Bioactive Secondary Metabolites from Boesenbergia pandurata of Myanmar and Their Preferential Cytotoxicity against Human Pancreatic Cancer PANC-1 Cell Line in Nutrient-Deprived Medium

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• 作者：Nwet Nwet Win ; Suresh Awale ; Hiroyasu Esumi ; Yasuhiro Tezuka ; Shigetoshi Kadota
• 刊名：Journal of Natural Products
• 出版年：2007
• 出版时间：October 2007
• 年：2007
• 卷：70
• 期：10
• 页码：1582 - 1587
• 全文大小：133K
• 年卷期：v.70,no.10(October 2007)
• ISSN：1520-6025

文摘

The 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.