Phoslactomycins Revisited: Polyketide Tetrahydrofurans and Lactones from an Australian Wasp Nest-Derived <i>Streptomyces</i> sp. CMB-MW079.

Molecular network analysis of <i>Streptomyces</i> sp. CMB-MW079 detected rare phosphorylated natural products. Miniaturized cultivation profiling (MATRIX) established optimal conditions for the production, isolation, and identification of the polyketide δ-lactone phoslactomycin E (<b>1</b>) and new ester homologues, phoslactomycins J and K (<b>2</b> and <b>3</b>), as well as unprecedented heterocyclic analogues, the tetrahydrofuran cyclolactomycins A-D (<b>4</b>-<b>7</b>) and γ-lactone isocyclolactomycins A-C (<b>8</b>-<b>10</b>). We propose a biogenetic relationship linking these cometabolites with the known lactomycins A-C which were tentatively identified as minor cometabolites.