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Soluble steroids II. Amino acid derivatives

✍ Scribed by Winthrop E. Lange; Martin E. Stein

Publisher: John Wiley and Sons
Year: 1964
Tongue: English
Weight: 281 KB
Volume: 53
Category: Article
ISSN: 0022-3549
DOI: 10.1002/jps.2600530421

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✦ Synopsis

A series of amino acid derivatives of cholesterol, 9a-fluorohydrocortisone, 6u-fluoro-16a-hydroxycortisone-16,17-acetonide, and 2a-methyl-5cr-dihydrotestosterone have been synthesized in a further attempt to provide compounds with increased a ueous solubility. The ac lable hydrosy group of the steroid was converted to the c%loroformate and was d e n condensed with the appropriate amino acid. The potassium salts of the various derivatives which have been prepared possess 100-600 times the aqueous solubility of the parent compounds. infrared characteristics of the several compounds have been determined. Pharmacological studies have been undertaken and show, in general, reduced activity when the derivatives are admini s t w d subcutaneously.

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