Selective reduction of peptidic ergot alkaloids

被引:4
作者
Cvak, L
Stuchlík, J
Schreiberová, M
Sedmera, P
Havlícek, V
Flieger, M
Cejka, J
Kratochvíl, B
Jegorov, A
机构
[1] Acad Sci Czech Republ, Inst Microbiol, CR-14220 Prague 4, Czech Republic
[2] Galena Co, R&D, Opava Komarov 74770, Czech Republic
[3] Inst Chem Technol, Dept Solid State Chem, CR-16628 Prague 6, Czech Republic
[4] Galena Co, Ceske Budejovice 37005, Czech Republic
关键词
indole alkaloids; ergot alkaloids; ergopeptines; peptides; reductions; NMR spectroscopy; mass spectrometry; crystal structure determination; X-ray diffraction;
D O I
10.1135/cccc20001762
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Five 6'-deoxoergopeptines were prepared in 51-68% yield by selective reduction of parent alkaloids with lithium aluminium hydride in tetrahydrofuran at low temperature. New compounds were characterized by mass spectrometry and NMR spectroscopy. The conformation of the peptide part in starting compounds and reduced derivatives is discussed on the basis of crystal structure determination of 6'-deoxo-9,10-dihydroergotamine dihydrate butan-2-one solvate as a representative member of the series.
引用
收藏
页码:1762 / 1776
页数:15
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