Facile one-pot synthesis and in silico study of new heterocyclic scaffolds with 4-pyridyl moiety : Mechanistic insights and X-ray crystallographic elucidation
© 2024 The Authors..
4-Acetylpyridine 1 and malononitrile 2 were allowed to react in a 3MCRs with dimedone 3a or cyclohexa-1,3-dione 3b under reflux to afford 4-methyl-4-(pyridin-4-yl)-5,6,7,8-tetrahydro-4H-chromene derivatives 4a,b respectively. The mechanism of the reaction has been studied and the structures elucidated by analytical, spectral as well as X-ray crystallographic data. Heterocyclic compounds find widespread application in pharmaceutical and agrochemical products. Docking analyses were performed on the synthesized compounds to assess their binding modes with various amino acids of the target protein tubulin (PDB Code - 1SA0). The results indicated promising binding scores for compounds 4a and 4b, suggesting a strong affinity for the tubulin binding site. Finally, ADMET for the synthesized compounds 4a, 4b, 5, 8a and 8b were carried out. The drug likeness and pharmacokinetic properties of the prepared compounds were also evaluated. Notably, all of the novel compounds adhered to Lipinski's rule (Ro5) without any violations.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2024 |
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| Erschienen: |
2024 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:10 |
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| Enthalten in: |
Heliyon - 10(2024), 7 vom: 15. Apr., Seite e29221 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Abdelrazek, Fathy M [VerfasserIn] |
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| Links: |
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| Themen: |
4-Acetyl pyridine |
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| Anmerkungen: |
Date Revised 25.04.2024 published: Electronic-eCollection Citation Status PubMed-not-MEDLINE |
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| doi: |
10.1016/j.heliyon.2024.e29221 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| PPN (Katalog-ID): |
NLM371072565 |
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| 100 | 1 | |a Abdelrazek, Fathy M |e verfasserin |4 aut | |
| 245 | 1 | 0 | |a Facile one-pot synthesis and in silico study of new heterocyclic scaffolds with 4-pyridyl moiety |b Mechanistic insights and X-ray crystallographic elucidation |
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| 500 | |a Date Revised 25.04.2024 | ||
| 500 | |a published: Electronic-eCollection | ||
| 500 | |a Citation Status PubMed-not-MEDLINE | ||
| 520 | |a © 2024 The Authors. | ||
| 520 | |a 4-Acetylpyridine 1 and malononitrile 2 were allowed to react in a 3MCRs with dimedone 3a or cyclohexa-1,3-dione 3b under reflux to afford 4-methyl-4-(pyridin-4-yl)-5,6,7,8-tetrahydro-4H-chromene derivatives 4a,b respectively. The mechanism of the reaction has been studied and the structures elucidated by analytical, spectral as well as X-ray crystallographic data. Heterocyclic compounds find widespread application in pharmaceutical and agrochemical products. Docking analyses were performed on the synthesized compounds to assess their binding modes with various amino acids of the target protein tubulin (PDB Code - 1SA0). The results indicated promising binding scores for compounds 4a and 4b, suggesting a strong affinity for the tubulin binding site. Finally, ADMET for the synthesized compounds 4a, 4b, 5, 8a and 8b were carried out. The drug likeness and pharmacokinetic properties of the prepared compounds were also evaluated. Notably, all of the novel compounds adhered to Lipinski's rule (Ro5) without any violations | ||
| 650 | 4 | |a Journal Article | |
| 650 | 4 | |a 4-Acetyl pyridine | |
| 650 | 4 | |a And in silico ADMET | |
| 650 | 4 | |a Chromenes | |
| 650 | 4 | |a Cyclization | |
| 650 | 4 | |a Molecular docking studies | |
| 650 | 4 | |a X-ray crystallography | |
| 700 | 1 | |a Zaki, Magdi E A |e verfasserin |4 aut | |
| 700 | 1 | |a Al-Hussain, Sami A |e verfasserin |4 aut | |
| 700 | 1 | |a Farag, Basant |e verfasserin |4 aut | |
| 700 | 1 | |a Hebishy, Ali M |e verfasserin |4 aut | |
| 700 | 1 | |a Abdelfattah, Mohamed S |e verfasserin |4 aut | |
| 700 | 1 | |a Hassan, Safaa M |e verfasserin |4 aut | |
| 700 | 1 | |a El-Farargy, Ahmed F |e verfasserin |4 aut | |
| 700 | 1 | |a Iovkova, Lyuba |e verfasserin |4 aut | |
| 700 | 1 | |a Mross, David |e verfasserin |4 aut | |
| 700 | 1 | |a Gomha, Sobhi M |e verfasserin |4 aut | |
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