Mladenović Marko Z, Ristić Milenko N, Bogdanović Andrija I, Ristić Novica R, Boylan Fabio, Radulović Niko S
Department of Chemistry, Faculty of Sciences and Mathematics, University of Niš, Višegradska 33, 18000 Niš, Serbia.
Faculty of Natural Science and Mathematics, University of Priština, Lole Ribara 29, 38220 Kosovska Mitrovica, Serbia.
Plants (Basel). 2023 May 24;12(11):2094. doi: 10.3390/plants12112094.
Although ethnopharmacologically renowned, wax constituents of species were sporadically studied. A combination of GC-MS analysis, synthesis, and chemical transformations enabled the identification of 275 constituents of diethyl-ether washings of aerial parts and/or flowers of six taxa (, , subsp. , subsp. , , and ) and one taxon () from Serbia. Seventeen of these constituents (nonacosyl benzoate, additional 12 benzoates with -branched 1-alkanols, eicosyl tiglate, triacontane-14,16-dione, dotriacontane-14,16-dione, and tetratriacontane-16,18-dione) and two additional synthesized eicosyl esters (angelate and senecioate) represent completely new compounds. The structures of the tentatively identified β-ketones were confirmed by analysis of the mass fragmentation of the corresponding pyrazoles and silyl enol ethers obtained by transformations of crude extracts and extract fractions. Silylation allowed the identification of 114 additional constituents, including a completely new natural product (30-methylhentriacontan-1-ol). The results obtained by multivariate statistical analyses showed that the chemical profile of taxa's surface waxes is subject to both genetic and ecological factors, whereas the latter seemingly takes a more important role for the studied samples.
尽管某些物种的蜡成分在民族药理学上颇负盛名，但相关研究却较为零散。通过气相色谱 - 质谱联用分析、合成及化学转化相结合的方法，已鉴定出塞尔维亚的六个分类群（[具体分类群1]、[具体分类群2]、[具体分类群3]亚种[具体亚种1]、[具体分类群4]亚种[具体亚种2]、[具体分类群5]和[具体分类群6]）以及一个分类群（[具体分类群7]）地上部分和/或花朵的二乙醚洗涤液中的275种成分。其中17种成分（苯甲酸二十九酯、另外12种含支链1 - 链烷醇的苯甲酸酯、惕各酸二十酯、三十四烷 - 14,16 - 二酮、三十二烷 - 14,16 - 二酮和三十四烷 - 16,18 - 二酮）以及另外两种合成的二十烷基酯（当归酸酯和千里光酸酯）代表全新的化合物。通过对粗提取物和提取物馏分转化得到的相应吡唑和硅烯醇醚的质谱碎裂分析，证实了初步鉴定的β - 酮的结构。硅烷化使得能够鉴定出另外114种成分，包括一种全新的天然产物（30 - 甲基三十一烷 - 1 - 醇）。多变量统计分析结果表明，[分类群名称]表面蜡的化学特征受遗传和生态因素的影响，而对于所研究的[具体分类群名称]样本，生态因素似乎起着更重要的作用。
