18326-15-3Relevant academic research and scientific papers
Diterpene Production by Callus of Some Plants Belonging to Cupressaceae
Ohgaku, Akihisa,Endo, Akira,Hasegawa, Shinichi,Hirose, Yoshiyuki
, p. 2523 - 2528 (2007/10/02)
The chemical constituents of calluses of Thujopsis dolabrata (Hiba), Chamaecyparis obtusa (Hinoki), Chamaecyparis pisifera (Sawara), and Platycladus orientalis (Konotegashiwa), all of which belong to Cupressaceae, were examined by GC analysis.The main components of these calluses were diterpenoids of an abietane-type and sitosterol in common, while the chemical constituents of these parent plants were different from each other.
Synthesis of (+)-Hinokiol, (+)-Hinokione, (+)-Salviol, and (+)-2-Oxoferruginol
Matsumoto, Takashi,Usui, Shuji,Kawashima, Hiroyuki,Mitsuki, Masanori
, p. 581 - 584 (2007/10/02)
Reduction of abieta-5,8,11,13-tetraen-3-one with lithium aluminium hydride afforded the corresponding alcohol, which was submitted to catalytic hydrogenation to yield abieta-8,11,13-trien-3β-ol (7) together with its 5βH-isomer.Acetylation of 7, followed by the Friedel-Crafts acylation, afforded 3β-acetoxy-12-acetylabieta-8,11,13-triene.This compound was converted into 3β,12-diacetoxyabieta-8,11,13-triene (11) by the Baeyer-Villiger oxidation.Treatment of 11 with lithium aluminium hydride yielded hinokiol, which was oxidized to hinokione.Subsequently, hinokiol was methylated and the resulting 12-methyl ether was dehydrated to afford 12-methoxyabieta-2,8,11,13-tetraene.The tetraene was then submitted to hydroboration-oxidation to give 12-methoxyabieta-8,11,13-trien-2α-ol (15) which, on demethylation with ethanethiol and anhydrous aluminium chloride, afforded salviol.Oxidation of 15 with pyridinium chlorochromate, followed by demethylation, gave 2-oxoferruginol.
