The tumor-initiating activities of chrysene and the three metabolically possible trans-dihydrodiols at the 1,2-, 3,4-, and 5,6-positions of chyrsene were determined on the skin of female CD-1 mice. A single topical application of 0.4, 1.25, or 4.0 mumol of each compound was followed 7 days later by twice-weekly applications of the tumor promoter 12-O-tetradecanoylphorbol-13-acetate for 25 weeks...

Expansion of the D-ring of 19-norsteroids with incorporation of the steroid C-18 methyl group into a newly formed six-membered ring provides easy access to the chrysene ring system. By taking advantage of the symmetry of the chrysene ring system and avoiding meso chrysene intermediates, four optically pure 2,8-difunctionalized (C-2 hydroxyl group and C-8 oxo group) hexadecahydrochrysene diaster...

nogenic activity (4). Chrysene, which has one more benzene ring than does phenanthrene, is a symmetrical molecule with 2 identical bay regions (Chart 1). Chrysene has weak activity in carcinogenicity tests (4, 11). Quantum mechanical aspects of the bay region theory predict (6) that bay-region 1,2-diol 3,4-epoxides of chrysene and phenanthrene should have sim ilar chemical reactivities. Kinetic...

PURPOSE This study evaluates the toxic effects of chrysene (a component from cigarette smoke) on Müller cells (MIO-M1) in vitro and investigates whether the inhibitor lipoic acid can reverse the chrysene-induced toxic effects. METHODS MIO-M1 cells were exposed to varying concentrations of chrysene with or without lipoic acid. Cell viability was measured by a trypan blue dye exclusion assay. C...

The syn- and anti-isomers of the bay-region diol-epoxides of chrysene and of 3-hydroxychrysene and their metabolic precursors have been investigated for mutagenicity in Salmonella typhimurium (reversion to histidine prototrophy) and V79 Chinese hamster cells (acquirement of resistance to 6-thioguanine) and for transforming activity in M2 mouse prostate cells. Other known and potential chrysene ...

Crude oils and source rocks from the northern and offshore Niger Delta basin, Nigeria, have been characterized by gas chromatography-mass spectrometry in terms of their origin and thermal maturity based on the distribution of chrysene and its derivatives. The crude oils and source rocks were characterized by the dominance of chrysene over benzo[a]anthracene. 3-methylchrysene predominated over o...

The first tetra-substituted non-fused chrysene, 3,6,9,12-tetrakis(4-tert-butylphenyl)chrysene with blue electroluminescence at 450 nm, and with a radiance of 500 cd m(-2), was synthesized by a two-step procedure: direct bromination of chrysene in trimethyl phosphate, followed by palladium-catalyzed cross-coupling of tetrabromochrysene and tert-butylphenylboronic acid .

We have investigated the regio- and stereoselective metabolism of chrysene, a four-ring symmetrical carcinogenic polycyclic aromatic hydrocarbon (PAH), by the liver microsomes of brown bullhead (Ameriurus nebulosus), a bottom-dwelling fish species. The liver microsomes from untreated and 3-methylcholanthrene (3-MC)-treated brown bullheads metabolized chrysene at the rate of 30.1 and 82.2 pmol/m...

In 1937, Haddow and Robinson showed that chrysene – a polycyclic hydrocarbon which is weakly carcinogenic – decreased the rate of growth of the Jensen sarcoma and the Walker carcinosarcoma in rats. Some years later, Lacassagne et al. (1945) reported that chrysene produced 'weak but definite' inhibition of the carcinogenic activity of 20-methylcholanthrene, measured by the induction of epithelia...