Conomicidines A and B (1a and 2a, resp.) together with the diastereomeric isoconomicidines A and B (1b and 2b, resp.) were isolated from Tabernaemontana corymbosa as unresolvable mixtures of the (1′S,2′S)- and (1′R,2′R)-diastereoisomers (i.e., 1a and 1b; 2a and 2b). These novel natural products are constituted from the union of an iboga alkaloid, ibogaine, and hydroxycinnamyl alcohol moieties, and represent the first examples of such alkaloid - hydroxycinnamyl alcohol conjugates. The structures were determined by spectroscopic methods, including the extensive use of NOE experiments for the assignment of the configuration. © 2009 Verlag Helvetica Chimica Acta AG.