Synthesis and structural confirmation of natural 1,3-diarylpropanes

Abstract

1-(4?-Hydroxy-5?-methyl-2?-methoxyphenyl)-3-(2"-hydroxy-4",5"-methylenedioxyphenyl) propane (7), 1,3-diarylpropane isolated from Iryanthera laevis, 1-(4?-hydroxy-2?-methoxyphenyl)-3-(4"-hydroxyphenyl)propane (2, broussonin B) and 1-(2?-hydroxy-4?-methoxyphenyl)-3-(4"-hydroxyphenyl)propane (1, broussonin A), isolated from Broussonetia papyrifera Vent. (Moraceae), and 1-(2?,4?-dimethoxyphenyl)-3-(4"-hydroxyphenyl)propane, a synthetic product prepared by catalytic hydrogenation of 4-O-benzyl-2?,4?-dimethoxychalcone, were synthesized. The synthetic pathway employed in this work involved the catalytic hydrogenation of chalcones obtained by base condensation of acetophenones and benzaldehydes.

Keywords

• Iryanthera laevis
• 1,3-Diarylpropanes
• reduction of chalcones