The genus Ocotea (Lauraceae) produces alkaloids derivable from benzylisoquinoline units. This paper describes the isolation and characterization of four new aporphine alkaloids (I–IV) from two additional Ocotea species. From Ocotea macropoda, three aporphines were isolated: the known dicentrine (V) and two new aporphines, dehydrodicentrine (I) and ocopodine (II). Dehydrodicentrine (I) represents the first simple dehydroaporphine to be isolated from natural sources, confirmed by permanganate oxidation of dicentrine (V). Ocopodine (II) is the first naturally occurring aporphine with three substituents on ring D, identified via acid hydrolysis, permanganate oxidation, and comparison with synthetic N-ethyl-3,4,5-trimethoxyphthalimide (VII), and matches synthetic racemic ocopodine. From an incompletely identified Ocotea species, three bases were isolated: the known isocorydine (VIII) and two new aporphines, ocokryptine (III) and oconovine (IV). Ocokryptine (III), the first known aporphine with a C-2,C-3 methylenedioxy group, was structurally assigned using NMR, diazomethane methylation to O-methylocokryptine (IX), and comparison with O,N-dimethylhernandine (XI). Oconovine (IV), with a phenolic hydroxyl and four methoxyls, was characterized via NMR and diazomethane methylation to O-methyloconovine (XII). All new aporphines were elucidated using UV, NMR, mass spectrometry, chemical reactions, and comparisons with synthetic standards.