title: Chemical constituents of Arisaema franchetianum tubers.
abstract: 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-β-d-galactopyranosyl-hederagenin 28-O-β-d-xylopyranosyl(1 → 6)-β-d-galactopyranosyl ester (6), coniferin (7), qingyangshengenin (8), methylconiferin (9), syringaresinol 4'-O-β-d-glucopyranoside (10), gagaminine (11), perlolyrine (12), (S)-1-(1'-hydroxyethyl)-β-carboline (13), 1-(β-carboline-1-yl)-3,4,5-trihydroxy-1-pentanone (14), 1-methoxycarbonyl-β-carboline (15), indolo[2,3-α]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 (IC(50)) = 12.5 ± 0.6 μM] and 1a (IC(50) = 15.7 ± 0.9 μM) were cytotoxic against K562 cells. Compound 1a also had a weak effect on PRRSV with an IC(50) value of 31.9 ± 6.0 μM [selectivity index (SI) = 18.7].
authors.affiliation: Key Laboratory of Economic Plants and Biotechnology, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming 650201, China.
authors.forename: Yao
authors.initials: Y
authors.lastname: Su
authors.forename: Jin-Jin
authors.initials: JJ
authors.lastname: Xu
authors.forename: Jun-Long
authors.initials: JL
authors.lastname: Bi
authors.forename: Yue-Hu
authors.initials: YH
authors.lastname: Wang
authors.forename: Guang-Wan
authors.initials: GW
authors.lastname: Hu
authors.forename: Jun
authors.initials: J
authors.lastname: Yang
authors.forename: Ge-Fen
authors.initials: GF
authors.lastname: Yin
authors.forename: Chun-Lin
authors.initials: CL
authors.lastname: Long
mesh_terms: D000470:Alkaloids / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D000972:Antineoplastic Agents, Phytogenic / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D000998:Antiviral Agents / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D031057:Arisaema / Q000737:chemistry*; D004354:Drug Screening Assays, Antitumor; D005260:Female; D005960:Glucosides / Q000737:chemistry / Q000302:isolation & purification; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology; D006801:Humans; D020128:Inhibitory Concentration 50; D020014:K562 Cells; D017705:Lignans / Q000737:chemistry / Q000302:isolation & purification; D061986:MCF-7 Cells; D015394:Molecular Structure; D009828:Oleanolic Acid / Q000031:analogs & derivatives / Q000737:chemistry / Q000302:isolation & purification; D035281:Plant Tubers / Q000737:chemistry; D019316:Porcine respiratory and reproductive syndrome virus / Q000187:drug effects; D011759:Pyrrolidines / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013552:Swine
chemical_list: C579379:(2R*,3S*,5S*)-N,2-dimethyl-3-hydroxy-5-(10-phenyldecyl)pyrrolidine; D000470:Alkaloids; D000972:Antineoplastic Agents, Phytogenic; D000998:Antiviral Agents; D005960:Glucosides; D006027:Glycosides; D017705:Lignans; D011759:Pyrrolidines; C407309:syringaresinol-4''-O-glucoside; D009828:Oleanolic Acid; C025763:hederagenin