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At least 37 records · Page 2Linked to original sources
PubMed1977

The use of equilin as an internal standard to quantitate estriol in pregnancy urine.

The assay of pregnancy urine estriol by gas chromatography is most often carried out by adding cholesterol as an internal standard at the end of the extraction procedure. The reason for this is that cholesterol does not contain a phenolic ring, and would be lost during the extraction procedure for estriol. This does not allow for corrections of recovery loss, which would be the case if the internal standard was a phenolic steroid. This paper describes the utilization of equilin (delta 1,3,5,7-estratetraen-3-01-17-one) as the internal standard. The sample is hydrolyzed to remove sulfate and glucuronide groups and then the equilin is added. If equilin is added before hydrolysis, variable destruction takes place. Derivative studies indicate that room temperature silylation can be used with bis (trimethylsilyl)-trifluoroacetamide/trichlorosilane/trimethylsilylimidazole, 3:3:2 by weight. Results on control material containing a low, critical pregnancy concentration of estriol were as follows--listed value 5.0 mg/1, found 5.3 mg/1, co-efficient of variation %, 8.9% for 17 runs on different days.

17-Ketosteroids↗
PubMed1979

Plasma equilin concentrations in an oophorectomized woman following ingestion of conjugated equine oestrogens (Premarin).

The plasma equilin concentration was 25.2 nmol/l (6.7 ng/ml) 4 h after an oral dose of Premarin (1.25 mg), and a maximum concentration of 20.5 nmol/l (5.5 ng/ml) was recorded 3 h after a smaller dose (0.625 mg) was given. 24 h later, the plasma equilin was still considerable, being 6.1 nmol/l (1.6 ng/ml) and 3.7 nmol/l (1.2 ng/ml) for the larger and smaller dosages respectively. The findings for equilin are considerably higher than physiological oestrogen concentrations and in addition show that daily therapy with Premarin could lead to cumulation of the steroid.

17-Ketosteroids↗
PubMed1970

Microbial aromatization of steroids into equilin.

This report describes the bioconversion of 19-hydroxy-androsta-4, 7-diene-3, 17-dione into equilin with Nocardia rubra. Through mutation and improvement of medium and of conditions, the bioconversion could be improved to yield 40% equilin for a substrate concentration of 1 g/liter. Aromatization of several other 19-hydroxy and 19-nor substrates of the androstene series is reported, and the influence of various substitutions of the substrate molecule on aromatization is discussed.

17-Ketosteroids↗
PubMed1995

Effect of temperature on separation of estradiol stereoisomers and equilin by liquid chromatography using mobile phases modified with beta-cyclodextrin.

The unusual temperature effect on the retention of 17 alpha-estradiol, 17 beta-estradiol and equilin in reversed-phase liquid chromatography has been observed. Capacity factors (k') of the steroids were measured using mobile phase with different concentrations of beta-cyclodextrin (from 0 to 16 mM) in a fixed mobile phase composition (acetonitrile-water) and wide range of column temperatures (from 5 degrees to 80 degrees C). The plots of capacity factors vs reciprocal of absolute temperature are nonlinear in each case. At subambient temperatures the capacity factors decreased with temperature decrease. This effect is more evident for the natural 17 beta-estradiol than for its 17 alpha-isomer.

Chromatography, Liquid↗
PubMed2005

Separation and detection of the isomeric equine conjugated estrogens, equilin sulfate and delta8,9-dehydroestrone sulfate, by liquid chromatography--electrospray-mass spectrometry using carbon-coated zirconia and porous graphitic carbon stationary phases.

Equilin-3-sulfate and delta8,9-dehydroestrone-3-sulfate are two isomers found in equine conjugated estrogens that differ in structure only by the position of a double bond in the steroid B-ring. These geometric isomers were not resolved on a C18 column during the analysis of conjugated estrogen drug products by LC-MS using acetonitrile-ammonium acetate buffer as the mobile phase. While no separations of these two isomers were observed on C18 or other alkyl-bonded silica based phases using a variety of mobile phase conditions, partial separations were achieved on phenyl bonded silica phases with a resolution of 1.5 on a diphenyl phase, and baseline separations were readily achieved on two carbonaceous phases with resolutions routinely exceeding three on graphitic carbon-coated zirconia (Zr-CARB) and resolutions as high as 19 on porous graphitic carbon (Hypercarb). An examination of a selected few conjugated estrogens in the complex drug substance by LC-MS on Hypercarb is presented.

Chromatography, Liquid↗
PubMed1988

Biologic effects of equilin sulfate in postmenopausal women.

In order to determine the relative potency of equilin sulfate (EqS), a major constituent of conjugated equine estrogens, 15 women received oral doses of EqS (0.15, 0.31, and 0.625 mg) for 25 days. Doses of 0.31 and 0.625 mg significantly stimulated hepatic globulins. This stimulatory effect ranged from being 1.5 to 8 times greater than the effects of comparable doses of estrone sulfate and conjugated equine estrogens. A significant stimulation in high-density lipoprotein-cholesterol occurred with as little as 0.15 mg of EqS. Elevations in the high-density lipoprotein/low-density lipoprotein-cholesterol ratio occurred with EqS, which resulted in an approximately 4-fold greater response than that achieved with comparable doses of conjugated equine estrogens. The fasting urinary calcium/creatinine ratio was only significantly lowered with 0.625 mg of EqS and was less potent than conjugated equine estrogens in this regard. It is concluded that EqS is a potent estrogen that contributes significantly to the hepatic stimulatory effects of conjugated equine estrogens. These data also provide support for the suggestion that there may be a dissociation in potency between estrogenic effects on liver and bone.

17-Ketosteroids↗
PubMed2002

Cytotoxicity of estradiol, equilin, equilenin, and their derivatives on Chinese hamster V79 cells.

Recently, we investigated the inhibitory effects of 17 beta-estradiol and diethylstilbestrol on microtubule assembly, cytotoxicity, and aneuploidy in V79 cells. The present study analyzes the effects of equilin and equilenin (amongst the natural estrogens originally isolated from the urine of pregnant horses) and their related compounds, on the relative plating efficiency of Chinese hamster V79 cells. The results showed that a hydroxyl group on 17-C and a methoxyl group on 3-C of the estrogen skeleton were important for cytotoxicity. Of the various compounds analyzed, 2-methoxyestradiol had the strongest cytotoxicity, suggesting also the importance of a methoxyl group on 2-C.

2-Methoxyestradiol↗
PubMed1999

Equilin.

3-Hydroxyestra-1,3,5(10),7-tetraen-17-one, C18H20O2, crystallizes in space group P2(1)2(1)2(1) from ethyl acetate. The planarity of the B ring, and the difference in puckering of the C and D rings from that of estrone, are due to the presence of the C7 = C8 double bond, which may explain its function as an inhibitor of human type 1 17 beta-hydroxysteroid dehydrogenase, instead of being its substrate.

Crystallography, X-Ray↗