Cytotoxic C(35) terpenoid cryptotrione from the bark of Cryptomeria japonica.
A novel C(35)-terpene, designated as cryptotrione (1), with an unprecedented skeleton possessing an abietane diterpene with a unique bicyclic sesquiterpene, is identified from the bark of Cryptomeria japonica. The carbon skeleton of 1 represents a new structural entity, and this is an intriguing addition to the structurally diverse diterpene-sesquiterpene class. A unique biosynthetic pathway is proposed to support the production of this phytocompound. Notably, 1 exhibits anticancer activity with an IC(50) value of 6.44 +/- 2.23 microM.
Chen
Cheng-Chi
CC
Department of Chemistry, National Taiwan University, Taipei, Taiwan 106, ROC.
Wu
Jyh-Horng
JH
Yang
Ning-Sun
NS
Chang
Jang-Yang
JY
Kuo
Ching-Chuan
CC
Wang
Sheng-Yang
SY
Kuo
Yueh-Hsiung
YH
D000970:Antineoplastic Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*; D032485:Cryptomeria / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D005047:Etoposide / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D007624:KB Cells; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D024301:Plant Bark / Q000737:chemistry; D010946:Plants, Medicinal / Q000737:chemistry*; D013624:Taiwan; D013729:Terpenes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology*
D000970:Antineoplastic Agents; D013729:Terpenes; C551665:cryptotrione; D005047:Etoposide