Part 29 of the series "Biotransformations". Part 28: MIRONOWICZ et a/. (1990).
Reduction of testosterone, androstendione and their derivatives by Aphanocladium album
✍ Scribed by Jadwiga Dmochowska-Gladysz; Teresa Kolek; Prof. Dr. Antoni Siewiński
- Book ID
- 102910550
- Publisher
- John Wiley and Sons
- Year
- 1989
- Tongue
- English
- Weight
- 531 KB
- Volume
- 29
- Category
- Article
- ISSN
- 0233-111X
No coin nor oath required. For personal study only.
✦ Synopsis
A strain of Aphanocladium album reduces the C-3 carbonyl group in testosterone or androstendione to to 3%-ally1 alcohol. In some derivatives of these steroids the same carbonyl group is reduced to allyl alcohol with stereospecificity, depending on whether chlorine at C-4 or a 17a-methyl group is present. On the other hand, the presence of C-4 methyl group, a C-19 hydroxy group, a '2-17 acetyl one, or a double bond conjugated with the 4-en-3-ketone system totally inhibits the formation of allyl alcohols at C-3.
At the samC time, the C-17 carbonyl group in androstendione or in its derivatives is reduced to a respective 17/3-alcohol.
In the derivativw with arf additional 2-exomethylene group the double bond at this group is reduced.
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