Selective Reduction of Peptidic Ergot Alkaloids

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Title:Selective Reduction of Peptidic Ergot Alkaloids
Creators:
Cvak, Ladislav
Stuchlík, Josef
Schreiberová, Magdalena
Sedmera, Petr
Havlíček, Vladimír
Flieger, Miroslav
Čejka, Jan
Kratochvíl, Bohumil
Jegorov, Alexandr
Journal or Publication Title:
Collection of Czechoslovak Chemical Communications, 65, 11, pp. 1762-1776
Uncontrolled Keywords:Peptides, Mass spectrometry, Indole alkaloids, X-Ray diffraction, Crystal structure determination, Ergopeptines, Reductions, Ergot alkaloids, NMR spectroscopy

Abstract

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. <p>

Title:Selective Reduction of Peptidic Ergot Alkaloids
Creators:
Cvak, Ladislav
Stuchlík, Josef
Schreiberová, Magdalena
Sedmera, Petr
Havlíček, Vladimír
Flieger, Miroslav
Čejka, Jan
Kratochvíl, Bohumil
Jegorov, Alexandr
Uncontrolled Keywords:Peptides, Mass spectrometry, Indole alkaloids, X-Ray diffraction, Crystal structure determination, Ergopeptines, Reductions, Ergot alkaloids, NMR spectroscopy
Divisions:Life and Chemical Sciences > Institute of Organic Chemistry and Biochemistry > Collection of Czechoslovak Chemical Communications
Journal or Publication Title:Collection of Czechoslovak Chemical Communications
Volume:65
Number:11
Page Range:pp. 1762-1776
ISSN:0010-0765
E-ISSN:1212-6950
Publisher:Institute of Organic Chemistry and Biochemistry
Related URLs:
URLURL Type
http://dx.doi.org/10.1135/cccc20001762UNSPECIFIED
ID Code:1757
Item Type:Article
Deposited On:06 Feb 2009 17:12
Last Modified:06 Feb 2009 16:12

Citation

Cvak, Ladislav; Stuchlík, Josef; Schreiberová, Magdalena; Sedmera, Petr; Havlíček, Vladimír; Flieger, Miroslav; Čejka, Jan; Kratochvíl, Bohumil; Jegorov, Alexandr (2000) Selective Reduction of Peptidic Ergot Alkaloids. Collection of Czechoslovak Chemical Communications, 65 (11). pp. 1762-1776. ISSN 0010-0765

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