Reaktion #978368

Reaktionsgleichung

N-{4-[(Anthracen-9-ylmethyl)-amino]-butyl}-cyclohexane-1,4-diamine trihydrochloride

N-{4-[(Anthracen-9-ylmethyl)-amino]-butyl}-cyclohexane-1,4-diamine Trihydrochloride

N-(3-Amino-propyl)-N-anthracen-9-ylmethyl-butane-1,4-diamine, trihydrochloride

N-(4-Amino-butyl)-N-anthracen-9-ylmethyl-butane-1,4-diamine, trihydrochloride

N-(4-Amino-butyl)-N-anthracen-9-ylmethyl-pentane-1,5-diamine, trihydrochloride

N-(4-Amino-butyl)-N′-pyren-1-ylmethyl-butane-1,4-diamine trihydrochloride

N-(4-Amino-butyl)-N′-pyren-1-ylmethyl-butane-1,4-diamine Trihydrochloride

N-(4-Amino-butyl)-N′-naphthalen-1-ylmethyl-butane-1,4-diamine trihydrochloride

N-(4-Amino-butyl)-N′-naphthalen-1-ylmethyl-butane-1,4-diamine Trihydrochloride

→

N1-Anthracen-9-ylmethyl-butane-1,4-diamine Dihydrochloride

Reaktionsbedingungen

Vorschrift

As is apparent from the above Tables 1–3, a limited class of N-alkylarylpolyamine compounds (i.e. N-naphthylalkyl, N-anthracenylalkyl and N-pyrenylalkyl) have unique properties of surprising cytotoxicity, unexpected selectivity in killing cancer cells (especially cells with high polyamine transport activity), and/or facilitate the delivery of known toxic agents into cancer cells. As shown in Table 2, the N-(3-Amino-propyl)-N-anthracen-9-ylmethyl-butane-1,4-diamine, trihydrochloride (8d), N-(4-Amino-butyl)-N-anthracen-9-ylmethyl-butane-1,4-diamine, trihydrochloride (8e), N-(4-Amino-butyl)-N-anthracen-9-ylmethyl-pentane-1,5-diamine, trihydrochloride (8g), N-(4-Amino-butyl)-N′-naphthalen-1-ylmethyl-butane-1,4-diamine trihydrochloride (27b), N-(4-Amino-butyl)-N′-pyren-1-ylmethyl-butane-1,4-diamine trihydrochloride (27d), and N-{4-[(Anthracen-9-ylmethyl)-amino]-butyl}-cyclohexane-1,4-diamine trihydrochloride (31) have outstanding selectivity in targeting and killing cells with active polyamine transporters.

Quelle