Department of Chemistry, Faculty of Sciences and Mathematics, University of Niš, Višegradska 33, 18000 Niš, Serbia.
Department of Physiology, Faculty of Medicine, University of Niš, 18000 Niš, Serbia.
J Nat Prod. 2020 Oct 23;83(10):2902-2914. doi: 10.1021/acs.jnatprod.0c00437. Epub 2020 Oct 8.
In this investigation, chromatographic separations of the diethyl ether extracts of two European annual taxa, and , yielded nine new natural products, namely, a series of esters of stereoisomeric tetradeca-5,7,9,11-tetraen-1-ols (- and ), a tetra-unsaturated γ-tetradecalactone (), a dibenzylbutyrolactone lignan (7-oxoarcitin, ), a falcarinol-related 17-membered macrolide () possessing a conjugated diyne-system, and an acylphloroglucinol derivative (). All these new compounds were fully characterized by NMR, IR, UV, MS, and optical rotation measurement, including H NMR full spin spectral simulation, whereas the absolute configurations of , , and were determined via chemical correlations and NMR analysis of Mosher esters. The in vitro potential immunomodulatory activities of , , , and (+)-arcitin were assessed by determining their effects on the functional properties of isolated rat splenocytes and peritoneal macrophages. The results obtained support the known immunomodulatory ethnomedicinal usage of species.
在这项研究中，通过色谱分离两种欧洲一年生植物和的乙醚提取物，得到了 9 种新的天然产物，分别为一系列立体异构十四碳-5,7,9,11-四烯-1-醇（-和）的酯，γ-十四碳内酯（），一种二苄基丁内酯木脂素（7-氧代石蒜亭，），一种具有共轭二炔系统的法卡啉醇相关的 17 元大环内酯（），以及酰基间苯三酚衍生物（）。所有这些新化合物均通过 NMR、IR、UV、MS 和旋光测量（包括 H NMR 全自旋谱模拟）进行了充分表征，而、和的绝对构型则通过化学相关性和对甲氧基苯甲酸酯的 NMR 分析来确定。通过测定它们对分离的大鼠脾细胞和腹腔巨噬细胞功能特性的影响，评估了、、和（+）-石蒜亭的体外潜在免疫调节活性。所得结果支持已知的物种的免疫调节民族医学用途。
