Bioactivity and Structural Properties of Novel Synthetic Analogues of the Protozoan Toxin Climacostol.

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ID: 16120
2019
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Abstract
Climacostol (5-[(2)-non-2-en-1-yl]benzene-1,3-diol) is a resorcinol produced by the protozoan for defence against predators. It exerts a potent antimicrobial activity against bacterial and fungal pathogens, inhibits the growth of several human and rodent tumour cells, and is now available by chemical synthesis. In this study, we chemically synthesized two novel analogues of climacostol, namely, 2-methyl-5 [(2)-non-2-en-1-yl]benzene-1,3-diol (AN1) and 5-[(2)-non-2-en-1-yl]benzene-1,2,3-triol (AN2), with the aim to increase the activity of the native toxin, evaluating their effects on prokaryotic and free-living protists and on mammalian tumour cells. The results demonstrated that the analogue bearing a methyl group (AN1) in the aromatic ring exhibited appreciably higher toxicity against pathogen microbes and protists than climacostol. On the other hand, the analogue bearing an additional hydroxyl group (AN2) in the aromatic ring revealed its ability to induce programmed cell death in protistan cells. Overall, the data collected demonstrate that the introduction of a methyl or a hydroxyl moiety to the aromatic ring of climacostol can effectively modulate its potency and its mechanism of action.
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Authors Buonanno, Federico;Catalani, Elisabetta;Cervia, Davide;Proietti Serafini, Francesca;Picchietti, Simona;Fausto, Anna Maria;Giorgi, Simone;Lupidi, Gabriele;Rossi, Federico Vittorio;Marcantoni, Enrico;Petrelli, Dezemona;Ortenzi, Claudio;
Journal Toxins
Year 2019
DOI
E42
URL
Keywords
food security consumer behavior organic foods sustainable consumption EEG social marketing neuromarketing behavioural change consumer neuroscience advertising effectiveness action/challenge/emotion-based marketing public health digital/social media advertisements antisaccade electrical brain stimulation oculomotor control online tdcs saccade

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