Abietane diterpenoids from the barks of Cryptomeria japonica.
From the bark of Cryptomeria japonica were isolated sugikurojins I (1) and J (2), and an abietane derivative (3) was obtained for the first time as a natural product. These structures were elucidated primarily through extensive NMR experiments. Sugikurojin I (1) has a unique skeleton incorporating an abietane diterpene and a 1,10-secocadinane sesquiterpene. Sugikurojin J (2) is a peroxyester of hydroxyabietane diterpene and isopimarane acid diterpene. Compound 3 was p-quinone acid, which occurred by cleavage between C-7 and C-8 of sugiol; it was deduced to [4'-isopropyl-1(S),3,3-trimethyl-3',6'-dioxo-bicyclohexyl-1',4'-dien-2(R)-yl]-acetic acid. Also obtained in this investigation were three known diterpenes (4-6).
Yoshikawa
Kazuko
K
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan. yosikawa@ph.bunri-u.ac.jp
Suzuki
Kentaro
K
Umeyama
Akemi
A
Arihara
Shigenobu
S
D045784:Abietanes / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D032485:Cryptomeria / Q000737:chemistry*; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D024301:Plant Bark / Q000737:chemistry*; D010946:Plants, Medicinal
D045784:Abietanes; D000972:Antineoplastic Agents, Phytogenic