This paper describes the rational design and synthesis of novel inhibitors of human steroid 5a-reductase. Steroidal nitrones were synthesised via an eight-step sequence from epiandrosterone and were tested for activity against type I and II 5a-reductase isozymes. Judicious placement of the nitrone i
Synthesis of carbon-14 and tritiated steroidal 5α-reductase inhibitors
✍ Scribed by Arthur Y. L. Shu; J. Richard Heys
- Publisher
- John Wiley and Sons
- Year
- 1994
- Tongue
- French
- Weight
- 414 KB
- Volume
- 34
- Category
- Article
- ISSN
- 0022-2135
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✦ Synopsis
Abstract
17β‐[N‐(1,1‐Dimethylethyl)carbamoyl]androsta‐3,5‐diene‐4‐^14^C‐3‐carboxylic acid ([^14^C]SK&F 105657) was prepared via a three‐step sequence (t‐butyl amidation, triflation and carbomethoxylation) starting from androst‐4‐en‐3‐one‐4‐^14^C‐17β‐carboxylic acid. Its A‐ring aromatic analog 17β‐[N‐(1,1‐dimethylethyl)carbamoyl]estra‐1,3,5‐(10)‐triene‐3‐carboxylic acid (SK&F 105656) was labeled with tritium by means of iridium‐mediated exchange methodology.
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