Benzo phenothiazines formation

Abstract Quantitative structure-activity relationship (QSAR) analysis for minimum inhibitory concentration (MIC) of phenothiazines and benzo[a]phenothiazines was investigated based on the theoretical calculations. Four different dipole moments (/jq, /xesp g, /zw, and /zesp-w) and heats of formation (AHf) of the phenothiazines [1-20], benzo [n]phenothiazines [21-29], and benz[c]acridines [30-41] were separately calculated in the gas-phase and the water-solution by the conductor-like screening model/parametric method 3 (COSMO/PM3) technique. The MIC values of phenothiazines [1-20] were well correlated to A AHf, HOMO energy and hq. QSAR may be applicable to predict the MIC of phenothiazines. 

Some phenothiazines, the so-called half-mustard type, stimulated T-cell blast formation, presented a natural killer cell activity, via possibly the activation of monocytes and macrophages, and an antibody-dependent cellular cytotoxicity of human peripheral blood mononuclear cells, and also showed cytotoxicity against several human cancer cell lines. These phenothiazines also might induce an in vivo antimicrobial activity by possibly their host-mediated immuno-potentiation [146]. Phenothiazines did not demonstrate any apparent mutagenic activity, but they were rather antimutagenic. These data suggest the possible applicability of half-mustard type phenothiazines and benzo[a]phenothiazines to cancer chemotherapy. 

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