6,17a-dimethyl-4,6-pregnadiene-3,20-dione (medrogestone, 2) is for a long time known steroid endowed with progestational activity. In order to study its crystallographic and NMR spectroscopic properties with the aim to fill the literature gap, we prepared medrogestone following a traditional procedure. A careful NMR study allowed the complete assignement of the 1H and 13C NMR signals not only of medrogestone but also of its synthetic intermediates. The structural and stereochemical characterizations of medrogestone togheter with its precursor 17a-methyl-3-ethoxy-pregna-3,5- dien-20-one were described by means of X-ray analysis, allowing a deepened conformational investigation.
Crystallographic and spectroscopic study on a known orally active progestin / P. Ferraboschi, P. Ciuffreda, S. Ciceri, P. Grisenti, C. Castellano, F. Meneghetti. - In: STEROIDS. - ISSN 0039-128X. - 104(2015 Dec), pp. 137-144. [10.1016/j.steroids.2015.09.007]
Crystallographic and spectroscopic study on a known orally active progestin
P. Ferraboschi
;P. CiuffredaSecondo
;S. Ciceri;C. CastellanoPenultimo
;F. MeneghettiUltimo
2015
Abstract
6,17a-dimethyl-4,6-pregnadiene-3,20-dione (medrogestone, 2) is for a long time known steroid endowed with progestational activity. In order to study its crystallographic and NMR spectroscopic properties with the aim to fill the literature gap, we prepared medrogestone following a traditional procedure. A careful NMR study allowed the complete assignement of the 1H and 13C NMR signals not only of medrogestone but also of its synthetic intermediates. The structural and stereochemical characterizations of medrogestone togheter with its precursor 17a-methyl-3-ethoxy-pregna-3,5- dien-20-one were described by means of X-ray analysis, allowing a deepened conformational investigation.File | Dimensione | Formato | |
---|---|---|---|
medrogestone pdf.pdf
accesso aperto
Descrizione: articolo principale
Tipologia:
Post-print, accepted manuscript ecc. (versione accettata dall'editore)
Dimensione
1.06 MB
Formato
Adobe PDF
|
1.06 MB | Adobe PDF | Visualizza/Apri |
1-s2.0-S0039128X15002469-main.pdf
accesso riservato
Tipologia:
Publisher's version/PDF
Dimensione
1.51 MB
Formato
Adobe PDF
|
1.51 MB | Adobe PDF | Visualizza/Apri Richiedi una copia |
Pubblicazioni consigliate
I documenti in IRIS sono protetti da copyright e tutti i diritti sono riservati, salvo diversa indicazione.