A sugar ester and an iridoid glycoside from Scrophularia ningpoensis

From cytotoxic extracts of the roots of Scrophularia ningpoensis Heins]. (Scrophulariaccae) a new sugar ester, ningposide D (3-O-acetyl-2-O-p-methoxycinnamoyl-alpha(beta)-L-rhamnopyranose) (1) and a new iridoid glycoside, scrophuloside B-4 (6-O-(2 ''-O-acetyl-3 ''-O-cinnamoyl-4 ''-O-p-methoxycinnamoyl-alpha-L-rhamnpyranosyl) catalpol) (2) along with known compounds: oleanonic acid (3), ursolonic acid (4), cinnamic acid (5), 3-hydroxy-4-methoxy benzoic acid (6), 5-(hydroxymethyl)-2-furfural (7) and P-sitosterol (8) were isolated. The structures of the new compounds were elucidated by spectral data (1, 2D NMR, EI, HRESI-MS and MY MS). Oleanonic acid (3) and ursolonic acid (4) were found to be cytotoxic against a series of human cancer cell lines with IC50 = 4.6, 15.5 mu M on MCF7; 4.2, 14.5 mu M on K562; 14.8, 44.4 mu M on Bowes; 24.9, 43.6 mu M on T24S; 61.3, 151.5 mu M on A549, respectively. P-Sitosterol (8) inhibited Bowes cells growth at IC50 = 36.5 M. Scrophuloside B4 (2) showed activity on K562 and Bowes cells at IC50 = 44.6 90.2 mu M, respectively. (c) 2005 Elsevier Ltd. All rights reserved.