Kusumoto Norihisa, Ashitani Tatsuya, Hayasaka Yuichi, Murayama Tetsuya, Ogiyama Koichi, Takahashi Koetsu
The United Graduate School of Agricultural Science, Iwate University, 18-8, Ueda 3-chome, Morioka, Iwate, 020-8550, Japan.
J Chem Ecol. 2009 Jun;35(6):635-42. doi: 10.1007/s10886-009-9646-0. Epub 2009 May 29.
Eight known abietane-type diterpenes were isolated from the weak acidic fraction of the n-hexane extract from cones of Taxodium distichum, one of the extant, living fossil conifers. They were identified as 6,7-dehydroroyleanone (1), taxodal (2), taxodione (3), salvinolone (4), 14-deoxycoleon U (5), 5,6-dehydrosugiol (6), sandaracopimaric acid (7), and xanthoperol (8). The structures of these compounds were determined by comparison of NMR spectral data with published data. The antitermitic (termicidal and antifeedant) activities of the compounds 1-8 against the subterranean termite, Reticulitermes speratus Kolbe, were evaluated. Compounds 1 and 3 showed potent termicidal activity, and 5 and 8 showed potent antifeedant activity. Compound 1 was found to be one of the representative bioactive compounds in the n-hexane extract of T. distichum cones. Compounds 1-8, with the exception of 7, were oxides of ferruginol (9). Therefore, the presence of various oxidation forms of the abietane-type structure reflects their various bioactivities.
从现存的活化石针叶树落羽杉球果的正己烷提取物的弱酸性部分中分离出了8种已知的枞酸型二萜。它们被鉴定为6,7-脱氢劳丹酮（1）、落羽杉醇（2）、落羽杉二酮（3）、鼠尾草酮（4）、14-脱氧可乐醇U（5）、5,6-脱氢苏乔醇（6）、山达海松酸（7）和黄颜木素（8）。通过将核磁共振光谱数据与已发表的数据进行比较，确定了这些化合物的结构。评估了化合物1-8对地下白蚁黑胸散白蚁（Reticulitermes speratus Kolbe）的抗白蚁（杀白蚁和拒食）活性。化合物1和3表现出较强的杀白蚁活性，化合物5和8表现出较强拒食活性。发现化合物1是落羽杉球果正己烷提取物中的代表性生物活性化合物之一。除7外，化合物1-8都是铁锈醇（9）的氧化物。因此，枞酸型结构的各种氧化形式的存在反映了它们的各种生物活性。
