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Ene-yne tetrahydrofurans from the sponge Xestospongia muta. exploiting a weak CD effect for assignment of configuration.
TLDR
Seven new brominated ene-yne tetrahydrofurans (THFs), mutafurans A-G, were isolated from the Bahamian sponge Xestospongia muta by interpretation of the Cotton effect arising from weak perturbation of an eno-yne chromophore by a propargylic THF ring.
Long-chain 2H-azirines with heterogeneous terminal halogenation from the marine sponge Dysidea fragilis.
Three new omega-halogenated long-chain 2H-azirines were isolated from the sponge Dysidea fragilis. Their structures revealed heterogeneity in both the composition of the terminal 1,1-dihalo-vinyl
Total synthesis of enigmazole A from Cinachyrella enigmatica. Bidirectional bond constructions with an ambident 2,4-disubstituted oxazole synthon.
The first total synthesis of the cytotoxic marine macrolide enigmazole A has been completed in 22 steps (longest linear sequence). The sensitive, densely functionalized 2,4-disubstituted oxazole
Addition of Cl2C: to (-)-O-menthyl acrylate under sonication-phase-transfer catalysis. Efficient synthesis of (+)- and (-)-(2-chlorocyclopropyl)methanol.
TLDR
The measured kinetic isotope effect suggests deprotonation of CHCl3 as the rate-limiting step, and no diastereoselectivity was observed, but one isomer was isolated pure by fractional crystallization.
Optimization of CoaD Inhibitors against Gram-Negative Organisms through Targeted Metabolomics.
TLDR
To facilitate lead optimization, mass spectroscopy assays were developed based on the hypothesis that levels of CoA metabolites would reflect the cellular enzymatic activity of CoaD, allowing for a nuanced understanding of the permeability and efflux liabilities of the series and helped guide optimization efforts to achieve measurable MICs against wild-type E. coli.
A Tetrachloro Polyketide Hexahydro-1H-isoindolone, Muironolide A from the Marine Sponge Phorbas sp. Natural Products at the Nanomole Scale.
Muironolide A, a new chemical entity with an unprecedented chlorinated hexahydro-1H-isoindolone skeleton, was isolated in only 90 μg yield from the same marine sponge, Phorbas sp. that also provide...
A tetrachloro polyketide hexahydro-1H-isoindolone, muironolide A, from the marine sponge Phorbas sp. natural products at the nanomole scale.
Muironolide A, a new chemical entity with an unprecedented chlorinated hexahydro-1H-isoindolone skeleton, was isolated in only 90 microg yield from the same marine sponge, Phorbas sp. that also
Discovery and Optimization of Phosphopantetheine Adenylyltransferase Inhibitors with Gram-Negative Antibacterial Activity.
In the preceding manuscript [ Moreau et al. 2018 , 10.1021/acs.jmedchem.7b01691 ] we described a successful fragment-based lead discovery (FBLD) strategy for discovery of bacterial phosphopantetheine
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