Chemical constituents of Arisaema franchetianum tubers

2013 
A novel pyrrolidine alkaloid, (2R*,3S*,5S*)-N,2-dimethyl-3-hydroxy-5-(10-phenyldecyl)pyrrolidine (1), and 17 known compounds were isolated from Arisaema franchetianum Engl. (Araceae) tubers. The 17 compounds were bergenin (2), emodin (3), caffeic acid (4), nobiletin (5), 3-O--d-galactopyranosyl-hederagenin 28-O--d-xylopyranosyl(16)--d-galactopyranosyl ester (6), coniferin (7), qingyangshengenin (8), methylconiferin (9), syringaresinol 4-O--d-glucopyranoside (10), gagaminine (11), perlolyrine (12), (S)-1-(1-hydroxyethyl)--carboline (13), 1-(-carboline-1-yl)-3,4,5-trihydroxy-1-pentanone (14), 1-methoxycarbonyl--carboline (15), indolo[2,3-]carbazole (16), 4-hydroxycinnamic acid methyl ester (17), and methyl 4-[2-hydroxy-2-(4-hydroxy-3-methoxyphenyl)-1-(hydroxymethyl)ethyl] ferulate (18). The inhibitory activities of compound 1 and its N-methyl derivative (1a) against porcine respiratory and reproductive syndrome virus (PRRSV), human leukemic K562 cells, and human breast cancer MCF-7 cells were evaluated. Compounds 1 [50% inhibited concentration (IC50)=12.5 +/- 0.6M] and 1a (IC50=15.7 +/- 0.9M) were cytotoxic against K562 cells. Compound 1a also had a weak effect on PRRSV with an IC50 value of 31.9 +/- 6.0M [selectivity index (SI)=18.7].
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