Steroids

Aerial oxidation of the glucocorticoid side-chain under pH control

JS Edmonds, M Morita, P Turner, BW Skelton…

Index: Edmonds, John S.; Morita, Masatoshi; Turner, Peter; Skelton, Brian W.; White, Allan H. Steroids, 2006 , vol. 71, # 1 p. 34 - 41

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Citation Number: 8

Abstract

The outcome of aerial oxidation of the glucocortico-steroid side-chain (as exemplified by dexamethasone) has been shown to be subject to strict pH control. At pH 7.4 the glyoxal is the only product; at pH values of 8 and 9.2 the etioacid is formed, and at pH values of 13 or above the epimeric glycolic acids are produced. The glycolic acid epimer that predominates by a factor of 2 and is more stable has been shown by an X-ray crystal structural analysis ...