Flavonoid glucuronides and a chromone from the aquatic macrophyte stratiotes aloides

Publication Type

Journal contribution (peer reviewed)

Authors

Conrad, J.; Foerster-Fromme, B.; Constantin, M.-A.; Ondrus, V.; Mika, S.; Mert-Balci, F.; Klaiber, I.; Pfannstiel, J.; Moeller, W.; Rosner, H.; Foerster-Fromme, K.; Beifuss, U.

Year of publication

2009

Published in

Journal Natural Product

Editor

American Chemical Society-American Society of Pharmacognosy

Band/Volume

72/5

DOI

10.1021/np800769g

Page (from - to)

835-840

The first phytochem. anal. of the aquatic macrophyte Stratiotes aloides afforded two new flavonoid glucuronides, luteolin 7-O-b-D-glucopyranosiduronic acid-(1®2)-b-D-glucopyranoside (1) and chrysoeriol 7-O-b-D-glucopyranosiduronic acid-(1®2)-b-D-glucopyranoside (2), as well as the new 2-(2-hydroxypentyl)-5-carboxy-7-methoxychromone (5) and chrysoeriol 7-O-b-(6-O-malonyl)glucopyranoside (3), which has been assigned via NMR data for the first time.  Addnl., free amino acids such as tryptophan, arginine, leucine, isoleucine, phenylalanine, and tyrosine along with choline, cis-aconitic acid, the phenolic glycoside a-arbutin, the chlorophyll deriv. phaeophorbide a, and the flavonoid glycoside luteolin 7-O-b-(6-O-malonyl)glucopyranoside (4) were isolated.  Despite the low quantities obtained in some cases (between 50-300 mg), the structures of all compds. were unambiguously elucidated by extensive NMR and MS expts.  With a delay of 2 days compd. 1 (10 and 50 mM test concn.) strongly inhibited the growth of human SH-SY5Y neuroblastoma cells in a dose-dependent manner, whereas only a moderate growth inhibition of human Patu 8902 carcinoma cells could be obsd.  Compds. 1 and 2 showed no activities against the bacteria Escherichia coli BW25113, Pseudomonas putida KT2440, and Enterobacter cloacae subsp. dissolvens