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On the preparation of bilirubins of the natural α series substituted with a propionic acid residue and a hydroxypropyl group

Zur Herstellung von Bilirubinen der natürlichen α-Reihe mit Propionsäure- und Hydroxypropylsubstituenten

  • Organische Chemie Und Biochemie
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Monatshefte für Chemie / Chemical Monthly Aims and scope Submit manuscript

Summary

The reduction of mesobiliverdin XIIIα propan-1,3-diyl diester with NaBH4 affords mesobilirubin XIIIα propan-1,3-diyl diester. The same reduction of mesobiliverdin XIIIα methylen diester. The same reduction of mesobiliverdin XIIIα methylen diester affords 8-(2-carboxyethyl)-3,17-diethyl-12-(3-hydroxypropyl)-2,7,13,17-tetramethylbiladien-ac-1,19-(21H, 24H)-dione (MBR-mc). The UV/Vis and1H NMR spectra ofMBR-mc show that its structure in solution is similar to that of the natural bilirubins of the α series.

Zusammenfassung

Reduktion von Mesobiliverdin-XIIIα-propan-1,3-diyl-diester mit NaBH4 liefert Mesobilirubin-XIIIα-propan-1,4-diyl-diester. Die analoge Reaktion des Mesobiliverdin-XIIIα-methylen-diesters führt zu 8-(2-Carboxyäthyl)-3,17-diäthyl-12-(3-hydroxypropyl)-2,7,13,17-tetramethylbiladien-ac-1,19-(21H,24H)-dion (MBR-mc).MBR-mc weist in Lösung (UV/Vis und 1H-NMR Spektren) eine ähnliche Struktur auf wie die der natürlichen Bilirubine der α-Serie.

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Authors and Affiliations

  1. Departament de Química Orgànica, Universitat de Barcelona, E-08028, Barcelona, Spain

    J. Crusats, J. -A. Farrera & J. M. Ribó

Authors
  1. J. Crusats
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  2. J. -A. Farrera
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  3. J. M. Ribó
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Crusats, J., Farrera, J.A. & Ribó, J.M. On the preparation of bilirubins of the natural α series substituted with a propionic acid residue and a hydroxypropyl group. Monatsh Chem 127, 85–89 (1996). https://doi.org/10.1007/BF00807412

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  • DOI: https://doi.org/10.1007/BF00807412

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