A novel selective androgen receptor modulator scaffold has been discovered through structural modifications of hydantoin antiandrogens. Several 4-(4-hydroxyphenyl)-N-arylhydantoins displayed partial agonism with nanomolar in vitro potency in transactivation experiments using androgen receptor (AR) transfected cells. In a standard castrated male rat model, several compounds showed good anabolic ...

The pharmacokinetic behavior of three iron chelators based on the desferrithiocin (DFT) pharmacophore, (S)-4, 5-dihydro-2-(2-hydroxyphenyl)-4-thiazolecarboxylic acid (desmethyldesferrithiocin, DMDFT, 2); (S)-4,5-dihydro-2-(2, 4-dihydroxyphenyl)-4-thiazolecarboxylic acid [4-(S)-hydroxydesazaDMDFT, 3); and (R)-2-(2-hydroxyphenyl)-4-oxazolinecarboxylic acid, the oxazoline analog of desazaDMDFT, 4,...

Hydroxyphenyl (H-type) and guaiacyl (G-type) lignin model polymers composed of the β–O–4 structure without –hydroxymethyl groups were synthesized. The chemical structures of the Hand G-type lignin models were characterized by Hand C-NMR, as well as MALDI-TOF/MS. The pyrolysis response was analyzed by means of TG-DTG, Py-GC/MS, and a tube furnace technique. H-, C-NMR, and MALDI-TOF/MS showed th...

In this study, 4-[3-(4-hydroxyphenyl)-5-aryl-4,5-dihydro-pyrazol-1-yl]benzenesulfonamide (1-9) types compounds were synthesized and their chemical structures were confirmed by 1H NMR, 13C NMR and HRMS spectra. Cytotoxic and carbonic anhydrase (CA) inhibitory effects of the compounds were investigated. Cytotoxicity experiments pointed out that compound 4, (4-[5-(4-chlorophenyl)-3-(4-hydroxypheny...

6-[3-(1-adamantyl)-4-hydroxyphenyl]-2-naphthalenecarboxylic acid (CD437/AHPN) and 4-[3-(1-adamantyl)-4-hydroxyphenyl]-3-chlorocinnamic acid (3-Cl-AHPC/MM002) are inducers of apoptosis of malignant cells both in vitro and in vivo. Numerous mechanisms have been proposed for how these compounds exert this effect. This report shows that AHPN/3-Cl-AHPC binds specifically to the orphan nuclear recept...

Recently, we reported the conversion of bisphenol A (BPA) to 4-(2-(4-hydroxyphenyl)propan-2-yl)benzene-1,2-diol (hydroxy-BPA) by hyper lignin-degrading fungus Phanerochaete sordida YK-624 under non-ligninolytic condition. In the present study, the metabolism of hydroxy-BPA by P. sordida YK-624 was demonstrated under non-ligninolytic condition. Under these conditions, approximately 66% of hydrox...

4-ethylphenol methylenehydroxylase from Pseudomonas putida JD1 acts by dehydrogenation of its substrate to give a quinone methide, which is then hydrated to an alcohol. It was shown to be active with a range of 4-alkylphenols as substrates. 4-n-propylphenol, 4-n-butylphenol, chavicol, and 4-hydroxydiphenylmethane were hydroxylated on the methylene group next to the benzene ring and produced the...

In a combined study on the photophysics of 2-(2'-hydroxyphenyl)-benzothiazole (HBT) in polar acetonitrile utilizing ultrafast infrared spectroscopy and quantum chemical calculations, we show that a branching of reaction pathways occurs on femtosecond time scales. Apart from the excited-state intramolecular hydrogen transfer (ESIHT) converting electronically excited enol tautomer into the keto t...

The major phenytoin metabolite, 5-(p-hydroxyphenyl)-5-phenylhydantoin glucuronide (HPPG), was primarily responsible for the positive bias noted when uremic specimens were assayed with the Abbott TDx Free Phenytoin fluorescence polarization immunoassay. The amount of bias depended on both HPPG and phenytoin concentration, increasing with increases in either concentration. The new Abbott TDx II a...

The mutagenicities of 2,2'-(di-3-hydroxyphenyl)-1H,1H'-[5,5']-bisbenzimidazole, 2,2'-(di-4-hydroxyphenyl)-1H,1H'-[5,5']-bisbenzimidazole, 2,2'-(di-3-methoxyphenyl)-1H,1H'-[5,5']-bisbenzimidazole, 2,2'-bis-(4-nitrophenyl)-1H,1H'-[5,5']-bisbenzimidazole, 2,2'-bis-(3-nitrophenyl)-1H,1H'-[5,5']-bisbenzimidazole, 2,2'-bis-(4-methylphenyl)-1H,1H'-[5,5']-bisbenzimidazole, 2,2'-(di-4-methoxyphenyl)-1H,...