Syntheses of trans- and cis-3-methoxy-4-methylthio-2-piperidinethiones previously proposed for raphanusanins: Correct structures of raphanusanins

Article abstract of DOI:10.1016/S0040-4039(00)93594-9

Trans- and cis-3-methoxy-4-methylthio-2-piperidinethiones previously proposed for raphanusanins as a light-induced growth inhibitor, have been synthesized starting from the known α,β-unsaturated lactam. However, the spectral data of the synthetic compounds are incompatible with those of natural ones. Thus, reexamination of ¹H and ¹³C NMR spectra of the natural samples has led to correct structures for raphanusanins. The synthetic compounds also show a growth inhibitory activity.