@article{ref1,
title="Aromatization of 19-oxygenated androst-4-ene-3,6,17-triones with human placental microsomes",
journal="Biological and pharmaceutical bulletin",
year="1998",
author="Numazawa, M. and Sugiyama, T. and Nagaoka, M.",
volume="21",
number="3",
pages="289-292",
abstract="To gain insight into the aromatization sequence of androst-4-ene-3,6,17-trione (1), a suicide substrate of aromatase, the aromatization of its 19-hydroxy and 19-oxo analogs 2 and 3 with human placental microsomes, was studied using GC-MS. Steroids 2 and 3 were separately incubated with the microsomes in the presence of NADPH in air. The GC-MS analysis of the trimethylsilyl derivative of the aromatization product indicated that both the 19-oxygenated steroids 2 and 3 were aromatized to yield 6-oxoestrogens, 6-oxoestrone (4) and 6-oxoestradiol (5), in each experiment. The aromatization rates of substrates 2 and 3 were 605+/-48 and 1794+/-75 pmol/mg protein/10 min, respectively. These relatively higher rates, compared to that of the parent steroid 1 (73.2+/-6.6 pmol/mg protein/10 min), indicates that the suicide substrate 1 is aromatized through the 19-oxygenated intermediates 2 and 3.<p /><p>Language: en</p>",
language="en",
issn="0918-6158",
doi="10.1248/bpb.21.289",
url="http://dx.doi.org/10.1248/bpb.21.289"
}