Key Laboratory of Economic Plants and Biotechnology, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, People's Republic of China.
J Nat Prod. 2013 Apr 26;76(4):732-6. doi: 10.1021/np300703u. Epub 2013 Apr 1.
A new complex natural product with a C39 skeleton, named nudibaccatumone, and the known sesquiterpenes (+)-spathulenol, (-)-4β,10α-aromadendranediol, and ent-T-muurolol, as well as the phenylpropanoid hydroxychavicol, were isolated from the aerial parts of Piper nudibaccatum. The structure and absolute configuration of nudibaccatumone were elucidated using spectroscopic methods and ECD calculations. A 1,8-Michael addition reaction and an intermolecular, inverse electron demand Diels-Alder reaction are proposed as the key steps in the biosynthesis of nudibaccatumone.
从 Piper nudibaccatum 的地上部分分离得到了一种具有 C39 骨架的新型复杂天然产物 nudibaccatumone，以及已知的倍半萜 (+)-spathulenol、(-)-4β,10α-aromadendranediol 和 ent-T-muurolol，以及苯丙素衍生物 hydroxychavicol。通过光谱方法和 ECD 计算阐明了 nudibaccatumone 的结构和绝对构型。提出了 1,8-Michael 加成反应和分子间逆电子需求 Diels-Alder 反应作为 nudibaccatumone 生物合成的关键步骤。
