Terrein is a small-molecule polyketide compound with a simple structure mainly isolated from fungi. Since its discovery in 1935, many scholars have conducted a series of research on its structure identification, isolation source, production increase, synthesis and biological activity. Studies have shown that terrein has a variety of biological activities, not only can inhibit melanin production and epidermal hyperplasia, but also has anti-cancer, anti-inflammatory, anti-angiopoietic secretion, antibacterial, insecticidal activities, and so on. It has potential application prospects in beauty, medicine, agriculture and other fields. This article reviews the process of structural identification of terrein since 1935, and summarizes the latest advances in its isolation, source, production increase, synthesis, and biological activity evaluation, with a view to providing a reference and helping for the in-depth research of terrein.

Chemical investigations of the flowers of Praxelis clematidea resulted in the isolation of 12 known compounds (1-12). Their structures were elucidated by extensive spectroscopic studies and chemical evidence. The structure of 1 was precisely determined by a combination of 2D NMR and quantum chemical calculations of ECD spectra analysis. Compounds 1, 4, 11 were isolated from the genus Praxelis for the first time, while 1-6, 8-12 were isolated from P. clematidea for the first time. The antibacterial activity of compounds 1, 2, 7, 9 were evaluated.

Two eudesmane sesquiterpene lactones, wedetrilides B (1) and C (2), along with five known analogues (3 - 8), an ent-kaurane diterpenoid (9), a steroid (10), as well as cinnamic acid derivatives (11 - 13), were isolated from the flowers of Wedelia trilobata. Their structures were elucidated on the basis of extensive spectroscopic analyses and by comparison of their NMR data with those of related compounds. Furthermore, the structures of 1 and 3 - 5 were confirmed by X-ray single-crystal diffraction analyses. Compounds 4 and 5 exhibited weak cytotoxic activities against the MCF-7, HeLa, and A549 cell lines. Compounds 3 - 5 were also evaluated for their inhibitory effects against HIV lytic replication.

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a,b ( a 海南师范大学化学与化工学院 热带药用资源化学教育部重点实验室 海口 571158) ( b 海南师范大学化学与化工学院 热带药用植物化学海南省重点实验室 海口 571158) ( c 海南科技职业大学 药食同源植物资源海南省重点实验室 海口 571126) 摘要 从蓝花黄芩内生真菌土曲霉(Aspergillus terreus) HQ100X-1 发酵产物中分离得到 2 个新化合物[terrustone (1)和 asperteretone G (2)], 10 个已知化合物(3～12), terrustone (1)为具有 4 个连续手性中心的三羟基环戊酮类化合物, 它们的 结构以及绝对构型是通过 1D/2D NMR 结合电子圆二色谱(ECD)计算来确定. 抗菌实验表明, 化合物 rbrolide R (4)对金 黄色葡萄球菌有一定的抑菌活性, 其最低抑菌浓度(MIC)值为 2.5 μg/mL.