Chem. Pharm. Bull., 57(6),639-642, June 2009

Notes

Three New 7.3′,8.5′-Connected Bicyclo[3.2.1]octanoids and Other Neolignans from Leaves of Nectandra amazonum NEES. (Lauraceae)


Ericsson David COY BARRERA and Luis Enrique CUCA SUÁREZ*

Universidad Nacional de Colombia, Facultad de Ciencias, Departamento de Química, Laboratorio de Investigación en Productos Naturales Vegetales; AA 14490, Cra 30 45-03, Ciudad Universitaria, Bogotá D.C., Colombia. * To whom correspondence should be addressed. e-mail: lecucas@unal.edu.co

Three new 7.3′,8.5′-connected (macrophyllin-type) bicyclo[3.2.1]octanoid neolignans (nectamazins A-C, 1-3) were isolated from leaves of Nectandra amazonum NEES., along with seven known neolignans (4-10). The structures of 1-3 were characterized by spectroscopic methods (1D, 2D NMR) and the absolute configuration was assigned on the basis of circular dichroism (CD) spectra supported by nuclear Overhauser effect spectroscopy (NOESY) correlations. The new compounds showed inhibition activity against platelet activating factor (PAF)-induced aggregation of rabbit platelets.

Key words Nectandra amazonum; Lauraceae; macrophyllin-type bicyclo[3.2.1]octanoid; neolignan