一种新的单烷基甘油醚,3-(正苯基氧基)丙烷-1,2-二醇(1),从红海软珊瑚Nephheaollis的CH2Cl2/MeOH粗提取物中分离。此外,确定了三种已知的相关类似物:嵌合醇(2),batylalcohol(3),和3-(二十烷氧基)丙烷-1,2-二醇(4)。使用先进的光谱分析确定3-(正苯基氧基)丙烷-1,2-二醇的化学结构,包括1D,二维核磁共振(NMR)电子电离质谱(EI-MS),和高分辨率电子喷雾电离质谱(HRESIMS)分析。此外,嵌合醇的鉴定,通过研究其EI质量碎片分析并将其质量数据与文献中先前报道的质量数据进行比较,可以获得癸醇和3-(二十烷氧基)丙烷-1,2-二醇。对五种人类癌细胞系:HepG2(肝细胞癌),评估了Nephtheamollis粗提物和3-(正甲氧基)丙烷-1,2-二醇的细胞毒性活性,MCF-7(乳腺癌),NCI-1299(肺癌),HeLa(宫颈癌细胞),和HT-29(结肠腺癌)。此外,3-(正苯基氧基)丙烷-1,2-二醇对HeLa细胞系显示出中等的细胞毒性,IC50值为24.1μM,同时显示对其余细胞系的无活性(IC50>100μM)。
A new monoalkyl glycerol ether, 3-(n-henicosyloxy)propane-1,2-diol (1), was isolated from the CH2 Cl2 /MeOH crude extract of the Red Sea soft coral Nephthea mollis. Additionally, three known related analogs were identified: chimyl alcohol (2), batyl alcohol (3), and 3-(icosyloxy)propane-1,2-diol (4). The chemical structure of 3-(n-henicosyloxy)propane-1,2-diol was determined using advanced spectroscopic analyses, including 1D, 2D Nuclear Magnetic Resonance (NMR), Electron Ionization mass spectra (EI-MS), and High-Resolution Electron Spray Ionization mass spectra (HR-ESI-MS) analyses. Furthermore, the identification of chimyl alcohol, batyl alcohol and 3-(icosyloxy)propane-1,2-diol was achieved by studying their EI mass fragmentation analyses and comparing their mass data with those previously reported in the literature. The cytotoxic activity of the Nephthea mollis crude extract and 3-(n-henicosyloxy)propane-1,2-diol was evaluated against five human cancer cell lines: HepG2 (hepatocellular carcinoma), MCF-7 (breast carcinoma), NCI-1299 (lung carcinoma), HeLa (cervical cancer cell), and HT-29 (colon adenocarcinoma). Moreover, 3-(n-henicosyloxy)propane-1,2-diol revealed moderate cytotoxicity against the HeLa cell lines with an IC50 value of 24.1 μM, while showing inactivity against the remaining cell lines (IC50 >100 μM).