1 H and 13 C NMR assignments of dihydropipataline, the main of four long-chain 1-(3,4-methylenedioxyphenyl)-alkanes from Piper darienence D.C.

Four 1-(3,4-methylenedioxyphenyl)-alkanes having linear ten, eleven, twelve and fourteen carbon atom chains, found in the roots of Piper darienence D.C., were separated by HPLC and their structures determined by mass spectrometry and NMR spectroscopy. Conventional 1D NMR methods were used for [sup 1]H chemical shifts assignment of the main compound dihydropipataline (3) [ 1-(3,4-methylenedioxyphenyl)-dodecane]. The [sup 13]C NMR assignment was carried out using conventional considerations and 2D NMR techniques (HETCOR and FLOCK) in combination with spectral [sup 13]C NMR simulation and ab initio DFT-GIAO NMR calculations. [ABSTRACT FROM AUTHOR]