Cytotoxic C35 Terpenoid Cryptotrione from the Bark of Cryptomeria japonica
Author(s) -
ChengChi Chen,
JyhHorng Wu,
NingSun Yang,
JangYang Chang,
ChingChuan Kuo,
ShengYang Wang,
YuehHsiung Kuo
Publication year - 2010
Publication title -
organic letters
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.94
H-Index - 239
eISSN - 1523-7060
pISSN - 1523-7052
DOI - 10.1021/ol1009027
Subject(s) - cryptomeria , diterpene , abietane , terpenoid , chemistry , bark (sound) , japonica , sesquiterpene , stereochemistry , carbon skeleton , terpene , bicyclic molecule , botany , biology , ecology
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.
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