Isoflavone

The isoflavone 406 is prepared by the indirect a-phenylation of a ketone by reaction of phenylmercury(II) chloride with the enol acetate 405, prepared from 4-chromanone[371]. A simple synthesis of pterocarpin (409) has been achieved based on the oxypalladation of the oriho-mercurated phenol derivative 408 with the cyclic alkene 407[372,373]. [Pg.80]

WS-7528 [132147-69-4][VI] a nonsteroidal estrogen, is an isoflavone which has been isolated from Streptomjces sp. No. 7528 and is an estrogen agonist. It inhibits [3ff]-estradiol binding to its receptor in rat uterine cytosol at an inhibitor for 50% of the rats tested (IC q) concentration of 5.7 nM. It also induces the growth of estrogen-dependent human breast cancer cell line MCE-7 (7). [Pg.233]

Sesamex [51-14-9] (Sesoxane) (30) is a synergist oflow toxicity, acute oral LD q (rat) = 2000 2270 mg/kg, for pyrethrins and allethrin. 6,7-Dihydroxy 4-methylcoumarin has been offered as an antioxidant for phenoHcs and polymers, and as an anthelmintic. 2,4,5-Trihydroxybutyrophenone has been available as an antioxidant and light stabilizer for polyolefins, waxes, and foods. Isoflavones, eg (31), have been patented as components of antioxidant compositions for foods and cosmetics (qv) (97). [Pg.381]

The basic unit of the flavone-type dyes is 2-phenyIbenzopyrone (14) which unsubstituted is flavone [525-82-6], isoflavone [574-12-9] is (15) and flavonol [577-85-5] is (16). [Pg.398]

The flavone, isoflavone, and flavonol-type dyes owe their importance to the presence of an o-hydroxy carbonyl stmcture within the molecule. Positions 4 and 5 can chelate with different metallic salts to give colored, insoluble complexes. In other words, these dyes require a mordant in order to fix them onto the fiber. Perkin was able to predict the stmcture of unknown flavones by comparing the color of their complexes with the color of known complexes (70). For example, ferric chloride gives a green color with 5-hydroxyflavones and a brown one with 3-hydroxyflavones (71). [Pg.399]

Phytoestrogens Isoflavones genistein ER/1, ERa" 3 Agonist Induces vitellogenin expression,... [Pg.103]

One control cycle (normal diet) then one cycle on 28 g TVP/day (23 mg/day conjugated isoflavones, n = 6)... [Pg.125]

In a 1996 review, the Committee of Toxicity of Chemicals in Food, Consumer Products and the Environment (COT) estimated the intake of isoflavones from soya-milk to be approximately 4 mg/kg/day over the first 4 months of life. This is greater than that associated with hormonal effects in premenopausal women, but the COT nonetheless supported the existing Department of Health s advice that... [Pg.131]

Table 5 Isoflavone levels in infants fed various forms of milk or milk substitute " ...

Infant s food Matrix analysed Age (months) Isoflavone level (ng/ml) Genistein Daidzein Equal... [Pg.132]

In the chemical shift range for alkenes and aromatic and heteroaromatic compounds enol ether fragments (furan, pyrone, isoflavone, 195-200 Hz) ... [Pg.27]

Isoflavones 3 that are unsubstituted in the 2-position are characterised in their H and C NMR spectra by two features ... [Pg.217]

The NMR spectra of the product do not show these features. The highest C shift value is Sc = 160.9 and indicates a conjugated carboxy-C atom instead of the keto carbonyl function of an isoflavone (5c =175). On the other hand, a deshielded CH fragment at 5c/<5 = 138.7/7.i52 appears in the C NMR spectrum, which belongs to a CC double bond polarised by a -A/effect. The two together point to a coumarin 4 with the substitution pattern defined by the reagents. [Pg.217]

Over the years there have many reports of isoflavone syntheses utilizing the K-R reaction. [Pg.532]

One example was reported by Liu and Cheng where a crucial isoflavone intermediate was required to synthesize a series of antineoplastic agents. In the event acetophenone... [Pg.532]

Many stilbenelike thiophene compounds have been prepared for a study of estrogenic activity, especially by Buu-Hoi et al. Thiophene derivatives of nonhydroxylated stilbene types showed no significant activitywhereas weak estrogenic activity was found in 5-acetyl-, 5-propionyl-, and 5-benzoyl-2-(-stilbenyl)thiophene. 1-Bromo-l,2-diphenyl-2-(5-bromo-2-thienyl)ethylene (258) was found to inhibit body growth and to produce extensive testicular atropy in male rats. A thiophene analog of estrogenic isoflavones (259)... [Pg.123]

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