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Relationship between tumor (T) antigen expression and substituent effects on benzo [a] phenothiazines

Pusztai, R.; Motohashi, N.; Párkányi, C.; Aaron, J.J.; Rao, B.K.; Molnár, J.

Anticancer Research 16(5A): 2961-2964

1996

ISSN/ISBN: 0250-7005
PMID: 8917413
Document Number: 456663
Human adenovirus, oncogene-type 12 infected HEp2 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.

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