
A simple and efficient stereocontrolled total synthesis of (+/-)-9,10-secoabieta-8,11,13-trien-10,18-olide (1a), involving the use of an aromatic ring as the latent carboxylic acid functionality, is described.