Synthesis of Novel Tryptamine Derivatives and Their Biological Activity as Antitumor Agents

oleh: Giorgia Simonetti, Carla Boga, Joseph Durante, Gabriele Micheletti, Dario Telese, Paolo Caruana, Andrea Ghelli Luserna di Rorà, Fabio Mantellini, Samantha Bruno, Giovanni Martinelli, Natalia Calonghi

Format: Article
Diterbitkan: MDPI AG 2021-01-01

Deskripsi

We synthesized five novel tryptamine derivatives characterized by the presence of an azelayl chain or of a 1,1,1-trichloroethyl group, in turn connected to another heterocyclic scaffold. The combination of tryptamin-, 1,1,1-trichloroethyl- and 2-aminopyrimidinyl- moieties produced compound <b>9</b> identified as the most active compound in hematological cancer cell lines (IC<sub>50</sub> = 0.57–65.32 μM). Moreover, keeping constant the presence of the tryptaminic scaffold and binding it to the azelayl moiety, the compounds maintain biological activity. Compound <b>13</b> is still active against hematological cancer cell lines and shows a selective effect only on HT29 cells (IC<sub>50</sub> = 0.006 µM) among solid tumor models. Compound <b>14</b> loses activity on all leukemic lines, while showing a high level of toxicity on all solid tumor lines tested (IC<sub>50</sub> 0.0015–0.469 µM).