Prostaglandins and congeners. 22. Synthesis of 11-substituted derivatives of 11-deoxyprostaglandins E1 and E2. Potential bronchodilators

The interesting bronchodilator activity of l-11-deoxy-11 alpha-[(2-hydroxyethyl)thio]prostaglandin E2 methyl ester (3a) is described. The preparation of 3a and its analogues by Michael-type additions to various members of the PGA series or by total synthesis using the lithiocuprate conjugate additio...

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Veröffentlicht in:	Journal of medicinal chemistry 1980-08, Vol.23 (8), p.903-913
Hauptverfasser:	Floyd, M. Brawner, Schaub, Robert E, Siuta, Gerald J, Skotnicki, Jerauld S, Grudzinskas, Charles V, Weiss, Martin J, Dessy, Franz, VanHumbeeck, L
Format:	Artikel
Sprache:	eng
Schlagworte:	Airway Resistance - drug effects Animals Bronchodilator Agents - chemical synthesis Dogs Guinea Pigs Hemodynamics - drug effects Methods Prostaglandins E, Synthetic - chemical synthesis Prostaglandins E, Synthetic - pharmacology Stereoisomerism
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Beschreibung
Zusammenfassung:	The interesting bronchodilator activity of l-11-deoxy-11 alpha-[(2-hydroxyethyl)thio]prostaglandin E2 methyl ester (3a) is described. The preparation of 3a and its analogues by Michael-type additions to various members of the PGA series or by total synthesis using the lithiocuprate conjugate addition process is also described. Structure-activity relationships in this series are discussed.
ISSN:	0022-2623 1520-4804
DOI:	10.1021/jm00182a018