Objectives: Since the presence of the methylene-dioxy ring, substituents at ring C and no methoxy groups on ring D seems to be responsible for the antimitotic property, the series of new N-phenyl tetralones have been synthesized, characterized and tested their antimitotic activity.
Methods: The structures of the title compounds were confirmed by infrared spectroscopy (IR), nuclear magnetic resonance (NMR) and mass spectroscopy methods. The synthesized compounds were tested for antimitotic activity.
Results: New N-phenyl tetralones were synthesized by chalcone method followed by copper oxide and potassium carbonate catalyzed aromatic nucleophilic substitution reaction and acid-mediated cyclization. They were screened for their antimitotic activity by onion root method. All the newly synthesized analogues exhibits moderate to good antimitotic activity, among the synthesized analogues, compound 5e and 5f bearing electron donating methoxy group at para and 3,4,5- positions of the phenyl moiety showed predominant activity.
Conclusion: A series of new N-phenyl tetralones were synthesized in good yields by chalcone route. This route attracts the attention because of its simple operating conditions and easy availability of the chemicals. The synthesized compounds were screened for antimitotic activity.
Key words: 5-Acetyl-6-amino-1,3-benzodioxole, Chalcones, aldehydes, Onion root method, Antimitotic activity.
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