Benz <z anthracene

Synonyms BA benzanthracene 1,2-benz(anthracene benzo([Pg.68]

Toxicology. Benz[[Pg.69]

B[a]A = benz[ z]anthracene, % TBA = % tumor-bearing animals 2-Methylphenol, 3-methylphenol, 4-methylphenol = o-, m-, and/ -cresol, respectively Painting dose = 50 mg of cigarette smoke condensate/day Painting dose = 25 mg of cigarette smoke condensate/day... 

Photocycloadditions of more condensed aromatic hydrocarbons such as benz[fl]anthracene, naphthacene, di ben z a, / an(hracene, dibenz[aj]anthracene, dibenz[a,cjanthracene, with 1,3-cyclohexadiene, gave (4 + 4), (4 + 2), and (2 + 2) cycloadducts [176,177,221,222] (Scheme 47). 

Fig. 2.20. Composition (mean%) of 16 individual polycyclic aromatic hydrocarbons (PAHs) to total PAHs detected in various environmental media in (a) air (n = 24), (b) soil (n = 226), (c) freshwater (n = 46), and (d) marine sediment (n = 159), from the South Korea. Naphthalene NAP, Acenaphthylene ACY, Acenaphthene ACE, Fluorine FLU, Phenanthrene PHE, Anthracene ANT, Fluoranthene FLT, Pyrene PYR, Benz[a]ant-hracene BaA, Chrysene CHR, Benzo[6]fluoranthene BbF, Benzo[ ]fluoranthene BkF, Benzo[a]pyrene BaP, Indeno[l,2,3,c,d]pyrene I123cdP, Dibenz[a,/z]anthracene DahA, Ben-zo[g,/y ]perylene BghiP.

Huang, M-T., Wang, Z.Y., Georgiadis, C.A., Laskin, J.D., and Conney, A.H., Inhibitory effects of curcumin on tumor initiation by benzo[a]pyrene and 7,12-dunethyl-benz[a]anthracene, Carcinogenesis, 13, 2183, 1992. 

Figure 7.4 Results obtained for the Soxhlet extraction of various polycyclic aromatic hydrocarbons from contaminated soil 1, naphthalene 2, acenaphthylene 3, acenaphthene 4, fluorene 5, phenanthene 6, anthracene 7, fluoranthene 8, pyrene 9, benz[a]anthracene 10, chrysene 11, benzo[fc, ]fluoranthene 12, benzo[a]pyrene 13, indeno[l,2,3-a/]pyrene 14, benzo[g/z/]pyrene [1] (cf. DQ 7.2).

The PAH compositions are similar, regardless of the S WMs and their leachates, with minor alkylated homologs mainly for phenanthrene, fluoranthene/ pyrene, m/z 228 (including benz[a]anthracene), and miz 252 (including perylene). 

FIGURE 7.10 TIC of EV-Py-GC/MS analysis of polluted soil sample. The upper trace represents a part of the TIC magnified eight times. The number in the mass chromatograms represents the m/z values indicative of the following classes of compounds 104, 118, 132 (Cq to Cj styrenes) 116, 130 (Cq to Cj indenes) 128, 142, 156, 170 (Cq to C3 naphthalenes) 134, 148, 162 (Co to Ci benzo[b]thiophenes) 154 (biphenyl and acenaphthene) 168, 182, 196 (C[ to Cj byphenyls and Cq to Cj dibenzofurans) 166, 180 (Cq to Cj fluorenes and 9-fluorenone) 184 (dibenzothiophene) 202 (fluoranthene and pyrene) 228 (benzo[c]phenan-threne, benz[a] anthracene, chrysene, and triphenylene) and 252 (benzo[e]pyrene and benzo[a]pyrene). The x axes of the mass chromatograms correspond exactly with the appropriate parts of the TIC x axis directly above them (e.g., the major peak in the mass chromatogram of m/z =168 corresponds with peak 41 in the total ion cnrrent profile). (From de Leeuw, J.W. et al.. Anal. Chem., 58 1852 (1986). With permission.)... 

Apart from stereoselective bioactivation, stereoselective bioinactivation may be important too from a toxicological point of view. For instance, in contrast to the basic (a-e), the human near neutral ( i,) and acidic (tt) classes of GSH transferases were efficient in the conjugation of benz[aj-pyrene-7,8-diol-9,10-epoxides and, in particular, the carcinogenic (+)-anti-enantiomer (and other +)-flwh-enantiomers of the b -region diol-epoxides of ber z[a]anthracene and chrysene) (Jernstrom et al 1985 Robertson et al., 1986). 

---