Bioactive Secondary Metabolites from Boesenbergia pandurata of Myanmar and Their Preferential Cytotoxicity against Human Pancreatic Cancer PANC-1 Cell Line in Nutrient-Deprived Medium
2007; American Chemical Society; Volume: 70; Issue: 10 Linguagem: Inglês
10.1021/np070286m
ISSN1520-6025
AutoresNwet Nwet Win, Suresh Awale, Hiroyasu Esumi, Yasuhiro Tezuka, Shigetoshi Kadota,
Tópico(s)Phytochemistry and Biological Activities
ResumoThe chloroform extract of rhizomes of Boesenbergia pandurata demonstrated marked preferential cytotoxicity against human pancreatic PANC-1 cancer cells in nutrient-deprived medium. Bioactivity-directed investigation of this extract yielded four new secondary metabolites, geranyl-2,4-dihydroxy-6-phenethylbenzoate (1), 2′,4′-dihydroxy-3′-(1′′-geranyl)-6′-methoxychalcone (2), (1′R,2′S,6′R)-2-hydroxyisopanduratin A (3), and (2R)-8-geranylpinostrobin (4), and twenty known compounds (5–24). Among the known compounds, (2S)-6-geranylpinostrobin (5), (±)-6-methoxypanduratin A (6), and (2S)-7,8-dihydro-5-hydroxy-2-methyl-2-(4′′-methyl-3′′-pentenyl)-8-phenyl-2H,6H-benzo[1,2-b:5,4-b′]dipyran-6-one (7) were isolated for the first time from a natural source. The structures of these compounds were elucidated using extensive spectroscopic techniques including CD measurements. All the isolated compounds showed varying degrees of in vitro preferential cytotoxicity against PANC-1 cells. Nicolaioidesin B (11) and panduratin A (17) were most potent, each showing a PC100 at 2.5 µM.
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