crystallographic and nmr investigation of ergometrine and methylergometrine, two alkaloids from claviceps purpurea

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ID: 130332
2020
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Abstract
Ergometrine and methylergometrine are two alkaloids that are used as maleate salts for the prevention and control of postpartum hemorrhage. Although the two molecules have been known for a long time, few and discordant crystallographic and NMR spectroscopic data are available in the literature. With the aim of providing more conclusive data, we performed a careful NMR study for the complete assignment of the 1H, 13C, and 15N NMR signals of ergometrine, methylergometrine, and their maleate salts. This information allowed for a better definition of their conformational equilibria. In addition, the stereochemistry and the intermolecular interactions in the solid state of the two maleate salts were deeply investigated by means of single-crystal X-ray diffraction, showing the capability of these derivatives to act as both hydrogen-bond donors and acceptors, and evidencing a correlation between the number of intermolecular interactions and their different solubility.
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meneghetti2020moleculescrystallographic Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors ;Fiorella Meneghetti;Patrizia Ferraboschi;Paride Grisenti;Shahrzad Reza Elahi;Matteo Mori;Samuele Ciceri
Journal Journal of ethnopharmacology
Year 2020
DOI
10.3390/molecules25020331
URL
https://www.mdpi.com/1420-3049/25/2/331
Keywords
alkaloids

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