Glutathione S-transferase inhibitory, free radical scavenging, and anti-leishmanial activities of chemical constituents of Artocarpus nobilis and Matricaria chamomilla

Glutathione S-transferase (GST) inhibition-directed fractionations on the ethanolic extract of Artocarpus nobilis of Sri Lankan origin yielded four known triterpenoids, cyclolaudenyl acetate (1), lupeol acetate (2), beta-amyrine acetate (3), and zizphursolic acid (4), along with five known flavonoids, artonins E (5), artobiloxanthone (6) artoindonesianin U (7), cyclocommunol (8) and multiflorins A (9). Our recent chemical studies on the methanolic extract of Matricaria chamomilla, collected from Manitoba, afforded one new compound, matriisobenzofuran (10), and six known natural products, fraxidin (11), scopoletin (12), apigenin (13), apigenin 7-O-beta-glucopyranoside (14), palmatoside A (15) and p-hydroxyacetophenone (16). Compounds 1-16 were identified with the aid of extensive NMR and MS spectral data. Compounds 1-16 exhibited a wide range of GST inhibition activity. Compounds 5-9 exhibited significant anti-oxidant activity in DPPH free radical scavenging assay. Compounds 10 and 11 were also moderately active in anti-leishmanial assay. (C) 2010 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.