Synthesis of 2-Methoxyestrogens<sup>1</sup>

Fishman, Jack

doi:10.1021/ja01538a050

Cited by 41 publications

(16 citation statements)

References 2 publications

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“…The yield was not reported for this five step synthesis. 121 Paaren and co-workers ( Figure 20, path b) protected estradiol (84) before hydroxylation with trimethylborate. Potassium carbonate and dimethyl sulfate was used to methylate the 2-hydroxyl group.…”

Section: -123mentioning

confidence: 99%

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ortho-Formylation of oxygenated phenols

Akselsen

Skattebøl

Hansen

2009

Tetrahedron Letters

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Section: -123mentioning

confidence: 99%

“…121,241 Forty years later the tubulin inhibition properties of 85 were discovered and set forth a crusade for an efficient synthesis (see section 1.5). 115 It was also discovered to be an inhibitor of angiogenesis.…”

Section: Synthesis Of 2-methoxyestradiolmentioning

confidence: 99%

ortho-Formylation of oxygenated phenols

Akselsen

Skattebøl

Hansen

2009

Tetrahedron Letters

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“…The oestriol, 16-epioestriol, 6-oxo-oestriol and 6'ac'-hydroxyoestriol were generous gifts from Dr G. F. Marrian, F.R.S. The 2-hydroxyoestriol was synthesized by Dr M. M. Coombes by a modification of the method used by Fishman (1958) to prepare 2-methoxyoestrogen derivatives.…”

Section: Resultsmentioning

confidence: 99%

Oestriol metabolism by rat- and rabbit-liver slices. Isolation of 2-methoxyoestriol and 2-hydroxyoestriol

King

1961

Biochemical Journal

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GANGLIOSIDES IN SUBCELLULAR FRACTIONS 355 smaller particles but did not solubilize them. Much less gangliosides were extracted after ultrasonic treatment of homogenates containing nuclei. 5. The effect of added agents and various treatments to homogenates on the quantity of gangliosides extracted from particulate and supernatant fractions was studied. 6. Addition of protamine or histone completely prevented the extraction of gangliosides. 7. A comparison of the affinity of subcellular fractions for basic proteins with the content of gangliosides was made. The fractions containing most of the tissue gangliosides showed the greatest affinity for basic proteins except a fraction rich in myelin fragments. 8. The probable localization of gangliosides in cell membranes is discussed.

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“…2-and 4-hydroxyoestrogens were prepared according to Stubenrauch & Knuppen (1976) and the isomerie monomethyl ethers of 2-OHOe[ and 2-» were synthe¬ sized by the method of Fishman (Fishman 1958;Fishman et al 1960). All other steroids were purchased from E. Merck, Darmstadt,Germany.…”

Section: Materials and Methods Steroidsmentioning

confidence: 99%

Radioimmunoassay for 2-Methoxyoestrone in Human Plasma

Emons

Ball

Postel

et al. 1979

Acta Endocrinologica

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A bovine serum albumin conjugate of 2-methoxyoestrone was used for the preparation of highly specific antibodies in rabbits. Cross-reactivity for catecholoestrogens and monophenolic steroids was below 0.3 %. Only 2-methoxyoestradiol cross-reacted with 44 %. An assay procedure for the determination of unconjugated and conjugated 2-methoxyoestrone in human plasma is described. The following mean plasma concentrations (pg/ml) were found (unconjugated/conjugated): children 61/1130, young men 74/1320, elderly men 109/1260, cycling women 131/1040, post-menopausal women 102/1420, and pregnant women 3980/5850.

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Synthesis of 2-Methoxyestrogens¹

Cited by 41 publications

References 2 publications

ortho-Formylation of oxygenated phenols

ortho-Formylation of oxygenated phenols

Oestriol metabolism by rat- and rabbit-liver slices. Isolation of 2-methoxyoestriol and 2-hydroxyoestriol

Radioimmunoassay for 2-Methoxyoestrone in Human Plasma

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Synthesis of 2-Methoxyestrogens1

Cited by 41 publications

References 2 publications

ortho-Formylation of oxygenated phenols

ortho-Formylation of oxygenated phenols

Oestriol metabolism by rat- and rabbit-liver slices. Isolation of 2-methoxyoestriol and 2-hydroxyoestriol

Radioimmunoassay for 2-Methoxyoestrone in Human Plasma

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Synthesis of 2-Methoxyestrogens¹