乳剤中における酢酸ヒドロコルチソンの分解生成物について

概要

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In the previous paper of this series, the results showed that the amounts of HA were stable in O/W emulsion, but not in W/O emulsion on account of the decomposition. In present paper, the authors investigated the structures of decomposition products (n1, n2) of HA in W/O emulsion (at 40°C). To identify n1 and n2, these were isolated from emulsion by high speed liquid chromatography (HSLC). However, the decomposition rate of HA in emulsion was slow; besides, the amounts of n1 and n2 were small. It was known that the decomposition of HA in 1-hexadecanol was more rapid in comparison with W/O emulsion (Naito et al.). Therefore, HA was decomposed in 1-hexadecanol at 100°C. Four or five pieces of the decomposition products of HA in 1-hexadecanol were observed, and the decomposion products (n1′, n2′) of the same retention time (tR) as n1 and n2 in emulsion were isolated and collected from 1-haxadecanol by HSLC. It was determined that n1′ was the same compounds as n1 and n2′ was the same one as n2 by the method of HSLC spiking. IR and MS spectra of n1′ and n2′ were determined. Spectral patterns of n1′ were coincident with pure hydrocortisone and these of n2′ were coincident with synthesized 17-ketosteroid. It was identified from these analytical results that the decomposition products of HA in emulsion were 11β, 17α, 21-trihydroxy-4-pregnene-3, 20-dione and 11 β-hydroxy-4-androstene-3, 17-dione.
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