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Truxillic acids are any of several crystalline stereoisomeric cyclic dicarboxylic acids with the formula (C6H5)2C4H4(COOH)2 that yield cinnamic acid on distillation. They are obtained by a photochemical cycloaddition from cinnamic acid, where the two trans alkenes react head-to-tail. The isolated stereoisomers are called truxillic acids.
Contents
These compounds are found in a variety of plants, for example in coca.
Isomers
These compounds have four chiral carbon atoms, which looks like there should be 16 (24) stereoisomers. However, the symmetry of the molecule allows for only five possibilities:
Derivatives
Incarvillateine, an alkaloid from the plant Incarvillea sinensis, is a derivative of α-truxillic acid.
References
Truxillic acid Wikipedia(Text) CC BY-SA