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J Nat Prod. 1987 Sep-Oct; 50(5): 866-71.

Chemical studies on Mexican plants used in traditional medicine, III: New 4-phenylcoumarins from Exostema caribaeum.

Mata R, Calzada F, Garcia MR, Reguero MT.

Departamento de Farmacia, Facultad de Química, Universidad Nacional Autónoma de México, Coyoacán, DF.

Investigation of the MeOH extract of Exostema caribaeum (Rubiaceae) led to the isolation of three new 4-phenylcoumarins. Their structures, 5-O-beta-D-galactosyl-7-methoxy-3',4'-dihydroxy-4-phenylcoumarin [1a] 7,4',5'-trihydroxy-4-phenyl-5,2'-oxidocoumarin [2a] and 7,4'-dimethoxy-5'-hydroxy-4-phenyl-5,2'-oxido-coumarin [3a] were elucidated by spectral methods and chemical transformations. It was also demonstrated that 4-phenylcoumarins undergo oxidative cyclization under basic conditions in the presence of air to give 4-phenyl-5,2'-oxido-coumarins.


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