General Research Laboratory, Kiku-Masamune Sake Brewing Co. Ltd., Kobe, Hyogo 658-0026, Japan.
Mol Med Rep. 2012 May;5(5):1163-8. doi: 10.3892/mmr.2012.821. Epub 2012 Mar 5.
In this study, we prepared essential oil (EO) from waste wood chips made from used sake barrels (USBs) of Japanese cedar (i.e., EO-USB) by steam distillation. We found that EO-USB and three commercially purchased EOs derived from xylem tissue of Japanese woods, such as Japanese cedar (Cryptomeria japonica), Japanese cypress (Chamaecyparis obtusa) and false arborvitae (Thujopsis dolabrata), suppressed fungal growth activity against Trichophyton rubrum, which is the cause of tinea disease. The magnitude of the suppressive effects of the EOs ranked as follows: T. dolabrata > USB = C. japonica > C. obtusa. These EOs also inhibited the activity of DNA polymerase in an extract from T. rubrum mycelia with the following ranking: T. dolabrata > USB = C. japonica > C. obtusa. In addition, 50 µg/ml of EO-USB showed antifungal properties, killing T. rubrum mycelia at 27-42˚C in 20 min. By gas chromatography/mass spectrometry analysis, the main sesquiterpenes in EO-USB were δ-cadinene (25.94%) and epi-cubenol (11.55%), and the composition of EO-USB was approximately the same as that of EO-C. japonica. Three prepared sesquiterpenes, δ-cadinene, epi-cubenol and β-eudesmol, inhibited the fungal growth and DNA polymerase activities of T. rubrum, and epi-cubenol showed the strongest inhibition among the compounds tested. These sesquiterpenes had no inhibitory effects on the activities of other DNA metabolic enzymes, such as DNA topoisomerase II, IMP dehydrogenase, polynucleotide kinase and deoxyribonuclease from T. rubrum. Taken together, these results suggest that EO-USB containing epi-cubenol may be useful for its anti-tinea disease properties, which are based on DNA polymerase inhibition.
在这项研究中,我们通过水蒸气蒸馏法从日本雪松(即 USB 精油)的废木屑中提取精油(EO-USB)。我们发现 EO-USB 和三种从日本木材的木质部组织(如日本雪松、日本扁柏和假冷杉)中提取的市售精油均能抑制红色毛癣菌(引起癣病的原因)的真菌生长活性。这些精油的抑制效果大小依次为:假冷杉精油>USB 精油=日本雪松精油>日本扁柏精油。这些精油还抑制了红色毛癣菌菌丝提取物中 DNA 聚合酶的活性,抑制效果的大小依次为:假冷杉精油>USB 精油=日本雪松精油>日本扁柏精油。此外,50μg/ml 的 EO-USB 在 27-42°C 下 20 分钟即可杀死红色毛癣菌菌丝。通过气相色谱/质谱分析,发现 EO-USB 中的主要倍半萜烯为 δ-杜松烯(25.94%)和表-古巴醇(11.55%),且 EO-USB 的组成与 EO-日本雪松的组成大致相同。三种制备的倍半萜烯,即 δ-杜松烯、表-古巴醇和 β-桉叶醇,均能抑制红色毛癣菌的真菌生长和 DNA 聚合酶活性,其中表-古巴醇的抑制作用最强。这些倍半萜烯对红色毛癣菌的其他 DNA 代谢酶(如拓扑异构酶 II、IMP 脱氢酶、多核苷酸激酶和脱氧核糖核酸酶)的活性没有抑制作用。综上所述,这些结果表明,含有表-古巴醇的 EO-USB 可能因其抑制 DNA 聚合酶的抗癣病特性而具有应用价值。