Os neoflavonóides 7-hidroxi-5-metil-4-(4’-metoxifenil)-3,4-diidrocumarina (1), 5-hidroxi-7-metil-4-(4’-metoxifenil)-3,4-diidrocumarina (2), 5-metil-7-O-cumaroil-4-(4’-metoxifenil)-3,4-diidrocumarina (3), 5-hidroxi-4-(4’-metoxifenil)-a-pirano-(6",5":7,8)-3,4- diidrocumarina (7) e 7-pentadecil-4-(4’-metoxifenil)-3,4-diidrocumarina (8) foram sintetizados por condensação, catalisada pelo tricloreto de alumínio, entre o cloreto do ácido 4-metoxicinâmico com orcinol, 5,7-dihidroxicumarina e cardanol hidrogenado. Os produtos das reações foram caracterizados com base nos dados espectrais de RMN ¹H e 13C, usando-se principalmente a técnica de espectroscopia nOe diferencial.
The neoflavonoids 7-hydroxy-5-methyl-4-(4’-methoxyphenyl)-3,4-dihydrocumarin (1), 5-hydroxy-7-methyl-4-(4’-methoxyphenyl)-3,4-dihydrocoumarin (2), 5-methyl-7-O-coumaroyl-4-(4’-methoxyphenyl)-3,4-dihydrocoumarin (3), 5-hydroxy-4-(4’-methoxyphenyl)-a-pirano-(6",5":7,8)-3,4-dihydrocoumarin (7), and 7-pentadecyl-4-(4’-methoxyphenyl)-3,4- dihydrocoumarin (8) were synthesized via the AlCl3-catalyzed condensation of 4-methoxycinnamic acid chloride with orcinol, 5,7-dihydroxycoumarin and hydrogenated cardanol. The compounds were characterized on the basis of their ¹H- and 13C-NMR spectroscopic properties, including nOe difference spectroscopy.