Masento M S, Taylor G W, Watson D, Seidel A, Bochnitschek W, Oesch F, Grover P L
Chester Beatty Laboratories, Institute of Cancer Research, Royal Cancer Hospital, London, U.K.
Chem Biol Interact. 1990;74(1-2):163-78. doi: 10.1016/0009-2797(90)90065-u.
3-Hydroxychrysene, a metabolite of the polycyclic aromatic hydrocarbon (PAH) chrysene, was metabolised by rat liver microsomal preparations obtained from Arochlor 1254-pretreated rats. Eight major metabolites were isolated by high performance liquid chromatography and characterised by u.v. spectroscopy and a variety of mass spectrometric techniques. The metabolites were unambiguously identified as 9-hydroxy-trans-1,2-dihydroxy-1,2-dihydrochrysene and 9-hydroxy-r-1,t-2,t-3,c-4-tetrahydroxy-1,2,3,4-tetrahydrochrysene and tentatively identified as 3-hydroxy-trans-5,6-dihydroxy-5,6-dihydrochrysene (since chrysene is a symmetrical molecule the 3- and 9-positions are equivalent), 9-hydroxy-trans-3,4-dihydroxy-3,4-dihydrochrysene, 1,2,3-trihydroxy-1,2,3,4-tetrahydrochrysene, an oxidised phenol and two diphenols. These results indicate that 3-hydroxychrysene can be further metabolised via a number of different pathways including those involving the formation of phenol- and triol-epoxides.
3-羟基屈是多环芳烃(PAH)屈的一种代谢产物,它可被从经艾氏剂1254预处理的大鼠获得的大鼠肝脏微粒体制剂代谢。通过高效液相色谱法分离出8种主要代谢产物,并通过紫外光谱法和多种质谱技术对其进行表征。这些代谢产物被明确鉴定为9-羟基-反式-1,2-二羟基-1,2-二氢屈和9-羟基-r-1,t-2,t-3,c-4-四羟基-1,2,3,4-四氢屈,并初步鉴定为3-羟基-反式-5,6-二羟基-5,6-二氢屈(由于屈是对称分子,3位和9位等效)、9-羟基-反式-3,4-二羟基-3,4-二氢屈、1,2,3-三羟基-1,2,3,4-四氢屈、一种氧化酚和两种二酚。这些结果表明,3-羟基屈可通过多种不同途径进一步代谢,包括那些涉及形成酚环氧化物和三醇环氧化物的途径。