Cytotoxic and anti-inflammatory compounds from Red Sea grass Thalassodendron ciliatum
Cytotoxic and anti-inflammatory compounds from Red Sea grass Thalassodendron ciliatum
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DOI：
10.1007/s00044-018-2143-7
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发表时间：
2018-04-01
影响因子：
2.6
通讯作者：
Ahmed, Safwat A.
中科院分区：
文献类型：
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作者：
Abdelhameed, Reda F.;Ibrahim, Amany K.;Ahmed, Safwat A.
对红海草Thalassodendron ciliatum的极性较小的亚甲基三氯甲烷-甲醇提取物的化学研究导致分离出一种新的植物神经酰胺分子种类TCC-1，沿着有四种已知化合物：7 β-羟基胆固醇（10）、7 β-羟基谷甾醇（11）、豆甾醇葡糖苷（12）和β-谷甾醇葡糖苷（13）。具有2-羟基脂肪酸残基的植物鞘氨醇构成植物神经酰胺分子种类TCC-1。进一步纯化TCC-1得到两种新的植物神经酰胺：TCC-1-5（5）和TCC-1-7（7）以及已知的神经酰胺TCC-1-6（6）。所有化合物均为首次从该属植物中报道。通过红外光谱、核磁共振谱、质谱、化学分析等手段，并与文献数据进行比较，确定了化合物的化学结构。所有分离的化合物对两种人细胞系（Hep G2和MCF-7）表现出显著的细胞毒性。此外，已经发现化合物（10-13）具有显著的抗炎活性，其中化合物（13）是最有效的。
Chemical investigation of the less polar fraction methylene dichloride-methanol extract of the Red Sea grass Thalassodendron ciliatum led to the isolation of a new phytoceramide molecular species TCC-1, along with four known compounds: 7 beta-hydroxy cholesterol (10), 7 beta-hydroxysitosterol (11), stigmasterol glucoside (12), and beta-sitosterol glucoside (13). Phytosphingosines with 2-hydroxy fatty acid residues constituted the phytoceramide molecular species TCC-1. Further purification of TCC-1 afforded two new phytoceramides: TCC-1-5 (5) and TCC-1-7 (7) as well as the known ceramide TCC-1-6 (6). All compounds are reported for the first time from this genus. The chemical structures of the isolated compounds were clarified on the basis of spectroscopic techniques including IR, NMR experiments, mass spectrometry, and chemical methods, in addition to comparison with literature data. All isolated compounds exhibited significant cytotoxicity against two human cell lines (Hep G2 and MCF-7). Moreover, compounds (10-13) have been found to possess significant anti-inflammatory activity in which compound (13) is the most potent.