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Antileukemic ?-pyrone derivatives from the endophytic fungus Alternaria phragmospora.

ABSTRACT: Four new (1-4) and two known (5 and 6) ?-pyrone derivatives have been isolated from Alternaria phragmospora, an endophytic fungus from Vinca rosea, leaves. The isolated compounds were chemically identified to be 5-butyl-4-methoxy-6-methyl-2H-pyran-2-one (1), 5-butyl-6-(hydroxymethyl)-4-methoxy-2H-pyran-2-one (2), 5-(1-hydroxybutyl)-4-methoxy-6-methyl-2H-pyran-2-one (3), 4-methoxy-6-methyl-5-(3-oxobutyl)-2H-pyran-2-one (4), 5-(2-hydroxyethyl)-4-methoxy-6-methyl-2H-pyran-2-one (5), and 5-[(2E)-but-2-en-1-yl]-4-methoxy-6-methyl-2H-pyran-2-one (6). Compounds 2 and 4 showed moderate antileukemic activities against HL60 cells with IC50 values of 2.2 and 0.9 ?M and against K562 cells with IC50 values of 4.5 and 1.5 ?M, respectively.

SUBMITTER: Metwaly AM 

PROVIDER: S-EPMC5047437 | biostudies-literature | 2014 Jun

REPOSITORIES: biostudies-literature

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Antileukemic α-pyrone derivatives from the endophytic fungus <i>Alternaria phragmospora</i>.

Metwaly Ahmed M AM   Fronczek Frank R FR   Ma Guoyi G   Kadry Hazem A HA   El-Hela Atef A AA   Mohammad Abd-Elsalam I AI   Cutler Stephen J SJ   Ross Samir A SA  

Tetrahedron letters 20140601 24

Four new (<b>1</b>-<b>4</b>) and two known (<b>5</b> and <b>6</b>) α-pyrone derivatives have been isolated from <i>Alternaria phragmospora</i>, an endophytic fungus from <i>Vinca rosea</i>, leaves. The isolated compounds were chemically identified to be 5-butyl-4-methoxy-6-methyl-2<i>H</i>-pyran-2-one (<b>1</b>), 5-butyl-6-(hydroxymethyl)-4-methoxy-2<i>H</i>-pyran-2-one (<b>2</b>), 5-(1-hydroxybutyl)-4-methoxy-6-methyl-2<i>H</i>-pyran-2-one (<b>3</b>), 4-methoxy-6-methyl-5-(3-oxobutyl)-2<i>H</i>  ...[more]

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