Savin G A
Volgograd State Pedagogical University, pr. Lenina 27, Volgograd, 400131 Russia.
Bioorg Khim. 2008 Nov-Dec;34(6):822-6. doi: 10.1134/s1068162008060149.
The first representatives of acetal and phosphocyclic lipids based on methriol (2-hydroxymethyl-2-methyl-1,3-propanediol) were synthesized. The interaction of the starting triol with higher aldehydes gave the corresponding alkylidene compounds, which were subsequently phosphorylated by derivatives of phosphorous acid. The intermediate amidophosphites were treated without isolation with iodobenzene, sulfur, or selenium to give phosphoacetals and their thio- and selenoanalogues, which are acetal phospholipids. Methriol bicyclophosphite was also used in the lipid synthesis. It was acylated with palmitoyl chloride at one of the bicyclic oxygen atoms. Alcoholysis of acyl polyol chlorophosphite resulted in a phospholipid, which was oxidized with sulfur to give thionphosphate.
合成了基于季戊四醇(2-羟甲基-2-甲基-1,3-丙二醇)的缩醛和磷环脂质的首批代表物。起始三元醇与高级醛的相互作用生成了相应的亚烷基化合物,随后这些化合物被亚磷酸衍生物磷酸化。中间的氨基亚磷酸酯不经分离直接用碘苯、硫或硒处理,得到磷缩醛及其硫代和硒代类似物,即缩醛磷脂。季戊四醇双环亚磷酸酯也用于脂质合成。它在双环氧原子之一处用棕榈酰氯进行酰化。酰基多元醇氯代亚磷酸酯的醇解产生一种磷脂,该磷脂用硫氧化得到硫代磷酸酯。