Synthesis and evaluation of solanesol derivatives as novel potent synergistic agents

Abstract

Novel solanesylpiperazinotriamines as well as their N-aryl-substituted analogs were synthesized starting from solanesol through a multistep procedure. Their structures were confirmed by IR, ¹H NMR, MS, and elemental analysis. The preliminary results indicated that these novel derivatives were preferentially toxic against tumor cells, and at non-cytotoxic concentration, the synergistic effect of solanesyltriamines (3a and 3c) was even superior to that of N,N′-bis(3,4-dimethoxybenzyl)-N-solanesylethylenediamine. Interestingly, the cytotoxicity of solanesylpiperazinotriamine derivatives was markedly enhanced when conjugating with aryl pharmacophores (7–9).

Keywords:

• solanesol
• solanesylpiperazinotriamine
• antitumor
• synergistic effect

Acknowledgements

The authors are grateful to the National Natural Science Foundation of China (20872027) and Henan Natural Science Foundation (512001300, 072102330028) for the financial support.