Abstract

In this research, we have studied the biological and nuclear magnetic resonance (NMR) parameters for some atoms in paradole with different functional groups in the active site of mangosteen extract. These molecules are a series of chemical homologs differentiated by the length of their unbranched alkyl chains. In addition, the shogaols, another homologous series and the dehydrated form of the mangosteenols, are the predominant pungent constituents in dried mangosteen. This study involves substitution of the functional group of methyl in the active site of these molecules with other functional groups such as Cl, F, ethyl, phenyl, OH and calculations by keywords opt and NMR for optimization and chemical shift calculations, respectively. The quantum mechanics (QM) calculations were carried out with the GAUSSIAN 98 program based on Hartree Fock theory at HF/6-31G level. In mangosteenole, Oxygen 13 loses its activity and Oxygen 21 activates. Oxygen 1,2,9 in Paradole, Oxygen 13 in Zingerone and Oxygen 20 in Shagole is activated.

Key words: Mangosteen, anticancer, nuclear magnetic resonance (NMR).