Crystal structure and hormonal activity of 1,1-bis(4-hydroxyphenyl)-2-phenylethene
作者:
RonaldGust,
HelmutSchönenberger,
Klaus-JürgenRange,
UlrichKlement,
MartinSchneider,
期刊:
Monatshefte für Chemie / Chemical Monthly
(Springer Available online 2004)
卷期:
Volume 124,
issue 11
页码: 1181-1193
ISSN:0026-9247
年代: 2004
DOI:10.1007/BF00810027
出版商: Springer_Vienna-Vienna
数据来源: Springer
摘要:
A complete three-dimensional X-ray crystal structure analysis of 1,1-bis(4-hydroxyphenyl)-2-phenylethene (BHPE) has been carried out. Reflexes were collected at room temperature. After isotropic refinement ofF-values by least-squares,Ris 0.163.BHPEcrystallizes with 8 molecules in a unit cell of monoclinic symmetry, space group C2/c and cell dimensionsa=20.851,b=15.505,c=10.536 Å, β=107.54°. The molecule ofBHPEis not flat, the aromatic rings are twisted out of the ethene plane with angles of −30.16° (ring B), −51.45° (ring C) and −33.49° (ring A). The bond angle between the 1,1-standing, 4-hydroxy-substituted phenyl rings amounts to 115.3° resulting in a distance between the hydroxy groups of 9.636 Å.BHPEproved to be a weak “impeded” estrogen with minor antiestrogenic potency, though its estrogen receptor affinity is very high (29%, estradiol 100%). A discussion of the influence of the spatial structure ofBHPEand related substances on its estrogenic/antiestrogenic and mammary tumor-inhibiting
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