Biological Activities of Cyclic and Acyclic B-Type Laxaphycins in SH-SY5Y Human Neuroblastoma Cells

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ID: 119423
2020
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Abstract
Laxaphycins are a family of non-ribosomal lipopeptides that have been isolated from several cyanobacteria. Some of these compounds have presented cytotoxic activities, but their mechanism of action is poorly understood. In this work, the already described laxaphycins B and B3, and acyclolaxaphycins B and B3 were isolated from the marine cyanobacteria Anabaena torulosa. Moreover, two new acyclic compounds, [des-(Ala4-Hle5)] acyclolaxaphycins B and B3, were purified from the herviborous gastropod Stylocheilus striatus, with this being the first description of biotransformed laxaphycins. The structure of these new compounds was elucidated, together with the absolute configuration of acyclolaxaphycins B and B3. The bioactivities of the six peptides were determined in SH-SY5Y human neuroblastoma cells. Laxaphycins B and B3 were cytotoxic (IC50: 1.8 and 0.8 µM, respectively) through the induction of apoptosis. In comparison, acyclic laxaphycins did not show cytotoxicity but affected mitochondrial functioning, so their effect on autophagy-related protein expression was analyzed, finding that acyclic peptides affected this process by increasing AMPK phosphorylation and inhibiting mTOR. This work confirms the pro-apoptotic properties of cyclic laxaphycins B and is the first report indicating the effects on autophagy of their acyclic analogs. Moreover, gastropod-derived compounds presented ring opening and amino-acids deletion, a biotransformation that had not been previously described.
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botana2020marinebiological Use this key to autocite in the manuscript while using SciMatic Manuscript Manager or Thesis Manager
Authors Rebeca Alvariño,Eva Alonso,Louis Bornancin,Isabelle Bonnard,Nicolas Inguimbert,Bernard Banaigs,Luis M. Botana;Rebeca Alvariño;Eva Alonso;Louis Bornancin;Isabelle Bonnard;Nicolas Inguimbert;Bernard Banaigs;Luis M. Botana;
Journal Marine drugs
Year 2020
DOI
10.3390/md18070364
URL
https://sciprofiles.com/publication/view/1901b15cbc50bff3b1836114329c5824
Keywords
apoptosis autophagy cyanobacteria biotransformation laxaphycin

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