The pluramycin family of natural products has diverse substituents at the C2 position, which are closely related to their biological activity. Therefore, it is important to understand the biosynthesis of C2 substituents. In this study, we describe the biosynthesis of C2 moieties in sp.
View Article and Find Full Text PDFA recently bioinformatic analysis of genomic sequences of fungi indicated that fungi are able to produce more secondary metabolites than expected. Despite their potency, many biosynthetic pathways are silent in the absence of specific culture conditions or chemical cues. To access cryptic metabolism, 108 fungal strains isolated from various sites were cultured with or without sp.
View Article and Find Full Text PDFThe pluramycin family of antibiotics comprises angucycline compounds derived from actinomycetes that possess anticancer and antibacterial properties. Pluramycins are structurally characterized by two aminoglycosides linked by a carbon-carbon bond next to the γ-pyrone angucycline backbone. Kidamycins (3, 4) and rubiflavins (6-9) were screened through liquid chromatography-mass spectrometry analysis of the crude extracts of Streptomyces sp.
View Article and Find Full Text PDFA new secondary metabolite, ulleungdolin (), was isolated from the co-culture of an actinomycete, sp. 13F051, and a fungus, 15S071. Based on the NMR, UV, and MS data, it was deduced that the planar structure of comprised an isoindolinone (IsoID) with an octanoic acid, a tripeptide, and a sugar.
View Article and Find Full Text PDFTwo new polyketide glycosides jejuketomycins A (1) and B (2), were isolated from a culture of sp. KCB15JA151. Their chemical structures including the absolute configurations were determined by detailed analyses of the NMR and HRMS data and ECD calculations and spectral data.
View Article and Find Full Text PDFTwo new fusicoccane-type diterpenoids, streptooctatins A (1) and B (2), together with a known compound cyclooctatin (3) were isolated from Streptomyces sp. KCB17JA11. The structures of 1 and 2 were determined by analyzing spectroscopic and spectrometric data from 1D and 2D NMR and HRESIMS experiments.
View Article and Find Full Text PDFThree new trichostatin analogues, ulleunganilines A-C (-), and seven known trichostatins (-) were isolated from cultures of sp. 13F051. NMR, UV, and MS data indicated that the planar structures of - consisted of modified side chains in the trichostatic acid moiety.
View Article and Find Full Text PDFA chemical investigation of a culture extract from a soil-derived Streptomyces sp. RK88-1441 led to the isolation and characterization of two new glycosylated anthraquinones, aturanosides A (1) and B (2), and a new anthraquinone derivative, aturanocin (3). The structures of these compounds were elucidated by detailed NMR and MS spectroscopic analyses.
View Article and Find Full Text PDFJ Antibiot (Tokyo)
August 2018
Four new compounds, phomalichenones A-D (1-4), and seven known compounds (5-11) were isolated from the cultures of an endolichenic fungus Phoma sp. EL002650. Their structures were determined by the analysis of their spectroscopic data (NMR and MS).
View Article and Find Full Text PDFTwo new cyclic peptides, pentaminomycins A (1) and B (2), were isolated from cultures of Streptomyces sp. RK88-1441. Based on the interpretation of the NMR, UV, IR, and MS data, the planar structures of 1 and 2 were elucidated as cyclic pentapeptides with a modified amino acid residue, N-hydroxyarginine (N5-OH-Arg).
View Article and Find Full Text PDFTwo new metabolites, diorcinolic acid (1) and β-d-glucopyranosyl aspergillusene A (8), together with six diphenylethers (2-7), a diketopiperazine (9), a chromone (10) and a xanthone (11) were isolated from the fungus Aspergillus sydowii derived from the marine sponge Stelletta sp. The planar structures and their relative configurations were elucidated by analysing 1D, 2D NMR and HRESIMS data. Compound 8 is the first glycoside of phenolic bisabolane sesquiterpenes.
View Article and Find Full Text PDFTwo new phenylspirodrimane derivatives, stachybotrysin (1) and stachybotrylactone B (2), were isolated from the cultures of the marine-derived fungus Stachybotrys sp. KCB13F013. The structures were determined by analyzing the spectroscopic data (1D and 2D NMR and MS) and chemical transformation, including the modified Mosher's method and single-crystal X-ray structure analysis.
View Article and Find Full Text PDFTwelve metabolites, including five highly oxygenated azaphilones, geumsanols A-E, along with seven known analogues were isolated from Penicillium sp. KCB11A109, a fungus derived from a ginseng field. Their structures were assigned by spectroscopic means (NMR and MS), and stereochemistries were determined by extensive spectroscopic analyses ((1)H-(1)H coupling constants, NOESY, and HETLOC) and chemical derivatizations (modified Mosher's method and acetonide formation).
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