Driven by bioinspiration and appreciation of their structures, the first biomimetic total syntheses with structural revision of the acylphloroglucinols myrtucommulone J and myrtucommuacetalone, two biologically meaningful natural products, were achieved through a biosynthetic hemiacetalization/dehydration/[3 + 3]-type cycloaddition domino sequence with high step efficiency. These syntheses result in a corrected structure for myrtucommulone J.
Site-selective phenol acylation mediated by thioacids via photoredox catalysis is described. This protocol provided facile access to an array of phenolic esters with exclusive acylation priority of phenol hydroxyl group to alcoholic one. Its utility was also demonstrated by the modification of biologically meaningful natural product.
A chemical investigation on the EtOAc
extract of the endophytic
fungus Eutypella scoparia SCBG-8 led to the isolation
of eight new sesquiterpenes eutyscoparins A–H (1–8), one C-28 steroid eutyscoparene A (9), one triterpenoid
eutyscoparene B (10), six known terpenoids, and two known
steroids. Their structures including absolute configurations were
established on the basis of spectroscopic data analysis, single-crystal
X-ray diffraction experiments, and electronic circular dichroism (ECD)
calculations. Compound 7 displayed antibacterial activity
against S. aureus and MRSA (methicillin-resistant Staphylococcus aureus) with MIC values of 6.3 μg/mL.
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