Following the characterization of dihydroisocoumarin constituents, two secoiridoid glucoside complexes, called hydramacrosides A and B, were isolated from the leaves of Hydrangea macrophylla Seringe var. thunbergii Makino. The absolute stereostructures of hydramacrosides A and B were elucidated on the basis of chemical and physicochemical evidence, which included the application of the 13C-NMR glycosylation shift rule of 1,1'-disaccharides and the modified Mosher's method. Hydramacrosides A and B exhibited an inhibitory effect on histamine release from rat mast cells induced by an antigen-antibody reaction.
histamine release inhibitor, Hydrangea macrophylla var. thunbergii, hydramacroside A, hydramacroside B, secoiridoid glucoside complex, 13C-NMR glycosylation shift
NCBI PubMed ID: 10748718Publication DOI: 10.1248/cpb.47.1753Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
Methods: 13C NMR, 1H NMR, IR, FAB-MS, inhibition studies, enzymatic hydrolysis, GLC, HPLC, UV, optical rotation measurement, acetylation, DEPT, COSY, NOESY, sulfuric acid hydrolysis, anti-inflammatory assays, trimethylsilylation, absolute configuration determination, COLOC