Cularine-type benzylisoquinoline alkaloids containing 7,8-substitution in the A-ring (crassifoline, cularine) are biosynthetically formed by an atypical and enzymatically catalysed Pictet–Spengler analogous (ortho) condensation of dopamine and an appropriate aldehyde.
M. J. Müller and M. H. Zenk, J. Chem. Soc., Chem. Commun., 1993, 73 DOI: 10.1039/C39930000073
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