Carbaxylosides of 4-ethyl-2-oxo-2H-benzopyran-7-yl as non-hydrolyzable, orally active venous antithrombotic agents.
A (-)-conduritol F derivative was condensed with 4-ethyl-7-hydroxy-2H-1-benzopyran-2-one and converted into (+)-4-ethyl-7-[(1'R,2'S,3'S,4'R)-2',3',4'- trihydroxycyclohexyloxy]-2H-1-benzopyran-2-one ((+)-2). Enantiomer (-)-2 was obtained from a (+)-conduritol F derivative. The carbaxyloside (-)-2 with the L-xylose configuration was more active than (+)-2 in the Wessler's model.
Jeanneret
V
V
Institut de chimie organique de l'Université de Lausanne, BCH, Lausanne-Dorigny, Switzerland.
Vogel
P
P
Renaut
P
P
Millet
J
J
Theveniaux
J
J
Barberousse
V
V
D000284:Administration, Oral; D000925:Anticoagulants / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D001578:Benzopyrans / Q000737:chemistry / Q000494:pharmacology* / Q000627:therapeutic use; D006868:Hydrolysis; D013927:Thrombosis / Q000188:drug therapy*; D014680:Veins / Q000473:pathology
D000925:Anticoagulants; D001578:Benzopyrans