Tannins and Related Compounds. CXXIII. Chromone, Acetophenone and Phenylpropanoid Glycosides and Their Galloyl and /or Hexahydroxydiphenoyl Esters from the Leaves of Syzygium aromaticum MERR. et PERRY.

From the dried leaves of Syzygium aromaticum MERR. et PERRY (Myrtaceae), eleven new compounds, i.e., eugenol 4-O-β-D-(6'-O-galloyl)glucopyranoside (17), 2-methyl-5, 7-dihydroxychromone 8-C-β-D-glucopyranoside (18) and its 6'-O-gallate (19), 2, 4, 6-trihydroxyacetophenone 3-C-β-D-glucopyranoside (20) and its 2'-O- (21), 6'-O- (22), 2', 3'-di-O- (23), 2', 6'-di-O- (24), 2', 3', 6'-tri-O- (25), 2', 3', 4', 6'-tetra-O-gallate (26) and 2', 3'-di-O-galloyl-4', 6'-O-(S)-hexahydroxydiphenoyl ester (27) were isolated, together with sixteen known tannins and related compounds. The structures of these compounds were established on the basis of spectroscopic and chemical evidence.