The phenolic compounds methyl 2-O-feruloyl-1a-O-vanillactate (1), caffeic anhydride (2), and trans 4-hydroxycyclohexyl-2-O-p-coumaroyl beta-D-glucopyranoside (3) have been isolated from the AcOEt-soluble fraction of Ehretia obtusifolia, along with methyl rosmarinate (4) and rosmarinic acid (5), which are reported for the first time from this species. Their structures were determined by means of 1D- and 2D-NMR techniques. Compounds 1-5 inhibited lipoxygenase in a concentration-dependent manner, with Ki values ranging from 0.85-57.6 microM. Compounds 1, 2, 4, and 5 showed noncompetitive inhibition, whereas 3 was found to be an uncompetitive inhibitor of lipoxygenase.
In continuation of our work on Indian celery (Seseli diffusum (Roxb. ex Sm.) Santapau & Wagh; Umbelliferae), the fractionation of the 80% MeOH-H(2) O extract of the seeds was performed to identify the principles responsible for its folk use as an antispasmodic and diuretic. Several compounds were isolated as active components: seselin (1) and anthriscinol methyl ether (4) showed a selective cytotoxicity to some yeast strains. Compound 1 also showed spasmolytic activity. On the other hand, isopimpinellin (3) and isorutarin (5) exhibited a spasmogenic effect on the smooth muscle preparations. Compound 5 was also found to have antioxidant activity. Among them, compound 4 was isolated for the first time from this plant.
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