Chemical Constituents of the Morinda tomentosa Leaves and their α-Glucosidase Inhibitory Activity

Phenylpropanoid-conjugated iridoid glucosides from leaves of Morinda morindoides

“…Coupling constant values (J = 7.5-8.0 Hz) for anomeric proton of 1, 2, and 10 indicated that the glucose unit was connected by β-glycosidic linkage. In the analysis of ESI-MS, the presence of an acetylated glucose unit was supported by the signal ascribed to neutral loss of 204 u ( Although isolation of 4 from leaves of M. tomentosa [23] and 5 from leaves of M. coreia [24] has been reported, this is the first isolation of these two iridoid glucosides from leaves of M. morindoides.…”

“…As a result, the three phenylpropanoid-conjugated iridoid glucosides named: acetylgaertneric acid (1), acetyldehydrogaertneroside (2), and dehydrogaertneric acid (10), together with 15 known compounds were isolated and identified by comparing their spectroscopic data with those in the literature. These included 9 phenylpropanoid-conjugated iridoid glucosides, acetylgaertneroside (3), gaertneroside (6), dehydrogaertneroside (7), methoxygaertneroside (8), dehydromethoxygaertneroside (9), epoxygaertneroside (11), epoxymethoxygaertneroside (12) [3], morintoside B (4) [23], and dehydroepoxymethoxygaertneroside (5) [23][24][25]; two alkaloids, N-[4′-hydroxy-3′-methoxy-(E)-cinnamoyl]-L-glutamic acid (13) [26] and (Z)-N-(p-coumaroyl)-glutamic acid (14) [27]; one benzenoid, 3,4-dihydroxybenzoic acid (15) [28]; and three flavonoid glucosides, kaempferol 3-rutinoside (16) (18) [31] (Fig. 1).…”

“…To make matters even worse, there is no vaccine available for Chagas disease [15,16]. Compounds (1)(2)(3)(4)(5)(6)(7)(8)(9)(10)(11)(12)(13)(14)(15)(16)(17)(18) isolated during the ongoing study to identify anti-malarial compounds in M. morindoides leaves, as well as compounds (19)(20)(21)(22)(23)(24)(25)(26)(27)(28)(29) isolated during a previous study, were investigated for antitrypanosomal activity against T. cruzi.…”