Two new indole alkaloids, identified as (E)-1-(5,6-dihydroxy-1H-indol-1-yl)-3-(4-hydroxyphenyl)prop-2-en-1-one, named oleraindole A (1), and (E)-1-(5,6-dihydroxy-1H-indol-1-yl)-3-(4-hydroxy-3-methoxyphenyl)prop-2-en-1-one, named oleraindole B (2), together with five known indole alkaloids, (-)-neoechinulin A (3), neoechinulin D (4), isoechinulin A (5), MT-6 (6) and echinulin (7) were isolated from the aqueous extract of Portulaca oleracea L. for the first time, using various chromatographic techniques. The structures of seven alkaloids were elucidated by the 1D and 2D NMR and HR-ESI-TOF-MS spectroscopic methods. Oleraindole A (1) and oleraindole B (2) exhibited a relatively high anticholinesterase activity with IC(50) values of 55.12鈥?/-鈥?.20 muMu and 46.76鈥?/-鈥?.08鈥痬uM, and antioxidant activities with the IC(50) values of 16.20鈥?/-鈥?.11鈥痬uM and 13.88鈥?/-鈥?.06鈥痬uM among seven alkaloids. CI - Copyright (c) 2019 Elsevier B.V. All rights reserved.