Document 2NQGRqx0jrKxL0R8rNaqaBj75

78 11125 -06/) N'XH LIBRARY TRANSLATION 76-511r- ( Nihon EiseiGiJsu Zur:i 31:1, lUl, 1976 . (.METABOLISM OF PCB 3^9! Tfl ^ pt rJjtS By Mar.atsugu^Kitnmura, KiminkijSumino, Takuya(Mio Public Health Department, School of Medicine, Kobe University rurpcr.e Since it was confirmed by GC-MS-COM analysis of the PCB metabolites that there arc the following bodies : SOgCH, (i), SCH, (II) and OH (III), it vas clearly established that PCB is metabolized by two pathways: a hydroxide system and a methyl sulfonation system. (Nihon Eiseir.aku Zas3hi , 29, 0> (197*0, 30, 123 (1975), Nihon Kgshff Kisei Zasshi, 21, 33lTl97^), 22, 1(65 (1975), KunRyS Oson DoKu Shlmpojiumu, 01~Tl975T7 Yuki Masu Ghimpo.liumu, 125 (1975)) Here let us summarize these results and attempt an approach to the connections between the process of PCB metabolism and their influence. We also report here that new metabolites dihydroxin (IV), mercapto (V), and methyl sulfoxide (VI) were found in the feces of mice to which 2,5,2*,5'tet.achlorobiphenyl (TCP) had been administered. Methodology Administratis:;: 2,5,2',5'-TCB was given to the mice either orally or abdominally. Extraction of the metabolites: Saponified by lN-NaOH/Et OH, neutralized, and then concentrated, dissolved in benzene or directly extracted with benzene. Fractionation: Benzene elution in Merck silica gel 60. GC: h% dexyl GC-300, 2 mmtf x 1 m. MS-COM: As reported in previous reports. Results and Discussion Fig. 1 shows the mass spectrum (MS) 2 ,5 ,2' ,5'-TC3 metabolite IV. Its MUMS 085050 Translated for the National Institutes of Health from the Japanese by Leo Kannor Associates, T.O. Box 5107, Redwood City, California 9*4063, (**15) 36530*46, August 1976. NATIONAL TRANSLATIONS CENTER This tj:uiut:ikn 19 bein^ furnished for P!i/;;tc css vm* r,!sc:jrch only. It may nul be soli or in any form without the permission of the author. M+ shove a U-chl.orine isotope peak at 322, which is 16 greater than that of the M* of metabolite III, 306. Its mode of fragmentation resembles that of 3-011-2,5,21 ,5 '-TCB, and the detachment of CO and C1I0 can be seen. The mass spectrum in Fig. 2 is supposed, on account of the behavior of the chroma tography and because of the formation of thiucycloheptatriene ions, to be that of l|-SH-2,5,2* ,5 '-TCB, the deraethylated form (V) of metabolite II. The mass spectrum in Fig. 3 is supposed, since detachment of CH, and SH is seen, to be that of Jj-CH_S0-2,5 ,2 * ,5' -TCB (Vi). In Fig. ^ are sliovn the metabolic pathways of these metabolites, along with those of the ones whose structure has already been determined, using 2,5,2',5`-TCB as typical of the metabolic modes of PCB. It is believed that the onset of metabolism pusses through arene oxide due to the addition of one oxygen. In the pathway for the formation of IV, by the addition of water in the same way as in the metabolism of naphthalene, transdihydrodiol is passed, and a diol body is then believed to be produced by dehydrogenation. With the discovery of VI, it became clear that the pathway of the formation of I is that VI and I are produced by the addition of one hydrogen gradually from II. Cl Cl f Cl Cl Cl Cl VCI ci 2.&.2.5TCe 31 337 206 nvc m m fig.2. CIO - C^<^OM + rri'e )6o Fig.3. Cl cl ii ci c . ci ci OH (IV) + s*-ch3 I M' HjO I <g^-S-CH3 tV.) Cl Cl 5? #4eM' c` i --Cl 0^-tcM. Fig*4- Metabolic scheme of PC B Cl ci Cl Cl |V| O8S851 HONS