Beilstein J. Org. Chem.2022,18, 1009–1016, doi:10.3762/bjoc.18.101
daturamycins was identified through gene knockout and biochemical characterization experiments and the biosynthetic pathway of daturamycins was proposed.
Keywords: biosynthesis; diarylcyclopentenone; polyporic acid synthetase; p-terphenyl; Streptomyces; Introduction
Natural products containing a terphenyl
condensation between two molecules of α-keto acid. Structurally diverse p-terphenyls are formed from these key intermediates by several tailoring reactions such as cyclization, tautomerization, methylation, and glycosylation. A previous study has shown that the formation of 2,5-diarylcyclopentenone proceeds
C (3), and three known p-terphenyl derivatives (4–6) (Figure 1) were isolated from the fermentation extract of Streptomyces sp. KIB-H1544. Structurally, daturamycins A and B are uncommon diarylcyclopentenone compounds that consist of a tricyclic 6/5/6 system instead of a C-18 tricyclic skeleton in
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Graphical Abstract
Figure 1:
Structures of compounds 1–6, atromentin, and echoside C.