Phytotoxic sesterterpene, 11-epiterpestacin, from Bipolaris sorokiniana NSDR-011.

Biosci Biotechnol Biochem

Division of Applied Life Sciences, Graduate School of Agriculture, Kyoto University, Japan.

Published: March 2002

AI Article Synopsis

  • The structure of siccanol, a toxic compound from fungi, was analyzed and found to be an epimer of terpestacin, leading to its renaming as 11-epiterpestacin.
  • Its stereochemistry matches that of fusaproliferin, another mycotoxin, allowing it to be alternatively called 24-deacetyl fusaproliferin.
  • The phytotoxicity of 11-epiterpestacin is similar to terpestacin but significantly higher than fusaproliferin.

Article Abstract

The structure of siccanol, a phytotoxic sesterterpene of fungal origin, was analyzed after chemical conversion by NMR spectroscopy. Siccanol was found to be an epimer of terpestacin that has been isolated from Arthrinium sp., and was thus renamed 11-epiterpestacin. Its stereochemistry was also identical with that of fusaproliferin, a structurally related mycotoxin from Fusarium proliferatum. Therefore, this sesterterpene may also be referred to as 24-deacetyl fusaproliferin. The phytotoxicity of 11-epiterpestacin was almost equal to that of terpestacin, but significantly higher than that of fusaproliferin.

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Source
http://dx.doi.org/10.1271/bbb.66.685DOI Listing

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