Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infection
Abstract The main objective of the present study was to determine the protolytic and coordination properties of two bioactive cannabinoid acids (cannabidiolic acid and cannabigerolic acid) in ethyl alcohol-water mixture (50/50, v/v). The complexation properties of these acids with copper(II) and zin...
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Nature Portfolio
2025-05-01
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| Online Access: | https://doi.org/10.1038/s41598-025-03442-5 |
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| author | Magdalena Woźniczka Marek Pająk Manas Sutradhar Mirosława Świątek Beata Pasternak Adília Januário Charmier Ewelina Namiecińska Weronika Gonciarz |
| author_facet | Magdalena Woźniczka Marek Pająk Manas Sutradhar Mirosława Świątek Beata Pasternak Adília Januário Charmier Ewelina Namiecińska Weronika Gonciarz |
| author_sort | Magdalena Woźniczka |
| collection | DOAJ |
| description | Abstract The main objective of the present study was to determine the protolytic and coordination properties of two bioactive cannabinoid acids (cannabidiolic acid and cannabigerolic acid) in ethyl alcohol-water mixture (50/50, v/v). The complexation properties of these acids with copper(II) and zinc(II) ions were determined by potentiometric and ESI–MS methods. UV–Vis absorption spectra for the copper(II) systems confirmed the speciation models with one type of complex indicating coordination with completely deprotonated dinegative ligand molecule. The occurrence of precipitation at lower pH values limited the ability to determine complexes under these conditions. The research also aimed to identify potential biological and medicinal applications of cannabinoid acids and their complexes with zinc(II). The ability of these compounds to influence the growth of human Hs68 skin fibroblasts and AGS gastric adenocarcinoma cells was investigated. Furthermore, these structures were tested against Helicobacter pylori strains, one of the factors promoting gastric cancer development. At concentrations that were not-toxic to healthy cells (after dilution of the solutions, the composition of the ethanol/water mixture was approximately 1/99, v/v), the ligands exhibited bacterial inhibitory activity and cytotoxic properties against AGS cancer cells. Zinc(II) complexes, on the other hand, being biologically safe for all cells, had strong antibacterial properties, both inhibitory and bactericidal. |
| format | Article |
| id | doaj-art-be2d69cd4d8a43b7a1b1ad8c69b980d8 |
| institution | OA Journals |
| issn | 2045-2322 |
| language | English |
| publishDate | 2025-05-01 |
| publisher | Nature Portfolio |
| record_format | Article |
| series | Scientific Reports |
| spelling | doaj-art-be2d69cd4d8a43b7a1b1ad8c69b980d82025-08-20T02:00:01ZengNature PortfolioScientific Reports2045-23222025-05-0115111310.1038/s41598-025-03442-5Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infectionMagdalena Woźniczka0Marek Pająk1Manas Sutradhar2Mirosława Świątek3Beata Pasternak4Adília Januário Charmier5Ewelina Namiecińska6Weronika Gonciarz7Department of Physical and Biocoordination Chemistry, Faculty of Pharmacy, Medical University of LodzDepartment of Physical and Biocoordination Chemistry, Faculty of Pharmacy, Medical University of LodzFaculdade de Engenharia, Universidade Lusófona — Centro Universitário de LisboaDepartment of Physical and Biocoordination Chemistry, Faculty of Pharmacy, Medical University of LodzDepartment of Organic Chemistry, Faculty of Chemistry, University of LodzFaculdade de Engenharia, Universidade Lusófona — Centro Universitário de LisboaDepartment of Cosmetic Raw Materials Chemistry, Faculty of Pharmacy, Medical University of LodzDepartment of Immunology and Infectious Biology, Institute of Microbiology, Biotechnology and Immunology, Faculty of Biology and Environmental Protection, University of LodzAbstract The main objective of the present study was to determine the protolytic and coordination properties of two bioactive cannabinoid acids (cannabidiolic acid and cannabigerolic acid) in ethyl alcohol-water mixture (50/50, v/v). The complexation properties of these acids with copper(II) and zinc(II) ions were determined by potentiometric and ESI–MS methods. UV–Vis absorption spectra for the copper(II) systems confirmed the speciation models with one type of complex indicating coordination with completely deprotonated dinegative ligand molecule. The occurrence of precipitation at lower pH values limited the ability to determine complexes under these conditions. The research also aimed to identify potential biological and medicinal applications of cannabinoid acids and their complexes with zinc(II). The ability of these compounds to influence the growth of human Hs68 skin fibroblasts and AGS gastric adenocarcinoma cells was investigated. Furthermore, these structures were tested against Helicobacter pylori strains, one of the factors promoting gastric cancer development. At concentrations that were not-toxic to healthy cells (after dilution of the solutions, the composition of the ethanol/water mixture was approximately 1/99, v/v), the ligands exhibited bacterial inhibitory activity and cytotoxic properties against AGS cancer cells. Zinc(II) complexes, on the other hand, being biologically safe for all cells, had strong antibacterial properties, both inhibitory and bactericidal.https://doi.org/10.1038/s41598-025-03442-5Cannabinoid acidsCopper(II) complexZinc(II) complexAnticancer activityHelicobacter pyloriStability constant |
| spellingShingle | Magdalena Woźniczka Marek Pająk Manas Sutradhar Mirosława Świątek Beata Pasternak Adília Januário Charmier Ewelina Namiecińska Weronika Gonciarz Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infection Scientific Reports Cannabinoid acids Copper(II) complex Zinc(II) complex Anticancer activity Helicobacter pylori Stability constant |
| title | Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infection |
| title_full | Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infection |
| title_fullStr | Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infection |
| title_full_unstemmed | Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infection |
| title_short | Complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by Helicobacter pylori infection |
| title_sort | complex forming properties of cannabinoid acids in a green solvent and bioassays focused on gastric disease caused by helicobacter pylori infection |
| topic | Cannabinoid acids Copper(II) complex Zinc(II) complex Anticancer activity Helicobacter pylori Stability constant |
| url | https://doi.org/10.1038/s41598-025-03442-5 |
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