A new photosystem II electron transfer inhibitor from Sorghum bicolor

Agnes M. Rimando; Franck E. Dayan; Mark A. Czarnota; Leslie A. Weston; Stephen O. Duke

doi:10.1021/np9800708

A new photosystem II electron transfer inhibitor from Sorghum bicolor

Agnes M. Rimando, Franck E. Dayan, Mark A. Czarnota, Leslie A. Weston, Stephen O. Duke

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Abstract

Our study of the mechanism(s) by which sorgoleone (1) acts as a photosystem II (PS II) inhibitor led to the isolation of a new benzoquinone derivative, 2-hydroxy-5-ethoxy-3-[(Z,Z)-8',11',14'-pentadecatriene]-p- benzoquinone (2), from the root exudate of sorghum. The structure of 2, which is being given the name 5-ethoxy-sorgoleone, was determined by spectroscopic means. A methoxy derivative (3) of 1 was also prepared. Both 2 and 3 caused a reduction in oxygen evolution by thylakoid membranes and induced variable chlorophyll fluorescence. These compounds, however, were less active inhibitors of PS II than 1.

Original language	English
Pages (from-to)	927-930
Number of pages	4
Journal	Journal of Natural Products
Volume	61
Issue number	7
DOIs	https://doi.org/10.1021/np9800708
Publication status	Published - 01 Jul 1998

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title = "A new photosystem II electron transfer inhibitor from Sorghum bicolor",

abstract = "Our study of the mechanism(s) by which sorgoleone (1) acts as a photosystem II (PS II) inhibitor led to the isolation of a new benzoquinone derivative, 2-hydroxy-5-ethoxy-3-[(Z,Z)-8',11',14'-pentadecatriene]-p- benzoquinone (2), from the root exudate of sorghum. The structure of 2, which is being given the name 5-ethoxy-sorgoleone, was determined by spectroscopic means. A methoxy derivative (3) of 1 was also prepared. Both 2 and 3 caused a reduction in oxygen evolution by thylakoid membranes and induced variable chlorophyll fluorescence. These compounds, however, were less active inhibitors of PS II than 1.",

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T1 - A new photosystem II electron transfer inhibitor from Sorghum bicolor

AU - Rimando, Agnes M.

AU - Dayan, Franck E.

AU - Czarnota, Mark A.

AU - Weston, Leslie A.

AU - Duke, Stephen O.

PY - 1998/7/1

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AB - Our study of the mechanism(s) by which sorgoleone (1) acts as a photosystem II (PS II) inhibitor led to the isolation of a new benzoquinone derivative, 2-hydroxy-5-ethoxy-3-[(Z,Z)-8',11',14'-pentadecatriene]-p- benzoquinone (2), from the root exudate of sorghum. The structure of 2, which is being given the name 5-ethoxy-sorgoleone, was determined by spectroscopic means. A methoxy derivative (3) of 1 was also prepared. Both 2 and 3 caused a reduction in oxygen evolution by thylakoid membranes and induced variable chlorophyll fluorescence. These compounds, however, were less active inhibitors of PS II than 1.

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A new photosystem II electron transfer inhibitor from Sorghum bicolor

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