Institute of Pharmaceutical Biology, University of Regensburg, Universitätsstr. 31, D-93053 Regensburg, Germany.
Repha GmbH Biologische Arzneimittel, Alt-Godshorn 87, D-30855 Langenhagen, Germany.
Molecules. 2020 Dec 23;26(1):42. doi: 10.3390/molecules26010042.
By using various chromatographic steps (silica flash, CPC, preparative HPLC), 16 sesquiterpenes could be isolated from an ethanolic extract of myrrh resin. Their chemical structures were elucidated by 1D and 2D NMR spectroscopy and HRESIMS. Among them, six previously unknown compounds () and another four metabolites previously not described for the genus () could be identified. Sesquiterpenes and are novel 9,10-seco-eudesmanes and exhibited an unprecedented sesquiterpene carbon skeleton, which is described here for the first time. New compound is an 9,10 seco-guaian and the only peroxide isolated from myrrh so far. Compounds were tested in an ICAM-1 in vitro assay. Compound , as well as the reference compound furanoeudesma-1,3-diene, acted as moderate inhibitors of this adhesion molecule ICAM-1 (IC: 44.8 and 46.3 μM, respectively). These results give new hints on the activity of sesquiterpenes with regard to ICAM-1 inhibition and possible modes of action of myrrh in anti-inflammatory processes.
通过使用各种色谱步骤（硅胶快速柱层析、制备型 HPLC），可以从乳香树脂的乙醇提取物中分离出 16 种倍半萜。通过 1D 和 2D NMR 光谱和 HRESIMS 确定了它们的化学结构。其中，鉴定出了 6 种以前未知的化合物（）和另外 4 种以前未描述过的该属的代谢物（）。倍半萜和是新型的 9,10-裂环桉烷和表现出前所未有的倍半萜碳骨架，这是首次在这里描述。新化合物是一种 9,10-裂环愈创木烷，也是迄今为止从乳香中分离出的唯一过氧化物。化合物在体外 ICAM-1 测定中进行了测试。化合物，以及参考化合物呋喃桉叶-1,3-二烯，作为这种粘附分子 ICAM-1 的中度抑制剂（IC：分别为 44.8 和 46.3 μM）。这些结果为倍半萜类化合物对 ICAM-1 抑制的活性以及乳香在抗炎过程中的可能作用模式提供了新的线索。
