24433-34-9Relevant academic research and scientific papers
Structure and stereochemistry of epoxyserratanes from the cuticle of Picea jezoensis var. jezoensis
Tanaka,Tsujimoto,In,Ishida,Matsunaga,Terada
, p. 1044 - 1047 (2001)
Three new epoxytriterpenes, 14β, 15β-epoxy-21β-hydroxyserratan-3-one (1), 13α, 14α-epoxy-21α-methoxyserratan-3-one (2), and 13α,14α-epoxy-3β-methoxyserratan-21β-ol (3), were isolated together with two known triterpenoids, 21α-methoxyserrat-13-en-3-one (4) and 21β-hydroxyserrat-14-en-3-one (5), from the cuticle of Picea jezoensis var. jezoensis. The structures of these new compounds were established on the basis of spectral data (NMR, MS) and single-crystal X-ray analyses (1 and 2) and partial synthesis (2 and 3).
Conjugates of 3α-methoxyserrat-14-en-21β-ol (PJ-1) and 3β-methoxyserrat-14-en-21β-ol (PJ-2) as cancer chemopreventive agents
Tanaka, Reiko,Tsujii, Hiroko,Yamada, Takeshi,Kajimoto, Tetsuya,Tokuda, Harukuni,Arai, Takanari,Suzuki, Nobutaka,Hasegawa, Junya,Hamashima, Yoshio,Node, Manabu
, p. 3368 - 3375 (2011/07/29)
3α-Methoxyserrat-14-en-21β-ol (PJ-1) and 3β-methoxyserrat- 14-en-21β-ol (PJ-2) were conjugated with well-known phenolic compounds, narigenin, hesperetin, genistein, and daidzein (1-8). Other conjugates of PJ-2-3,5-dihydroxy-4-methoxybenzoic acid (9), PJ-2
Two New Anti-Tumor Promoting Serratane-Type Triterpenoids from the Stem Bark of Picea jezoensis var. jezoensis
Tanaka, Reiko,Ishikawa, Yohei,Minami, Toshifumi,Minoura, Katsuhiko,Tokuda, Harukuni,Matsunaga, Shunyo
, p. 1041 - 1047 (2007/10/03)
Two new serratane-type triterpenoids, 1 and 2, were isolated from the stem bark of Picea jezoensis Carr. var. jezoensis (Pinaceae). Their structures were determined to be 3β-methoxyserrat-13-en-21β-ol (1) and 13/3, 14β-epoxy-3β-methoxyserratan-21β-ol (2) on the basis of spectroscopic methods and partial syntheses. Compounds 1 and 2 and their acetates were screened as potential anti-tumor promoters by using the in vitro short-term 12-O-tetradecanoylphorbol 13-acetate (TPA)-induced Epstein-Barr virus early antigen (EBV-EA) activation assay. IC50 value evaluation showed that compound 1 was more effective than others. In addition, compounds 1 and 2 were examined for anti-tumor promoting activities in a two-stage carcinogenesis assay of mouse skin tumors induced by 7,12-dimethylbenz[a] anthracene (DMBA) as an initiator and TPA as a promoter. Compounds 1 and 2 exhibited significant anti-tumor promoting effects on mouse skin carcinogenesis.
