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BIBTEX RIS

Synthesis of neoflavonoids: 4-(4’-methoxyphenyl)-3,4-dihydrocoumarins

1997; Brazilian Chemical Society; Volume: 8; Issue: 3 Linguagem: Inglês

10.1590/s0103-50531997000300008

ISSN

1678-4790

Autores

Maria Zeneide Barbosa Bezerra, Maria Iracema L. Machado, Selene Maia de Morais, Raimundo Braz‐Filho,

Tópico(s)

Synthesis and Biological Activity

Resumo

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.

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