A series of glycoconjugates, derivatives of genistein containing a C-glycosylated carbohydrate moiety, were synthesized and their anticancer activity was tested in vitro in the human cell lines HCT 116 and DU 145. The target compounds 15-17 were synthesized by treating ω-bromoalkyl C-glycosides derived from L-rhamnal (1) with a tetrabutylammonium salt of genistein. The new, metabolically stable...

Iodide is a micronutrient essential for thyroid hormone production. The uptake and metabolism of iodide by thyrocytes is crucial to proper thyroid function. Iodide ions are drawn into the thyroid follicular cell via the sodium-iodide symporter (NIS) in the cell membrane and become integrated into tyrosyl residues to ultimately form thyroid hormones. We sought to learn how an abnormal concentrat...

Among a variety of heteroaromatics, 1,2,3,4-tetrahydroquinolines, -isoquinolines and -quinoxalines are three significant substructures in many bioactive compounds and have attracted a great deal of attention in research concerning pharmaceuticals, agrochemicals, dyes and fragrances, as well as hydrogen-storage materials. They can be directly accessed by hydrogenation from commercially available...

In 1948, Wolff and Chaikoff reported that organic binding of iodide in the thyroid was decreased when plasma iodide levels were elevated (acute Wolff-Chaikoff effect), and that adaptation or escape from the acute effect occurred in approximately 2 days, in the presence of continued high plasma iodide concentrations. We later demonstrated that the escape is attributable to a decrease in iodide t...

Sonogashira coupling of (E)-6'-iodohomovinyl nucleosides 1 with (trimethylsilyl)acetylene gave the conjugated 8'-(trimethylsilyl)enyne derivatives of the adenosine 2a and uridine 2b with expected E-stereochemistry. Desilylation of 2a,b with tetrabutylammonium fluoride followed by treatment with N-iodosuccinimide/AgNO(3) afforded 8'-iodoenynes 4a,b. Analogous coupling of (Z)-6'-iodohomovinyl nuc...

A simple and rapid way to measure the concentration of iodide in urine with an iodide-selective ion electrode was described. Potentiometric equilibrium was attained in less than 5 min, and a linear calibration curve was obtained over the potassium iodide (KI) concentration range of 10(-2) to 10(-6) M. The coefficients of variation ranged from 6.2 to 10.0% within assay, and 5.4 to 14.4% between ...