4-Hydroxy-2-pyridone alkaloids have attracted attention for synthetic and biosynthetic studies due to their broad biological activities and structural diversity. Here, we elucidated the pathway and chemical logic of (-)-sambutoxin () biosynthesis. In particular, we uncovered the enzymatic origin of the tetrahydropyran moiety and showed that the -hydroxyphenyl group is installed via a late-stage, P450-catalyzed oxidation of the phenylalanine-derived side chain rather than via a direct incorporation of tyrosine.
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| http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8719357 | PMC |
| http://dx.doi.org/10.1021/acs.orglett.1c02836 | DOI Listing |
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