Total synthesis of isotopically labelled flavonoids, 2 -: 13C-labelled (±)-catechin from potassium [13C]cyanide

被引:0
作者
Nay, B [1 ]
Amaudinaud, V [1 ]
Peyrat, JF [1 ]
Nuhrich, A [1 ]
Deffieux, G [1 ]
Mérillon, JM [1 ]
Vercauteren, J [1 ]
机构
[1] Univ Bordeaux 2, Fac Pharm, Lab Pharmacognosie, GESNIT, F-33076 Bordeaux, France
关键词
flavonoids; catechin; isotopic labelling; carbon; 13; total synthesis; French paradox;
D O I
暂无
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Racemic 4-[C-13]catechin 14 has been synthesized in ten steps starting from potassium [C-13]cyanide. The intermediate chalcone 9 was formed by acylation of the benzylated phloroglucinol 7 with the caffeic acid synthon 6, using the trifluoroacetic mixed anhydride. The flavonoid skeleton was then obtained by previously described reactions such as the reduction of chalcone 9 and dihydroxylation of flavene 11. Such [C-13]-labelled polyphenols should prove to be useful tools for human biological investigations.
引用
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页码:1279 / 1283
页数:5
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