α-Pyrone derivatives, tetra/hexahydroxanthones, and cyclodepsipeptides from two freshwater fungi

El‐Elimat, Tamam; Raja, Huzefa A.; Day, Cyn­thia S.; McFeeters, Hana; McFeeters, Robert L.; Oberlies, Nicholas H.

doi:10.1016/j.bmc.2016.11.059

Cited by 23 publications

(21 citation statements)

References 38 publications

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“…They were selective and competitive receptor antagonists of the human NK 2 receptor [ 219 ]. Both Sch 217048 ( 346 ) and Sch 378161 ( 348 ) were also isolated from the freshwater fungus Clohesyomyces aquaticus [ 220 ].…”

Section: Cyclic Decadepsipeptidesmentioning

confidence: 99%

Structural Diversity and Biological Activities of Cyclic Depsipeptides from Fungi

et al. 2018

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Cyclic depsipeptides (CDPs) are cyclopeptides in which amide groups are replaced by corresponding lactone bonds due to the presence of a hydroxylated carboxylic acid in the peptide structure. These peptides sometimes display additional chemical modifications, including unusual amino acid residues in their structures. This review highlights the occurrence, structures and biological activities of the fungal CDPs reported until October 2017. About 352 fungal CDPs belonging to the groups of cyclic tri-, tetra-, penta-, hexa-, hepta-, octa-, nona-, deca-, and tridecadepsipeptides have been isolated from fungi. These metabolites are mainly reported from the genera Acremonium, Alternaria, Aspergillus, Beauveria, Fusarium, Isaria, Metarhizium, Penicillium, and Rosellina. They are known to exhibit various biological activities such as cytotoxic, phytotoxic, antimicrobial, antiviral, anthelmintic, insecticidal, antimalarial, antitumoral and enzyme-inhibitory activities. Some CDPs (i.e., PF1022A, enniatins and destruxins) have been applied as pharmaceuticals and agrochemicals.

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Section: Cyclic Decadepsipeptidesmentioning

confidence: 99%

Structural Diversity and Biological Activities of Cyclic Depsipeptides from Fungi

et al. 2018

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“…Moreover, the relative configuration of 6 was established to be 6R*, 7S*, 8R* and 11R* by X-ray crystallography using Mo Ka radiation (Figure 4). C-11, C-6 and C-10, OH-1 to C-2, C-13 and C-1 indicated that OH-1 and OH-11 were attached to C-1 and C-11, respectively [22,23]. Selected key correlations in the observed NMR spectrum are shown in Figure 3.…”

Section: Resultsmentioning

confidence: 96%

“…HMBC correlations from the O-methyl proton signal H 3 -15 to the carboxylic carbon C-14 confirmed that the O-methyl group was located at C-14. HMBC correlations from OH-11 to C-11, C-6 and C-10, OH-1 to C-2, C-13 and C-1 indicated that OH-1 and OH-11 were attached to C-1 and C-11, respectively [ 22 , 23 ]. Selected key correlations in the observed NMR spectrum are shown in Figure 3 .…”

Section: Resultsmentioning

confidence: 99%

Amycolachromones A–F, Isolated from a Streptomycin-Resistant Strain of the Deep-Sea Marine Actinomycete Amycolatopsis sp. WP1

Chen

Wang

et al. 2022

Marine Drugs

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In this study, a detailed chemical investigation of a streptomycin-resistant strain of the deep-sea marine, actinomycete Amycolatopsis sp. WP1, yielded six novel amycolachromones A–F (1–6), together with five known analogues (7–11). Amycolachromones A–B (1–2) possessed unique dimer skeletons. The structures and relative configurations of compounds 1–11 were elucidated by extensive spectroscopic data analyses combined with X-ray crystal diffraction analysis. Plausible biogenetic pathways of amycolachromones A–F were also proposed.

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“…Natural products from a variety of sources have been reported to have Pth1 inhibitory activity [16,26,27]. We identified a readily abundant, local natural product which demonstrated Pth1 inhibition, the ethanol extract from Salvinia minima .…”

Section: Resultsmentioning

confidence: 99%

Expedited isolation of natural product peptidyl-tRNA hydrolase inhibitors from a Pth1 affinity column

Sethi

Osier

Burks

et al. 2017

AIMS Molecular Science

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New antibiotics and new antibiotic targets are needed to counter the development of bacterial drug resistance that threatens to return the human population to the pre-antibiotic era. Bacterial peptidyl-tRNA hydrolase (Pth1) is a promising new antibiotic target in the early stages of development. While inhibitory activity has been observed in a variety of natural products, bioactive fractionation has been a bottleneck for inhibitor isolation. To expedite the isolation of inhibitory compounds from complex mixtures, we constructed a Pth1 affinity column and used it to isolate inhibitory compounds from crude natural products. Recombinantly produced S. typhimurium Pth1 was covalently attached to a column matrix and the inhibitory activity isolated from ethanol extracts of Salvinia minima. The procedure reported here demonstrates that isolation of Pth1 inhibitory compounds from complex natural product extracts can be greatly expedited over traditional bioactive fractionation, decreasing time and expense. The approach is generally applicable to Pth1s from other bacterial species and opens an avenue to advance and accelerate inhibitor development against this promising antimicrobial target.

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α-Pyrone derivatives, tetra/hexahydroxanthones, and cyclodepsipeptides from two freshwater fungi

Cited by 23 publications

References 38 publications

Structural Diversity and Biological Activities of Cyclic Depsipeptides from Fungi

Structural Diversity and Biological Activities of Cyclic Depsipeptides from Fungi

Amycolachromones A–F, Isolated from a Streptomycin-Resistant Strain of the Deep-Sea Marine Actinomycete Amycolatopsis sp. WP1

Expedited isolation of natural product peptidyl-tRNA hydrolase inhibitors from a Pth1 affinity column

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