Collect. Czech. Chem. Commun.
2003, 68, 2150-2158
https://doi.org/10.1135/cccc20032150
Structural Study of Dopamine Agonist Lisuride
Jan Čejkaa, Bohumil Kratochvíla, Stanislav Böhmb, Ivana Císařovác, Ladislav Cvakd and Alexandr Jegorove,*
a Department of Solid State Chemistry, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic
b Computing Service Centre, Institute of Chemical Technology, Prague, Technická 5, 166 28 Prague 6, Czech Republic
c Department of Inorganic Chemistry, Charles University, 128 43 Prague 2, Czech Republic
d IVAX Pharmaceuticals s.r.o., R&D, Ostravská 29, 747 70 Opava-Komárov, Czech Republic
e IVAX Pharmaceuticals s.r.o., Research Unit, Branišovská 31, 370 05 České Budějovice, Czech Republic
Abstract
One monoclinic and three orthorhombic structures of natural ergot alkaloid lisuride were solved by X-ray diffraction techniques. The conformation analysis has revealed that side chain orientations of lisuride differ significantly from those observed in related terguride (trans-dihydrolisuride). The conformation found in individual lisuride molecules corresponds to another minimum of total energy calculated by ab initio quantum-mechanical calculations for a simplified model of 3-(cyclohex-2-en-1-yl)-1,1-diethylurea.
Keywords: Indole alkaloids; Ergot alkaloids; Lisuride; Crystal forms; X-Ray diffraction; Crystal structure; Conformation analysis; Polymorphism; Ab initio calculations.
References: 16 live references.
