Abstract
Three new flavonoids, (2R,3R)-3,5-dihydroxy-7-methoxyflavanone 3-(2-methyl)butyrate (1), (7''R)-8-[1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl]chrysin (2), and (7''R)-8-[1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl]galangin (3), together with 41 known compounds (4-44) were isolated from a methanolic extract of Mexican propolis. Compounds 2 and 3 are unique natural flavones containing a 1-phenylallyl moiety. The in vitro preferential cytotoxicity of all the isolates was evaluated against a PANC-1 human pancreatic cell line. Compound 3 displayed the most potent preferential cytotoxicity (PC(50) 4.6 microM) in the nutrient-deprived medium (NDM) and triggered apoptosis-like morphological changes in PANC-1 cells.
Publication types
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Research Support, Non-U.S. Gov't
MeSH terms
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Animals
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Antineoplastic Agents / chemistry
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Antineoplastic Agents / isolation & purification*
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Antineoplastic Agents / pharmacology*
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Apoptosis / physiology
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Bees
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Drug Screening Assays, Antitumor
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Flavonoids / chemistry
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Flavonoids / isolation & purification*
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Flavonoids / pharmacology*
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Humans
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Mexico
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Molecular Structure
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Pancreatic Neoplasms / drug therapy
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Propolis / chemistry*
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Propolis / pharmacology*
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Stereoisomerism
Substances
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(2R,3R)-3,5-dihydroxy-7-methoxyflavanone 3-(2-methyl)butyrate
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(7''R)-8-(1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl)chrysin
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(7''R)-8-(1-(4'-hydroxy-3'-methoxyphenyl)prop-2-en-1-yl)galangin
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Antineoplastic Agents
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Flavonoids
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Propolis