All higher plants produce polyphenols, for defence against above-ground herbivory. These polyphenols also influence the soil micro- and macro-fauna that break down plant leaf litter. Polyphenols therefore indirectly affect the fluxes of soil nutrients and, ultimately, carbon turnover and ecosystem functioning in soils. It is unknown how earthworms, the major component of animal biomass in many soils, cope with high-polyphenol diets. Here, we show that earthworms possess a class of unique surface-active metabolites in their gut, which we term ‘drilodefensins’. These compounds counteract the inhibitory effects of polyphenols on earthworm gut enzymes, and high-polyphenol diets increase drilodefensin concentrations in both laboratory and field populations. This shows that drilodefensins protect earthworms from the harmful effects of ingested polyphenols. We have identified the key mechanism for adaptation to a dietary challenge in an animal group that has a major role in organic matter recycling in soils worldwide.

Three series of new cyclic sulfones have been prepared by a one-pot multi-component reaction (MCR) starting from the readily available dihydro-2H-thiopyran-3(4H)-one-1,1-dioxide. The in silico screening of the synthesized compounds revealed their high anti-inflammatory, antiarthritic, antiasthmatic and antiallergic potential coupled with the strong probability levels of cystinyl aminopeptidase inhibition. The key structures were confirmed by 2D NMR techniques.

We have studied the chemical composition and antibacterial profile of ethanolic extract of Punica granatum L. (Lythraceae) on strains of microorganisms in vitro. Analysis using GC-MS showed 5-hydroxymethylfurfural (36.6%), D-sucrose (23.2%), sorbitol (6.7%), palmitic acid β-monoglyceride (5.6%), 2-furancarboxaldehyde (3.5%) and β-D-glucopyranose (3.3%) as the major components of the title extract. The experiment revealed a positive antibacterial effect of extracts obtained from P. granatum on 14 strains specifically Enterobacteriaceae microorganisms (Escherichia coli, Enterobacter aegorenеs, Proteus vulgaris, Serratia marcescens, Klebsiella pneumonia), Listeriaceae (Listeria ivanovi, L. іnnocua, L. monocytogenes) and yeasts from the family Saccharomycetaceae (Candida albicans). Our study showed that in many cases these extracts more intensively affect multi-resistant strains of microorganisms than macrolide antibiotic azithromycin and is therefore a source of molecules to be exploited in medicine or by the pharmaceutical industry. The investigated extracts of P. granatum can be recommended for further in-depth research against poly-resistant strains of the above-mentioned microorganisms. Effective drugs perform a leading role in providing stable veterinary well-being of livestock and healthcare of the population. The present study showed that the studied plant species more intensively affects multi-resistant strains of microorganisms than sodium salt of azithromycin. Lethal concentration (LC50) of ethanol extract from pomegranate for Paramecium caudatum Ehr. equaled 0.3%. Death of 100% of nematode larvae of Strongyloides papillosus (Ihle) was recorded during 24 h exposition in 20% extract of P. granatum peel.

A new four-step synthesis of 3,4- and 3,6-dihydro-2H-thiopran-1,1-dioxides from dihydro-2H-thiopyran-3(4H)-one is reported. The title compounds are synthesized starting with oxidation of the ketone with a 30% aqueous solution of hydrogen peroxide in a mixture of AcOH-Ac₂O. The keto group is then reduced by sodium borohydride followed by mesylation and elimination of methanesulfonic acid under basic conditions (pyridine for 3,4-isomer and aqueous NaOH for 3,6-isomer). This sequence is simpler, than previously known methods, uses cheaper and more readily available reagents, and leads to 2H-thiopran-1,1-dioxides on multigram scale with 64% and 74% total yields, respectively. The structure and purity of the compounds were confirmed by 2D NMR and GCMS methods. The proposed method expands the means to access functionalized cyclic sulfones as building blocks in the synthesis of combinatorial libraries of new biologically active compounds.