Key words florahydroside; Hydrangea macrophylla var. thunbergii; medicinal flower; dihydroisocoumarin glycoside; aldose reductase; acylated quinic acid analogThe Saxifragaceae plant, Hydrangea (H.) macrophylla Seringe var. thunbergii Makino, is native to Japan. The processed leaves of this plant (Hydrangea Dulcis Folium) are currently used as a natural medicine for an oral refrigerant and as a sweetener for diabetic patients. In addition, these preparations are listed in the Japanese Pharmacopoeia. Previously, we reported the isolation and structure determination of many chemical constituents with anti-diabetic, anti-allergic, and anti-bacterial activities from the processed leaves and the dried leaves of this plant.2-6) However, a full chemical analysis of the flowers from this plant has not yet been performed. In the course of our chemical and pharmacological studies on Hydrangea plants [2][3][4][5][6][7][8] and medicinal flowers, [9][10][11][12][13][14] we recently reported the isolation and structure elucidation of secoiridoid glycosides named hydrangeamines A and B with a pyridine ring from the flowers of H. macrophylla var. thunbergii cultivated in Nagano prefecture, Japan.15) As a continuing study, six dihydroisocoumarin glycosides, florahydrosides I (1) and II (2), thunberginol (5), and thunberginol D 3′-O-β-dglucopyranoside (6), were isolated from the flowers of H. macrophylla var. thunbergii together with 20 known compounds including five acylated quinic acid analogs. Furthermore, the inhibitory effects of the isolated compounds and its related compounds on aldose reductase were investigated. This paper deals with the structure elucidation of the new dihydroisocoumarin glycosides (1-6) and the inhibitory effects of the constituents and their related compounds, acylated quinic acid analogs, on aldose reductase.A methanol (MeOH) extract (32.2% from the flowers of H. macrophylla var. thunbergii cultivated in Nagano province) was partitioned between EtOAc-H 2 O (1 : 1) to furnish an EtOAc-soluble fraction (8.8%) and an aqueous layer. The aqueous layer was further extracted with 1-butanol