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First Example of Diterpenoids from 14,15‐Cyclopimarane in the Roots of Linum usitatissimum
Author(s) -
Sun JianLong,
Deng AnJun,
Li Yan,
Li ZhiHong,
Chen Hui,
Qin HaiLin
Publication year - 2009
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.200900104
Subject(s) - linum , chemistry , terpenoid , stereochemistry , ring (chemistry) , diterpene , organic chemistry , botany , biology
Chemical investigation of the roots of Linum usitatissimum led to the isolation and characterization of a new diterpenoid, named usitatissimin A ( 1 ), together with four known compounds. The structure of the new compound was established by spectroscopic methods, including X‐ray crystallographic diffraction analysis that confirmed the relative configuration of 1 . This is the first example of a diterpenoid with a novel 6/6/6/3‐membered ring system of 14,15‐cyclopimarane. In addition, usitatissimin A showed pronounced hepatoprotective activity against D ‐galactosamine‐induced toxicity in WB‐F344 rat hepatic epithelial stem‐like cells.