Investigations of Antioxidant and Anti-Cancer Activities of 5-Aminopyrazole Derivatives Article Swipe
Federica Rapetti
,
Andrea Spallarossa
,
Eleonora Russo
,
Debora Caviglia
,
Carla Villa
,
Bruno Tasso
,
Maria Grazia Signorello
,
Camillo Rosano
,
Erika Iervasi
,
Marco Ponassi
,
Chiara Brullo
·
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.3390/molecules29102298
YOU?
·
· 2024
· Open Access
·
· DOI: https://doi.org/10.3390/molecules29102298
To further extend the structure-activity relationships (SARs) of 5-aminopyrazoles (5APs) and identify novel compounds able to interfere with inflammation, oxidative stress, and tumorigenesis, 5APs 1–4 have been designed and prepared. Some chemical modifications have been inserted on cathecol function or in aminopyrazole central core; in detail: (i) smaller, bigger, and more lipophilic substituents were introduced in meta and para positions of catechol portion (5APs 1); (ii) a methyl group was inserted on C3 of the pyrazole scaffold (5APs 2); (iii) a more flexible alkyl chain was inserted on N1 position (5APs 3); (iv) the acylhydrazonic linker was moved from position 4 to position 3 of the pyrazole scaffold (5APs 4). All new derivatives 1–4 have been tested for radical scavenging (DPPH assay), anti-aggregating/antioxidant (in human platelets) and cell growth inhibitory activity (MTT assay) properties. In addition, in silico pharmacokinetics, drug-likeness properties, and toxicity have been calculated. 5APs 1 emerged to be promising anti-proliferative agents, able to suppress the growth of specific cancer cell lines. Furthermore, derivatives 3 remarkably inhibited ROS production in platelets and 5APs 4 showed interesting in vitro radical scavenging properties. Overall, the collected results further confirm the pharmaceutical potentials of this class of compounds and support future studies for the development of novel anti-proliferative and antioxidant agents.
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- Type
- article
- Language
- en
- Landing Page
- https://doi.org/10.3390/molecules29102298
- https://www.mdpi.com/1420-3049/29/10/2298/pdf?version=1715679980
- OA Status
- gold
- Cited By
- 2
- References
- 57
- Related Works
- 10
- OpenAlex ID
- https://openalex.org/W4396894743
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Raw OpenAlex JSON
- OpenAlex ID
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https://openalex.org/W4396894743Canonical identifier for this work in OpenAlex
- DOI
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https://doi.org/10.3390/molecules29102298Digital Object Identifier
- Title
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Investigations of Antioxidant and Anti-Cancer Activities of 5-Aminopyrazole DerivativesWork title
- Type
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articleOpenAlex work type
- Language
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enPrimary language
- Publication year
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2024Year of publication
- Publication date
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2024-05-14Full publication date if available
- Authors
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Federica Rapetti, Andrea Spallarossa, Eleonora Russo, Debora Caviglia, Carla Villa, Bruno Tasso, Maria Grazia Signorello, Camillo Rosano, Erika Iervasi, Marco Ponassi, Chiara BrulloList of authors in order
- Landing page
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https://doi.org/10.3390/molecules29102298Publisher landing page
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https://www.mdpi.com/1420-3049/29/10/2298/pdf?version=1715679980Direct link to full text PDF
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YesWhether a free full text is available
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goldOpen access status per OpenAlex
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https://www.mdpi.com/1420-3049/29/10/2298/pdf?version=1715679980Direct OA link when available
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Chemistry, Antioxidant, DPPH, MTT assay, Stereochemistry, Cell growth, In vitro, Alkyl, Biochemistry, Pharmacology, Organic chemistry, BiologyTop concepts (fields/topics) attached by OpenAlex
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2Total citation count in OpenAlex
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2025: 1, 2024: 1Per-year citation counts (last 5 years)
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57Number of works referenced by this work
- Related works (count)
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10Other works algorithmically related by OpenAlex
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| abstract_inverted_index.1–4 | 24, 113 |
| abstract_inverted_index.alkyl | 83 |
| abstract_inverted_index.chain | 84 |
| abstract_inverted_index.class | 194 |
| abstract_inverted_index.core; | 43 |
| abstract_inverted_index.group | 68 |
| abstract_inverted_index.human | 124 |
| abstract_inverted_index.moved | 97 |
| abstract_inverted_index.novel | 12, 205 |
| abstract_inverted_index.vitro | 179 |
| abstract_inverted_index.(5APs) | 9 |
| abstract_inverted_index.(SARs) | 6 |
| abstract_inverted_index.assay) | 132 |
| abstract_inverted_index.cancer | 161 |
| abstract_inverted_index.extend | 2 |
| abstract_inverted_index.future | 199 |
| abstract_inverted_index.growth | 128, 158 |
| abstract_inverted_index.lines. | 163 |
| abstract_inverted_index.linker | 95 |
| abstract_inverted_index.methyl | 67 |
| abstract_inverted_index.showed | 176 |
| abstract_inverted_index.silico | 137 |
| abstract_inverted_index.tested | 116 |
| abstract_inverted_index.agents, | 153 |
| abstract_inverted_index.agents. | 209 |
| abstract_inverted_index.assay), | 121 |
| abstract_inverted_index.bigger, | 48 |
| abstract_inverted_index.central | 42 |
| abstract_inverted_index.confirm | 188 |
| abstract_inverted_index.detail: | 45 |
| abstract_inverted_index.emerged | 148 |
| abstract_inverted_index.further | 1, 187 |
| abstract_inverted_index.portion | 62 |
| abstract_inverted_index.radical | 118, 180 |
| abstract_inverted_index.results | 186 |
| abstract_inverted_index.stress, | 20 |
| abstract_inverted_index.studies | 200 |
| abstract_inverted_index.support | 198 |
| abstract_inverted_index.Overall, | 183 |
| abstract_inverted_index.activity | 130 |
| abstract_inverted_index.catechol | 61 |
| abstract_inverted_index.cathecol | 37 |
| abstract_inverted_index.chemical | 31 |
| abstract_inverted_index.designed | 27 |
| abstract_inverted_index.flexible | 82 |
| abstract_inverted_index.function | 38 |
| abstract_inverted_index.identify | 11 |
| abstract_inverted_index.inserted | 35, 70, 86 |
| abstract_inverted_index.position | 89, 99, 102 |
| abstract_inverted_index.pyrazole | 75, 106 |
| abstract_inverted_index.scaffold | 76, 107 |
| abstract_inverted_index.smaller, | 47 |
| abstract_inverted_index.specific | 160 |
| abstract_inverted_index.suppress | 156 |
| abstract_inverted_index.toxicity | 142 |
| abstract_inverted_index.addition, | 135 |
| abstract_inverted_index.collected | 185 |
| abstract_inverted_index.compounds | 13, 196 |
| abstract_inverted_index.inhibited | 168 |
| abstract_inverted_index.interfere | 16 |
| abstract_inverted_index.oxidative | 19 |
| abstract_inverted_index.platelets | 172 |
| abstract_inverted_index.positions | 59 |
| abstract_inverted_index.prepared. | 29 |
| abstract_inverted_index.promising | 151 |
| abstract_inverted_index.inhibitory | 129 |
| abstract_inverted_index.introduced | 54 |
| abstract_inverted_index.lipophilic | 51 |
| abstract_inverted_index.platelets) | 125 |
| abstract_inverted_index.potentials | 191 |
| abstract_inverted_index.production | 170 |
| abstract_inverted_index.remarkably | 167 |
| abstract_inverted_index.scavenging | 119, 181 |
| abstract_inverted_index.antioxidant | 208 |
| abstract_inverted_index.calculated. | 145 |
| abstract_inverted_index.derivatives | 112, 165 |
| abstract_inverted_index.development | 203 |
| abstract_inverted_index.interesting | 177 |
| abstract_inverted_index.properties, | 140 |
| abstract_inverted_index.properties. | 133, 182 |
| abstract_inverted_index.Furthermore, | 164 |
| abstract_inverted_index.substituents | 52 |
| abstract_inverted_index.aminopyrazole | 41 |
| abstract_inverted_index.drug-likeness | 139 |
| abstract_inverted_index.inflammation, | 18 |
| abstract_inverted_index.modifications | 32 |
| abstract_inverted_index.relationships | 5 |
| abstract_inverted_index.acylhydrazonic | 94 |
| abstract_inverted_index.pharmaceutical | 190 |
| abstract_inverted_index.tumorigenesis, | 22 |
| abstract_inverted_index.5-aminopyrazoles | 8 |
| abstract_inverted_index.pharmacokinetics, | 138 |
| abstract_inverted_index.anti-proliferative | 152, 206 |
| abstract_inverted_index.structure-activity | 4 |
| abstract_inverted_index.anti-aggregating/antioxidant | 122 |
| cited_by_percentile_year.max | 95 |
| cited_by_percentile_year.min | 90 |
| corresponding_author_ids | https://openalex.org/A5091202892 |
| countries_distinct_count | 1 |
| institutions_distinct_count | 11 |
| corresponding_institution_ids | https://openalex.org/I83816512 |
| sustainable_development_goals[0].id | https://metadata.un.org/sdg/3 |
| sustainable_development_goals[0].score | 0.6000000238418579 |
| sustainable_development_goals[0].display_name | Good health and well-being |
| citation_normalized_percentile.value | 0.64655828 |
| citation_normalized_percentile.is_in_top_1_percent | False |
| citation_normalized_percentile.is_in_top_10_percent | False |