Oestrone

An oestrogen present in the urine of pregnant women. It possesses female sex hormone activity but is not as active as oestrone. 

Suggest how available oestrone ether (32) might be converted into potentially anti-oestrogenic (33). 

ZHU B T, TANEJA N, LODER D P, BALENTINE D A, CONNEY A H (1998) Effects of tea polypheUols and flavonoids on liver microsomal glucuronidation of oestradiol and oestrone. J Steroid Biochem Mol Biol. 64 207-15. 

KALL M A, VANG o and CLAUSEN J (1996) Effects of dietary broccoli on human in vivo drug metabolising enzymes Evaluation of caffeine, oestrone and chloroxazone metabolism. Carcinogenesis 17 793-9. 

Mooradian (1993) has studied the antioxidant properties of 14 steroids in a non-membranous system in which the fluorescence of the protein phycoerythrin was measured in the presence of a lipid peroxyl radical generator (ABAP). Oxidation of the protein produces a fluorescent species. Quenching of fluorescence by a test compound indicates antioxidant activity. Oestrone, testosterone, progesterone, androstenedione, dehydroepian-drosterone, cortisol, tetrahydrocortisone, deoxycorti-... 

Equilenin sodium Equilin sodium Oestrone sodium... 

The follicular granulosa cells are the major site of synthesis of female steroid sex hormones the oestrogens. P-Oestradiol represents the principal female follicular oestrogen. Oestriol is produced by the placenta of pregnant females. Oestriol and oestrone are also produced in small quantities as products of P-oestradiol metabolism. 

Madej, A., M. Forsberg, and L.E. Edqvist. 1992. Urinary excretion of cortisol and oestrone sulfate in pregnant mink fed PCB and fractions of PCB. Ambio 21 582-585. 

Ethinyloestradiol (133), irradiated at 450 nm in a mixture of aqueous buffer (pH 7.4) and methanol 7 3 in the presence of oxygen and the photosensitizer hematoporphyrin, gave the peroxide (134), identified by its ready reduction with potassium iodide to the corresponding alcohol [95]. Oestrone (135) reacted similarly [96]. 

Hydroxylation ergotamine phenylalanine tyrosine norethisterone oestrone phenytoin phylloquinone... 

Oestrone rather than oestradiol is the major oestrogen present in the plasma. 

Carol, J., J.C.Molitor u. E.O.Haenni Bestimmung von Oestron, Equilin und Equilinin durch Ultrarotspektrophotometrie. J. Amer. pharmac. Assoc. 37, 173 (1948). 

B3. Barnard, G., Amir-Zaltsman, Y, Lichter, S., Gayer, B., and Kohen, F., The measurement of oestrone-3-glucuronide in urine by non-competitive idiometric assay. J. Steroid Biochem. Mol. Biol. 55, 107-114 (1995). 

Natural oestrogens generally only retain a significant proportion of their activity if administered intravenously. Several synthetic analogues have been developed which can be administered orally. Most of these substances also display more potent activity than native oestrogen. The most important synthetic oestrogen analogues include ethinyloestradiol and diethylstilboestrol (often simply termed stilboestrol). These are orally active and are approximately 10 and 5 times (respectively) more potent than oestrone. 

Oestrone Natural oestrogen Uses similar to oestradiol... 

The 1,11 -etheno-derivative (8) of oestrone methyl ether has an unusually flat structure, as a consequence of the presence of the extra aromatic ring." X-Ray analysis has established the geometry of 3a, 17a-dihydroxy-4,4,14a-trimethyl-19-nor-10a-pregn-5-ene-l 1,20-dione (9)" and the configuration of the S=0 bond in 2a,3a-epithio-5a-androstan-17/3-ol (R) S-oxide (10)."... 

Compounds described as the 15 -carboxymethyl derivatives (32) of oestrone and oestradiol have been described as haptens, without any evidence as to their configurations at C-15, or their homogeneity. The method of synthesis (via Michael addition of malonic ester to the 15-en-17-one) normally gives 15/8-substituted compounds. Some 15/8-carboxyethylmercaptoandrostane derivatives (33), obtained by addition of methyl 3-mercaptopropionate to androst-15-en-... 

Peracid oxidation of the D-homo-oestrone derivative (59) gave the C-ring aromatic compound (60). ° Mono- or tri-formylation with DMF-POCI3 of 17-methylene-steroids led to the unsaturated aldehydes (61) or the dimethylamino-bisaldehydes (62) which were readily converted with NHa-EtOH into the heterocycles (63). 14-Azidopregnanes are available from the reactions of A -... 

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