Hantzsch-Like Synthesis, DNA Photocleavage, DNA/BSA Binding, and Molecular Docking Studies of Bis(sulfanediyl)bis(tetrahydro-5-deazaflavin) Analogs Linked to Naphthalene Core
© 2022 Wiley-VHCA AG, Zurich, Switzerland..
The cyclocondensation reaction of aldehydes with dimedone and bis(6-aminopyrimidin-4-one) in acetic acid led to the formation of the corresponding bis(pyrimido[4,5-b]quinoline-4,6-diones) which are known as bis(sulfanediyl)bis(tetrahydro-5-deazaflavin) analogs in a single step. Also, bis(pyrimido[4,5-b]quinoline-4,6-diones) which are linked to naphthyl core via phenoxymethyl linkage is prepared. The interactions of the synthesized compounds with DNA and bovine serum albumin (BSA) were studied. Gel electrophoresis assay was used to show the capability of the compounds to photocleave the supercoiled pBR322 plasmid DNA in UV-A (365 nm). Besides, the most photocleavable compound, bis(tetrahydropyrimido[4,5-b]quinoline-4,6-dione) linked to pyridin-3-yl at position-5 exhibits good binding affinities toward CT-DNA and BSA as supported by UV/VIS spectral studies. In addition to the experimental findings, a molecular docking simulation was performed to collect detailed binding data for this compound to both biomolecules.
| Medienart: |
E-Artikel |
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| Erscheinungsjahr: |
2022 |
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| Erschienen: |
2022 |
| Enthalten in: |
Zur Gesamtaufnahme - volume:19 |
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| Enthalten in: |
Chemistry & biodiversity - 19(2022), 9 vom: 31. Sept., Seite e202100958 |
| Sprache: |
Englisch |
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| Beteiligte Personen: |
Ragheb, Mohamed A [VerfasserIn] |
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| Links: |
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| Anmerkungen: |
Date Completed 19.09.2022 Date Revised 19.09.2022 published: Print-Electronic Citation Status MEDLINE |
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| doi: |
10.1002/cbdv.202100958 |
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| funding: |
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| Förderinstitution / Projekttitel: |
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| 245 | 1 | 0 | |a Hantzsch-Like Synthesis, DNA Photocleavage, DNA/BSA Binding, and Molecular Docking Studies of Bis(sulfanediyl)bis(tetrahydro-5-deazaflavin) Analogs Linked to Naphthalene Core |
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| 520 | |a The cyclocondensation reaction of aldehydes with dimedone and bis(6-aminopyrimidin-4-one) in acetic acid led to the formation of the corresponding bis(pyrimido[4,5-b]quinoline-4,6-diones) which are known as bis(sulfanediyl)bis(tetrahydro-5-deazaflavin) analogs in a single step. Also, bis(pyrimido[4,5-b]quinoline-4,6-diones) which are linked to naphthyl core via phenoxymethyl linkage is prepared. The interactions of the synthesized compounds with DNA and bovine serum albumin (BSA) were studied. Gel electrophoresis assay was used to show the capability of the compounds to photocleave the supercoiled pBR322 plasmid DNA in UV-A (365 nm). Besides, the most photocleavable compound, bis(tetrahydropyrimido[4,5-b]quinoline-4,6-dione) linked to pyridin-3-yl at position-5 exhibits good binding affinities toward CT-DNA and BSA as supported by UV/VIS spectral studies. In addition to the experimental findings, a molecular docking simulation was performed to collect detailed binding data for this compound to both biomolecules | ||
| 650 | 4 | |a Journal Article | |
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| 650 | 4 | |a DNA photocleavage | |
| 650 | 4 | |a DNA/BSA binding | |
| 650 | 4 | |a bis(sulfanediyl)bis(tetrahydro-5-deazaflavin) | |
| 650 | 4 | |a molecular docking | |
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| 700 | 1 | |a Abdelwahab, Reham E |e verfasserin |4 aut | |
| 700 | 1 | |a Darweesh, Ahmed F |e verfasserin |4 aut | |
| 700 | 1 | |a Soliman, Marwa H |e verfasserin |4 aut | |
| 700 | 1 | |a Elwahy, Ahmed H M |e verfasserin |4 aut | |
| 700 | 1 | |a Abdelhamid, Ismail A |e verfasserin |4 aut | |
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