Tokiwa T, Hishinuma T, Degawa M, Hashimoto Y, Sato J
J Natl Cancer Inst. 1986 Jan;76(1):95-9.
N-Benzoyloxy-3'-methyl-4-methylaminoazobenzene-(N-benzoyloxy-3'-Me-MAB) was highly toxic to rat liver epithelial cells (Ac2F) and induced many more chromosome aberrations and unscheduled DNA synthesis than did 3'-methyl-4-dimethylaminoazobenzene (3'-Me-DAB). N-Benzoyloxy-3'-Me-MAB and its related compound, N-acetoxy-4-methylaminoazobenzene, efficiently induced malignant transformation of the cells, but 3'-Me-DAB was not so effective. The cells transformed by N-acyloxy-4-methylaminoazobenzene (N-acyloxy-MAB) derivatives showed significant increases in plating efficiency in liquid medium and in the size of aggregates in rotation culture. Such increases were not seen in the 3'-Me-DAB-transformed cells. The results indicate that the N-acyloxy form of the 4-dimethylaminobenzene derivatives seems very likely to be the ultimate metabolite.
N-苯甲酰氧基-3'-甲基-4-甲基氨基偶氮苯(N-苯甲酰氧基-3'-甲基-4-甲基氨基偶氮苯)对大鼠肝上皮细胞(Ac2F)具有高毒性,与3'-甲基-4-二甲基氨基偶氮苯(3'-甲基-4-二甲基氨基偶氮苯)相比,它诱导的染色体畸变和非预定DNA合成更多。N-苯甲酰氧基-3'-甲基-4-甲基氨基偶氮苯及其相关化合物N-乙酰氧基-4-甲基氨基偶氮苯能有效地诱导细胞恶性转化,但3'-甲基-4-二甲基氨基偶氮苯的效果不佳。由N-酰氧基-4-甲基氨基偶氮苯(N-酰氧基-4-甲基氨基偶氮苯)衍生物转化的细胞在液体培养基中的接种效率和旋转培养中聚集体的大小显著增加。在3'-甲基-4-二甲基氨基偶氮苯转化的细胞中未观察到这种增加。结果表明,4-二甲基氨基苯衍生物的N-酰氧基形式很可能是最终代谢产物。