Unusual antimalarial meroditerpenes from tropical red macroalgae.
Unusual antimalarial meroditerpenes from tropical red macroalgae.
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来自热带红大型藻类的不寻常的抗疟药二萜。
DOI：
10.1016/j.bmcl.2010.08.031
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发表时间：
2010
影响因子：
2.7
通讯作者：
Kubanek,Julia
中科院分区：
文献类型：
--
作者：
Stout,EPaige;Prudhomme,Jacques;Roch,KarineLe;Fairchild,CraigR;Franzblau,ScottG;Aalbersberg,William;Hay,MarkE;Kubanek,Julia
从两种斐济红藻中分离出三种抗疟药二萜。 Callophycolide A (1)（一种来自锯齿藻的独特大环内酯）的绝对立体化学是通过 Mosher 酯分析、四乙酸二钼复合物的圆二色性分析以及使用 NOE 的构象分析来确定的。此外，还从粗糙双孢藻中分离出两种已知的生育酚：β-生育酚氢醌 (4) 和 δ-生育酚氢醌 (5)。通过将 5 氧化为相应的 δ-生育醌 (6)，针对人类疟疾寄生虫恶性疟原虫的抗疟活性提高了 20 倍以上。
Three antimalarial meroditerpenes have been isolated from two Fijian red macroalgae. The absolute stereochemistry of callophycolide A (1), a unique macrolide from Callophycus serratus, was determined using a combination of Mosher’s ester analysis, circular dichroism analysis with a dimolybdenum tetraacetate complex, and conformational analysis using NOEs. In addition, two known tocopherols, β-tocopherylhydroquinone (4) and δ-tocopherylhydroquinone (5), were isolated from Amphiroa crassa. By oxidizing 5 to the corresponding δ-tocopherylquinone (6), antimalarial activity against the human malaria parasite Plasmodium falciparum was increased by more than 20-fold.