Pusztai R, Motohashi N, Párkányi C, Aaron J J, Rao B K, Molnár J
Faculty of Medicine, Albert Szent-Györgyi Medical University, Szeged, Hungary.
Anticancer Res. 1996 Sep-Oct;16(5A):2961-4.
Human adenovirus, oncogene-type 12 infected HEp-2 cells were exposed to six benzo[a]phenothiazines. 5-Oxo-5H-benzo[a]phenothiazine (4) and 6-hydroxy-5-oxo-5H-benzo[a]phenothiazine (5) were moderately toxic. 9-Methyl-12H-benzo[a]phenothiazine (2), 10-methyl-12H-benzo[a]phenothiazine (3), 6-methyl-5-oxo-5H-benzo[a]phenothiazine (6), and 12H-benzo[a]phenothiazine (1) were not toxic in the system tested. 6-Methyl-5-oxo-5H-benzo[a]phenothiazine (6) enhanced the expression of viral oncogene product (tumor antigen) in the adenovirus infected cells. 5-Oxo-5H-benzo[a]phenothiazine (4) and 6-hydroxy-5-oxo-5H-benzo[a]phenothiazine (5) reduced this effect. 6-Methyl-5-oxo-5H-benzo[a]phenothiazine (6), with hyperconjugation due to the methyl group, increased the T antigen activity at higher dose concentrations, whereas 6-hydroxy-5-oxo-5H-benzo[a]phenothiazine (5) with a hydroxy substituent had the opposite effect on T antigen expression. The methyl substitution at positions C9 or C10 increased the T antigen expression of adenovirus infected cells.
将人腺病毒致癌基因12型感染的HEp-2细胞暴露于六种苯并[a]吩噻嗪中。5-氧代-5H-苯并[a]吩噻嗪（4）和6-羟基-5-氧代-5H-苯并[a]吩噻嗪（5）具有中等毒性。9-甲基-12H-苯并[a]吩噻嗪（2）、10-甲基-12H-苯并[a]吩噻嗪（3）、6-甲基-5-氧代-5H-苯并[a]吩噻嗪（6）和12H-苯并[a]吩噻嗪（1）在所测试的系统中无毒。6-甲基-5-氧代-5H-苯并[a]吩噻嗪（6）增强了腺病毒感染细胞中病毒致癌基因产物（肿瘤抗原）的表达。5-氧代-5H-苯并[a]吩噻嗪（4）和6-羟基-5-氧代-5H-苯并[a]吩噻嗪（5）降低了这种作用。6-甲基-5-氧代-5H-苯并[a]吩噻嗪（6）由于甲基的超共轭作用，在较高剂量浓度下增加了T抗原活性，而具有羟基取代基的6-羟基-5-氧代-5H-苯并[a]吩噻嗪（5）对T抗原表达具有相反的作用。C9或C10位的甲基取代增加了腺病毒感染细胞的T抗原表达。
