Communications

Synthesis and antioxidant activity of apiol-derived 3-arylpropanamines

A. N. Blinnikov^a, M. М. Malibiche^a, O. I. Adaeva^a, S. S. Krylov^a, O. G. Shevchenko^b, D. V. Demchuk^a, M. N. Semenova^a, V. V. Semenov<sup>a

a</sup> N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 119991 Moscow, Russian Federation
^b Institute of Biology, Komi Science Center, Ural Branch of the Russian Academy of Sciences, 167982 Syktyvkar, Russian Federation

Abstract: 3-(2,5-Dimethoxy-3,4-methylenedioxyphenyl)propan-1-amines were synthesized in three steps in 62–68% overall yields using apiol extracted from parsley seeds as a starting material. The compounds obtained being structurally similar to neurotropic amphetamines demonstrated in vitro radical scavenging activity in mouse brain lipids and red blood cells together with the lack of embryotoxicity in the sea urchin embryo model. The presence of pyrrolidine or morpholine moieties was beneficial for the antioxidant activity.

Keywords: apiol, 3-(methylenedioxyphenyl)propan-1-amines, neurotropic amphetamines, parsley seeds, antioxidant activity, sea urchin.

Received: 26.06.2025
Accepted: 04.08.2025

Language: English

DOI: 10.71267/mencom.7859