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. 2021 Oct 18;11:20627. doi: 10.1038/s41598-021-99974-7

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© The Author(s) 2021

Open Access This article is licensed under a Creative Commons Attribution 4.0 International License, which permits use, sharing, adaptation, distribution and reproduction in any medium or format, as long as you give appropriate credit to the original author(s) and the source, provide a link to the Creative Commons licence, and indicate if changes were made. The images or other third party material in this article are included in the article's Creative Commons licence, unless indicated otherwise in a credit line to the material. If material is not included in the article's Creative Commons licence and your intended use is not permitted by statutory regulation or exceeds the permitted use, you will need to obtain permission directly from the copyright holder. To view a copy of this licence, visit http://creativecommons.org/licenses/by/4.0/.

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(a) Structures of racemic lead structure 2 and enantiomers (S_p)-2 and (R_p)-2. (b) Dose–response study of the two enantiomers. Animals were treated in triplicates with the indicated concentration of the isomers for 30 min. Nematocyst discharge was recorded by counting the fraction of artemia (out of ten) caught by each polyp after 15 min. The compound concentration is shown in the log scale. Colored areas correspond to standard deviation. IC50 values were determined by fitting logistic functions to the average inhibition (dashed lines) and solving them for 50% inhibition. (c) Competition between compound 2 isomers and STM. Complete prey capture inhibition by 50 µM STM was partly neutralized by adding the enantiomers (S_p)-2 and (R_p)-2. The neutralizing effect was more pronounced in the low micromolar concentration range and stronger for (R_p)-2. Animals were treated in triplicates with the indicated concentration of the isomers in combination with 50 µM STM for 30 min. Prey capture was recorded as in the primary screen. STM by itself completely inhibited prey capture at 50 µM.