Isoprenylated Phenolics from Roots of Artocarpus heterophyllus

Abstract

Thirteen compounds were isolated from Artocarpus heterophyllus, including one new di-isoprenylated stilbene, (±)-artoheterin A (1), and twelve known isoprenylated phenolics, artocarbene (2), 3′,5′,2,4-tetrahydroxy-4′-(3-methyl-2-butenyl) stilbene (3), cudrastilbene (4), 3-(3-methyl-2-butenyl) luteolin (5), 5,7,2′,4′-tetrahydroxy-6-(3-methyl-2-butenyl) flavone (6), 6-(3-methyl-2-butenyl) apigenin (7), artochamin B (8), 5′-hydroxycudraflavone A (9), artonins A and B (10–11), heterophyllin (12), and 8-(3-methyl-2-butenyl)-6,7-dihydroxycoumarin (13). The structures of these compounds were identified by spectroscopic methods. All isolated compounds were screened for their inhibitory abilities against cathepsin K (CatK). Of them, compounds 1–4 and 8–13 were found to have suppression capabilities against CatK with IC₅₀ values ranging from 1.9 to 73.7 μM.