Synthesis of hydroxycoumarins and hydroxybenzo[f]- or [h]coumarins as lipid peroxidation inhibitors

Bioorganic and Medicinal Chemistry Letters

Volumn 19, Issue 4, 2009, Pages 1139-1142

  Symeonidis, Theodoros ^a   Chamilos, Michael ^a   Hadjipavlou Litina, Dimitra J ^a   Kallitsakis, Michael ^a   Litinas, Konstantinos E ^a  

^a ARISTOTLE UNIVERSITY OF THESSALONIKI   (Greece)

Author keywords

Ethylpropiolate; Hydroxycoumarins; Lipid peroxidation inhibitors; Naphthalenediols; Pechmann reaction

Indexed keywords

1,1 DIPHENYL 2 PICRYLHYDRAZYL; 6 HYDROXY 2H BENZO[H]CHROMEN 2 ONE; 6 HYDROXYBENZO[H]COUMARIN; 7 HYDROXYBENZO[F]COUMARIN; 8 HYDROXYBENZO[F]COUMARIN; CAFFEIC ACID; CARRAGEENAN; COUMARIN; COUMARIN DERIVATIVE; DIOXANE DERIVATIVE; INDOMETACIN; LIPOXYGENASE; MALIC ACID; NAPHTHALENE DERIVATIVE; NORDIHYDROGUAIARETIC ACID; PHENOL DERIVATIVE; SULFURIC ACID; SUPEROXIDE; TROLOX C; UNCLASSIFIED DRUG; ZINC CHLORIDE;

ANIMAL EXPERIMENT; ANIMAL MODEL; ANTIINFLAMMATORY ACTIVITY; ANTIOXIDANT ACTIVITY; ARTICLE; CONTROLLED STUDY; DRUG POTENCY; DRUG SYNTHESIS; ENZYME INHIBITION; IN VIVO STUDY; LIPID PEROXIDATION; MICROWAVE IRRADIATION; NONHUMAN; PAW EDEMA; RAT;

ANIMALS; ANTIOXIDANTS; COMBINATORIAL CHEMISTRY TECHNIQUES; COUMARINS; EDEMA; LIPID PEROXIDATION; MICROWAVES; MOLECULAR STRUCTURE; PICRATES; RATS;

GLYCINE MAX; RATTUS;

EID: 59649098885     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.bmcl.2008.12.098     Document Type: Article

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29. 2 (405 mg, 3 mmol) was added to a solution of naphthalene-1,3-diol (1f) (722 mg, 4.5 mmol) in dry dioxan (15 ml) and the mixture was refluxed under stirring for 4 days. After cooling the mixture was poured in 5% HCl (15 ml), condensed to the half of the volume and left overnight in the refrigerator. The precipitated solid was recrystallised from ethyl acetate to give compound 3f (83% yield).
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