Background: Dibenzo-oxazepine and Benzothiazole derivatives are used as antipsychotics,
anticancer, antibacterial and anti-inflammatory agents.
Methods: Arylidene derivatives of 1,2,3,4-Tetrahydro-Dibenzo[b,f][1,4]Oxazepine and 2-[2-Chloro-
Cyclohex-1-enyl]- Benzothiazoles were synthesized by reacting benzylidene derivative of chloroaldehyde
with 2-aminophenol and 2-aminothiophenol respectively. Benzylidene derivative of chloroaldehyde
was prepared by Vilsmeier reaction of 2-benzylidenecyclohexanone derivatives, which were obtained
from the condensation of various aromatic aldehydes with cyclohexanone.
Results: Benzylidene derivatives of 1,2,3,4-Tetrahydro-Dibenzo[b,f][1,4]Oxazepine 6a-g exhibited
promising antiproliferative activity with GI50 values in the micromolar range. The compounds containing
halo, alkyl and alkoxyl groups as substituents on the benzylidine ring have been found to be very
effective cytotoxic agents.
Conclusion: This study identified dibenzo-oxapine as a prospective pharmacophore which set the stage
for thorough exploration of this compound class as cytotoxic agents.