Three new sesquiterpenes from the black heartwood of Cryptomeria japonica.
Three new sesquiterpenes, (4S)-2,6,10-bisaboratrien-4-ol-1-one (1), 1,8-epoxy-1(6),2,4,7,10-bisaborapenta-en-4-ol (2), and 1-methoxy-4-cadinene (3) have been isolated from the black heartwood of Cryptomeria japonica. Compounds 1 and 2 were designated sugikurojinols A and B, respectively, and the structures of compounds 1-3 were established by extensive NMR experiments. Compounds 1 and 2 were also examined for antibacterial activity against Staphylococcus aureus and Escherichia coli, and for termiticidal activity against Coptotermes formosanus SHIRAKI.
Arihara
Shigenobu
S
Faculty of Pharmaceutical Sciences, Tokushima Bunri University, Japan. arihara@ph.bunri-u.ac.jp
Umeyama
Akemi
A
Bando
Shinya
S
Imoto
Shinji
S
Ono
Mikako
M
Yoshikawa
Kazuko
K
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000302:isolation & purification / Q000494:pharmacology; D032485:Cryptomeria / Q000737:chemistry*; D004926:Escherichia coli / Q000187:drug effects; D007306:Insecticides / Q000737:chemistry* / Q000302:isolation & purification / Q000633:toxicity; D020049:Isoptera; D009682:Magnetic Resonance Spectroscopy; D008826:Microbial Sensitivity Tests; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes / Q000737:chemistry* / Q000633:toxicity; D021241:Spectrometry, Mass, Electrospray Ionization; D013055:Spectrophotometry, Infrared; D017550:Spectroscopy, Fourier Transform Infrared; D013211:Staphylococcus aureus / Q000187:drug effects; D014934:Wood
C493036:1-methoxy-4-cadinene; D000900:Anti-Bacterial Agents; D007306:Insecticides; D000081223:Polycyclic Sesquiterpenes; D012717:Sesquiterpenes; C493034:sugikurojinol A; C493035:sugikurojinol B