Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds
Impact Factor: 3.8
| Main Authors: | , , , , , |
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| Format: | info:eu-repo/semantics/publishedVersion |
| Language: | eng |
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2024
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| Subjects: | |
| Online Access: | http://hdl.handle.net/11086/552611 https://www.nature.com/articles/s41598-024-63639-y https://pubmed.ncbi.nlm.nih.gov/38902325/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11190268/ https://doi.org/10.1038/s41598-024-63639-y |
| _version_ | 1806011938147139584 |
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| author | Adessi, Tonino G. Wagner, Paula M. Bisogno, Fabricio R. Nicotra, Viviana E. Guido, Mario E. García, Manuela E. |
| author_facet | Adessi, Tonino G. Wagner, Paula M. Bisogno, Fabricio R. Nicotra, Viviana E. Guido, Mario E. García, Manuela E. |
| author_sort | Adessi, Tonino G. |
| collection | Repositorio Digital Universitario |
| description | Impact Factor: 3.8 |
| format | info:eu-repo/semantics/publishedVersion |
| id | rdu-unc.552611 |
| institution | Universidad Nacional de Cordoba |
| language | eng |
| publishDate | 2024 |
| record_format | dspace |
| spelling | rdu-unc.5526112024-07-08T06:22:15Z Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds Adessi, Tonino G. Wagner, Paula M. Bisogno, Fabricio R. Nicotra, Viviana E. Guido, Mario E. García, Manuela E. CNS cancer Medicinal chemistry Organic chemistry Secondary metabolism Impact Factor: 3.8 info:eu-repo/semantics/publishedVersion Fil: Adessi, Tonino G. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: Adessi, Tonino G. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales, Argentina. Fil: Adessi, Tonino G. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto Multidisciplinario de Biología Vegetal, Argentina Fil: Wagner, Paula M. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Biológica Ranwel Caputto, Argentina. Fil: Wagner, Paula M. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones en Química Biológica de Córdoba, Argentina. Fil: Bisogno, Fabricio R. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: Bisogno, Fabricio R. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina. Fil: Nicotra, Viviana E. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: Nicotra, Viviana E. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto Multidisciplinario de Biología Vegetal, Argentina. Fil: Guido, Mario E. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Biológica Ranwel Caputto, Argentina. Fil: Guido, Mario E. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones en Química Biológica de Córdoba, Argentina. Fil: García, Manuela E. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: García, Manuela E. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto Multidisciplinario de Biología Vegetal, Argentina. Natural products are an unsurpassed source of leading structures in drug discovery. The biosynthetic machinery of the producing organism offers an important source for modifying complex natural products, leading to analogs that are unattainable by chemical semisynthesis or total synthesis. In this report, through the combination of natural products chemistry and diversity-oriented synthesis, a diversity-enhanced extracts approach is proposed using chemical reactions that remodel molecular scaffolds directly on extracts of natural resources. This method was applied to subextract enriched in sesquiterpene lactones from Ambrosia tenuifolia (Fam. Asteraceae) using acid media conditions (p-toluenesulfonic acid) to change molecular skeletons. The chemically modified extract was then fractionated by a bioguided approach to obtain the pure compounds responsible for the anti-glioblastoma (GBM) activity in T98G cell cultures. Indeed, with the best candidate, chronobiological experiments were performed to evaluate temporal susceptibility to the treatment on GBM cell cultures to define the best time to apply the therapy. Finally, bioinformatics tools were used to supply qualitative and quantitative information on the physicochemical properties, chemical space, and structural similarity of the compound library obtained. As a result, natural products derivatives containing new molecular skeletons were obtained, with possible applications as chemotherapeutic agents against human GBM T98G cell cultures. info:eu-repo/semantics/publishedVersion Fil: Adessi, Tonino G. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: Adessi, Tonino G. Universidad Nacional de Córdoba. Facultad de Ciencias Exactas, Físicas y Naturales, Argentina. Fil: Adessi, Tonino G. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto Multidisciplinario de Biología Vegetal, Argentina Fil: Wagner, Paula M. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Biológica Ranwel Caputto, Argentina. Fil: Wagner, Paula M. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones en Química Biológica de Córdoba, Argentina. Fil: Bisogno, Fabricio R. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: Bisogno, Fabricio R. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto de Investigaciones en Físico-Química de Córdoba, Argentina. Fil: Nicotra, Viviana E. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: Nicotra, Viviana E. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto Multidisciplinario de Biología Vegetal, Argentina. Fil: Guido, Mario E. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas. Departamento de Química Biológica Ranwel Caputto, Argentina. Fil: Guido, Mario E. Consejo Nacional de Investigaciones Científicas y Técnicas. Centro de Investigaciones en Química Biológica de Córdoba, Argentina. Fil: García, Manuela E. Universidad Nacional de Córdoba. Facultad de Ciencias Químicas, Argentina. Fil: García, Manuela E. Consejo Nacional de Investigaciones Científicas y Técnicas. Instituto Multidisciplinario de Biología Vegetal, Argentina. 2024-07-08T02:03:42Z 2024-07-08T02:03:42Z 2024-06-20 article Adessi, T.G., Wagner, P.M., Bisogno, F.R. et al. Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds. Sci Rep 14, 14229 (2024). https://doi.org/10.1038/s41598-024-63639-y http://hdl.handle.net/11086/552611 2045-2322 https://www.nature.com/articles/s41598-024-63639-y https://pubmed.ncbi.nlm.nih.gov/38902325/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11190268/ https://doi.org/10.1038/s41598-024-63639-y eng Attribution-NonCommercial-NoDerivatives 4.0 International http://creativecommons.org/licenses/by-nc-nd/4.0/ |
| spellingShingle | CNS cancer Medicinal chemistry Organic chemistry Secondary metabolism Adessi, Tonino G. Wagner, Paula M. Bisogno, Fabricio R. Nicotra, Viviana E. Guido, Mario E. García, Manuela E. Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds |
| title | Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds |
| title_full | Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds |
| title_fullStr | Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds |
| title_full_unstemmed | Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds |
| title_short | Enhancing structural diversity through chemical engineering of Ambrosia tenuifolia extract for novel anti-glioblastoma compounds |
| title_sort | enhancing structural diversity through chemical engineering of ambrosia tenuifolia extract for novel anti glioblastoma compounds |
| topic | CNS cancer Medicinal chemistry Organic chemistry Secondary metabolism |
| url | http://hdl.handle.net/11086/552611 https://www.nature.com/articles/s41598-024-63639-y https://pubmed.ncbi.nlm.nih.gov/38902325/ https://www.ncbi.nlm.nih.gov/pmc/articles/PMC11190268/ https://doi.org/10.1038/s41598-024-63639-y |
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