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Synthesis, antitumor activity, and anti-HIV-1 testing of certain heterocyclic systems containing an adamantane
1Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia.
Abstract:
A new series of substituted 2-(1-adamantyl)-4H-3,1-benzoxazin-4-ones and 2-(1-adamantyl)-3-amino or alkyl-3,4-dihydroquinazolin-4-ones have been synthesized and tested for their antitumor and antiviral activities. Among the tested compounds, compounds 5a and 5b exhibited a broad spectrum antitumor activity with full panel (MG-MID) median growth inhibition (GI50) values of 3.2 and 4.9 microM respectively. Meanwhile, compounds 5c, 5d, 5h, 5i, and 5j showed moderate selectivity towards leukemia cell lines. On the other hand, compounds 4a and 4b possessed moderate Anti-HIV-1 potency with EC50 values of 50.3 and 69.2 microM respectively. Detailed synthesis, spectroscopic, and biological data are reported.