Polyfunctional macroheterocycles. 7. Synthetic enzyme analogs. synthesis of 16- and 22-membered nitrogen and sulfur crown compounds containing exocyclic histamine and histidine fragments and carboxyl groups
The acid hydrolysis of 9,14-bis(2-methoxycarbonylethyl)-11-12-benzo-3,4-(4′,5′-dimethylbenzo)-10,13-dioxo-1,6-dithia-9,14-diazacyclohexadeca-3,11-diene leads to the corresponding 9,14-biscarboxy derivative. The reaction of 4,9,15,20-tetrakis-(2-methoxycarbonylethyl)-6,7,17,18-dibenzo-5,8,16,19-tetraoxo-1,12-dithia-4,9,15,20-tetraazacyclodocosa-6,17-diene with hydrazine hydrate and subsequent treatment with NaNO2 gave the corresponding tetraazide. The reaction of this tetraazide with histamine and histidine leads to macroheterocycles, containing exocyclic histamine and histidine fragments.