Adamantam Derivatives, Part 111* : Synthesis of Some Aminoadamantanes as Novel Antitumor Agents

New series of 1-(1-adamantyl)semicarbazide 3a, 1-(1-adamantyl)4(4-subsMuted pheny1)semicarbazides 3b-e, 1-(1-adamantyl)-3-(subsMuted aminosulfonyl)ureas 5a-g, 1-(1-adamantyl)-4-(1-adamantylamino-methylene)-semicarbazide 7, 1-(1-adamantyl)-4-(1-adamantylcarbonylmethyl)semicarbazide 8, 1-(Iadamantyl)-4-acylsemicarbazides Sad and 1-(1-adamantyl)-4-(1-adamantylaminocarbonyl) thiosemicarbazide 10 have been synthesized and tested for their anMumor activity. Among them, compounds 3a, 5a, 9a. and 9d exhibited a broad spectrum antitumor activity with full panel (MG-MID) median growth inhibition (GI₅₀) of 1 0.5, 12.0, 6.8 and 5.5 μM respectively. In addition, compounds 3a, 3c, and 5d proved to be of moderate selectivity toward leukemia cell lines wrth ratios of 3.0, 3.9 and 4.0 respectively. Moreover, compounds 5a and 5g showed moderate selectivrty toward melanoma cell lines with ratios of 3.6 and 4.4 respectively. The detailed synthesis, specroscopic and biological data are reported.