18-Deoxyaldosterone,its chemical and microbial reduction products |
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Authors: | M. Harnik Y. Aharonowitz R. Lamed |
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Affiliation: | The George S. Wise Faculty of Life Sciences, Tel Aviv University, Tel Aviv, 69978, Israel |
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Abstract: | Reduction of the diketal 1 with sodium aluminum bis-(methoxyethoxy) hydride afforded the crystalline 18-hydroxycorticosterone diketal (2), an intermediate in the formation of 18-deoxyaldosterone acetate (4b). The hitherto unreported but anticipated metabolites of 4 were prepared as follows: hydrogenations of 4b furnished the fα- and 5β isomers 6 and 5b, and thence the tetra- and hexahydro derivatives 10, 11, 8, 9 and 7, and the 3-deoxy compounds 12 and 13. Anaerobic fermentations of 4b with Clostridium paraputrificum gave the tetrahydro derivative 8b in high yield. |
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Keywords: | To whom inquiries should be addressed. |
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