State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, PR China.
Chem Biodivers. 2011 Dec;8(12):2270-6. doi: 10.1002/cbdv.201000366.
Two coriamyrtin-type sesquiterpenes, fengfangin A (1) and tutin (2), and six diarylheptanoids, namely alnusone (3), centrolobol (4), muricarpone B (5), 1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)heptan-3-one (6), (3S)-1-(3,4-dihydroxyphenyl)-7-(4-hydroxyphenyl)heptan-3-ol (7), and (3S)-1-(4-hydroxyphenyl)-7-(3,4-dihydroxyphenyl)heptan-3-ol (8), were isolated from the 95% EtOH extract of nidus vespae, the nest of Polistes species. Their structures were identified by spectroscopic methods. Compounds 1 and 8 are new products. The absolute configuration of 1 was determined by single-crystal X-ray diffraction analysis using Flack parameter. The biological tests showed that compounds 5, 6, and 8 could inhibit nitric oxide (NO) production in lipopolysaccharide (LPS)-stimulated RAW 264.7 cells with IC(50) values in the range of 13-17 μM, whereas the sesquiterpenes were inactive in this assay (>25 μM). In addition, the ecological significance of the presence of neurotoxic sesquiterpene lactones in nidus vespae is briefly discussed.
两种角鲨烯型倍半萜，凤房因 A（1）和 tutin（2），和六个二芳基庚烷类化合物，即 alnusone（3）、centrolobol（4）、muricarpone B（5）、1-（3,4-二羟基苯基）-7-（4-羟基苯基）庚烷-3-酮（6）、（3S）-1-（3,4-二羟基苯基）-7-（4-羟基苯基）庚烷-3-醇（7）和（3S）-1-（4-羟基苯基）-7-（3,4-二羟基苯基）庚烷-3-醇（8），从 Polistes 物种的巢中分离出来。通过光谱方法鉴定了它们的结构。化合物 1 和 8 是新产品。通过单晶 X 射线衍射分析使用 Flack 参数确定了 1 的绝对构型。生物测试表明，化合物 5、6 和 8 能够抑制脂多糖（LPS）刺激的 RAW 264.7 细胞中一氧化氮（NO）的产生，其 IC50 值在 13-17 μM 范围内，而倍半萜在该测定中无活性（>25 μM）。此外，还简要讨论了神经毒性倍半萜内酯在蜂巢中的存在的生态意义。
