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Stephanosporin, a “Traceless” Precursor of 2‐Chloro‐4‐nitrophenol in the Gasteromycete Stephanospora caroticolor
Author(s) -
Lang Martin,
Spiteller Peter,
Hellwig Veronika,
Steglich Wolfgang
Publication year - 2001
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/1521-3773(20010504)40:9<1704::aid-anie17040>3.0.co;2-l
Subject(s) - orange (colour) , chemistry , fungicide , natural product , potassium , side chain , salt (chemistry) , medicinal chemistry , food science , stereochemistry , organic chemistry , horticulture , biology , polymer
More like an industrial fungicide than a natural product is the title compound, which occurs as the potassium salt in the carrot truffle, Stephanospora caroticolor , and is responsible for its orange color (see picture). On injury of the fruit body, 1 is transformed into the toxic 2‐chloro‐4‐nitrophenolate ( 2 ) by loss of the side chain.