School of Chemistry and Biochemistry, Georgia Institute of Technology, Atlanta, GA 30332, USA.
Bioorg Med Chem Lett. 2010 Oct 1;20(19):5662-5. doi: 10.1016/j.bmcl.2010.08.031. Epub 2010 Aug 10.
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.
从两种斐济红色大型藻类中分离到三种抗疟二萜。Callophycus serratus 中独特的大环内酯 Callophycolide A（1）的绝对立体化学结构通过莫舍尔酯分析、与二钼四乙酸络合物的圆二色性分析以及使用 NOEs 的构象分析来确定。此外，还从 Amphiroa crassa 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-生育酚醌（6），对人类疟原虫 Plasmodium falciparum 的抗疟活性提高了 20 多倍。
