Chemo-enzymatic Synthesis of Saframycins: Expansion of Substrate Tolerance

摘要

Antitumor tetrahydroisoquinoline (THIQ) alkaloids have common pentacyclic scaffolds as the privileged structural motif for interaction with nucleic acids. Biosynthetic assembly of the pentacyclic scaffold of saframycin A (1) is catalyzed by non-ribosomal peptide synthetases (NRPS), SfmC, responsible for iterative reductions of thioesters to generate aldehyde intermediates and subsequent Pictet-Spengler reactions.