A new synthesis of a potent cancer chemopreventive agent, 13-oxo-15,16-dinorlabda-8(17),11E-dien-19-oic acid from trans-communic acid.
The first synthesis of a labdane diterpenoid, (-)-13-oxo-15,16-dinorlabda-8(17),11E-dien-19-oic acid [(-)-1a], isolated from the stem bark of Thuja standishii (GORD.) CARR., from the major component trans-communic acid (3a) is described.
Katoh
Takahiro
T
Kyoto Pharmaceutical University, Yamashina, Japan.
Tanaka
Reiko
R
Takeo
Masatoshi
M
Nishide
Kiyoharu
K
Node
Manabu
M
D016588:Anticarcinogenic Agents / Q000138:chemical synthesis* / Q000302:isolation & purification; D004224:Diterpenes / Q000138:chemical synthesis* / Q000737:chemistry* / Q000302:isolation & purification; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry; D029783:Thuja / Q000737:chemistry
C474095:13-oxo-15,16-dinorlabda-8(17),11E-dien-19-oic acid; D016588:Anticarcinogenic Agents; D004224:Diterpenes; C461919:communic acid