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United States Department of Agriculture

Agricultural Research Service

Research Project: DISCOVERY AND DEVELOPMENT OF NATURAL PRODUCTS FOR PHARMACEUTICAL AND AGROCHEMICAL APPLICATIONS

Location: Natural Products Utilization Research

Title: Antileukemic alpha-pyrone derivatives from the endophytic fungus Alternaria phragmospora

Authors
item Metwaly, Ahmed -
item Fronczek, Frank -
item Ma, Guoyi -
item Kadry, Hazem -
item El-Hela, Atef -
item Mohammad, Abd-Elsalam -
item Cutler, Stephen -
item Ross, Samir -

Submitted to: Tetrahedron Letters
Publication Type: Peer Reviewed Journal
Publication Acceptance Date: April 23, 2014
Publication Date: May 2, 2014
Citation: Metwaly, A.M., Fronczek, F.R., Ma, G., Kadry, H.A., El-Hela, A.A., Mohammad, A.I., Cutler, S.J., Ross, S. 2014. Antileukemic alpha-pyrone derivatives from the endophytic fungus Alternaria phragmospora. Tetrahedron Letters. 55:3478-3481.

Interpretive Summary: Four new and two known alpha-pyrone derivatives have been isolated from Alternaria phragmospora, an endophytic fungus from Vinca rosea, leaves. The isolated compounds were chemically identified by spectroscopic analyses. Two compounds showed moderate antileukemic activities against HL60 cells with IC50 values of 2.2 and 0.9 lM and against K562 cells with IC50 values of 4.5 and 1.5 lM, respectively.

Technical Abstract: Four new (1–4) and two known (5 and 6)a-pyrone derivatives have been isolated from Alternaria phragmospora, an endophytic fungus from Vinca rosea, leaves. The isolated compounds were chemically identi'ed to be 5-butyl-4-methoxy-6-methyl-2H-pyran-2-one (2) 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 lM and against K562 cells with IC50 values of 4.5 and 1.5 lM, respectively.

Last Modified: 11/27/2014
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