Bioactivity-directed fractionation of a GHCl(3)-MeOH (1:1) extract prepared
from the seeds of Rollinia mucosa led to the isolation of a mixture of eig
ht novel tryptamine amides. Extensive HPLC allowed the isolation of the maj
or component of the mixture, which was characterized as N-lignoceroyltrypta
mine (6) using a combination of spectroscopic and chemical methods. The min
or amides were identified by GCMS analysis as N-palmitoyltryptamine (1), N-
stearoyltryptamine (2), N-arachidoyltryptamine (3), N-behenoyltryptamine (4
), N-tricosanoyltryptamine (5), N-pentacosanoyltryptamine (7), and N-ceroto
yltryptamine (8). Two lignans (pinoresinol dimethyl ether and magnolin) and
six acetogenins [membranacin (9), desacetyluvaricin (10), rolliniastatin 1
, bullatacin, squamocin, and motrilin] were also isolated. The cytotoxicity
of membranacin (9) and desacetyluvaricin (10) against six human solid tumo
r cell Lines was determined. The absolute configuration of the former is re
ported.