Flavonoids from the seeds of Oroxylum indicum and their anti-inflammatory and cytotoxic activities

Abstract

Two new flavonoid glycosides, named oroxin C (1) and oroxin D (scutellarein 4'-methyl ether 7-O-β-D-glucopyranosyl-(1→6)-β-D-glucopyranoside, 2), together with eight known flavonoids (3–10), were isolated from the seeds of Oroxylum indicum. Their structures were elucidated unambiguously by spectroscopic techniques and chemical methods. Anti-inflammatory and cytotoxic activities of all the isolated compounds were evaluated. Chrysin (3) and chrysin-6-C-β-D-glucopyranosyl-8-C-α-L-arabinopyranoside (10) showed moderate inhibitory effects aganist the LPS-induced NO production in murine RAW264.7 macrophages with IC50 values of 18.63 ± 0.91 and 28.69 ± 0.43 μM, respectively. Chrysin (3) exhibited weak cytotoxic activity aganist A549, HepG2 and SW480 human cancer cell lines with IC50 values of 40.88 ± 3.85, 50.55 ± 2.59 and 91.60 ± 4.27 μM, respectively.