Synthesis of new spiro-steroids, II: Steroid-17-spiro-oxazolidinones

New, potential aldosterone blocking 17-spiro-oxazolidinone derivatives with androstane, estrane and 13β-ethyl-gonane ring system were synthesized. 17S-Spiro-oxiranes were used as starting compounds and the oxazolidinone ring was built up in different ways. All compounds but one were devoid of consid...

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Bibliographic Details
Published inSteroids Vol. 35; no. 4; pp. 361 - 380
Main Authors Sólyom, S., Szilágyi, K., Toldy, L.
Format Journal Article
LanguageEnglish
Published United States Elsevier Inc 01.04.1980
Subjects
Androgen Antagonists - chemical synthesis
Animals
Chemical Phenomena
Chemistry
Male
Methods
Mice
Oxazoles - chemical synthesis
Pregnanes - chemical synthesis
Rats
Structure-Activity Relationship
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Summary:New, potential aldosterone blocking 17-spiro-oxazolidinone derivatives with androstane, estrane and 13β-ethyl-gonane ring system were synthesized. 17S-Spiro-oxiranes were used as starting compounds and the oxazolidinone ring was built up in different ways. All compounds but one were devoid of considerable endocrine activities. 3-Oxo-13β-ethyl-gona- -4,9(10), 11-triene-17S-spiro-5′-(2′-oxo-3′-methyl)oxazol-idine shows significant antiandrogen activity on s.c., but none on p.o. administration.
Bibliography:ObjectType-Article-1
SourceType-Scholarly Journals-1
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ISSN:0039-128X
1878-5867
DOI:10.1016/0039-128X(80)90138-5