دورية أكاديمية
Synthesis of Some Mono- and Disaccharide-Grafting Phthalazine Derivatives and Some New Se -Nucleoside Analogues: Antibacterial Properties, Quantum Chemical Calculations, and Cytotoxicity.
| العنوان: | Synthesis of Some Mono- and Disaccharide-Grafting Phthalazine Derivatives and Some New Se -Nucleoside Analogues: Antibacterial Properties, Quantum Chemical Calculations, and Cytotoxicity. |
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| المؤلفون: | El-Shamy IE; Chemistry Department, Faculty of Science, Fayoum University, Fayoum 63514, Egypt., Hleli E; Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 06 Prague, Czech Republic., Alsheikh AA; Department of Chemical Engineering, Faculty of Chemical and Petroleum Engineering, Albaath University, Homs 12574, Syria., Yawer MA; Department of Chemistry, Division of Science and Technology, University of Education Lahore, Lahore 32200, Pakistan., El-Hashash MA; Chemistry Department, Faculty of Science, Ain Shams University, Cairo 11566, Egypt., Dybal J; Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 06 Prague, Czech Republic., Abdel-Mohsen AM; Institute of Macromolecular Chemistry, Czech Academy of Sciences, Heyrovského nám. 2, 162 06 Prague, Czech Republic. |
| المصدر: | Molecules (Basel, Switzerland) [Molecules] 2022 Dec 30; Vol. 28 (1). Date of Electronic Publication: 2022 Dec 30. |
| نوع المنشور: | Journal Article |
| اللغة: | English |
| بيانات الدورية: | Publisher: MDPI Country of Publication: Switzerland NLM ID: 100964009 Publication Model: Electronic Cited Medium: Internet ISSN: 1420-3049 (Electronic) Linking ISSN: 14203049 NLM ISO Abbreviation: Molecules Subsets: MEDLINE |
| أسماء مطبوعة: | Original Publication: Basel, Switzerland : MDPI, c1995- |
| مواضيع طبية MeSH: | Nucleosides*/pharmacology , Anti-Bacterial Agents*/pharmacology, Models, Molecular ; Magnetic Resonance Spectroscopy ; Phthalazines/pharmacology ; Quantum Theory |
| مستخلص: | A highly efficient and versatile synthetic approach for the synthesis of 4-(pyren-1-ylmethyl)-1-(d-glycosyloxy) phthalazine nucleosides 11a , b , 13 , β - S- nucleosides 16 , 18 , 20 , and acyclo C- nucleosides 23a , b , 24 , 25 and 27a - f was described and fully characterized. Furthermore, a series of desired new nucleoside analogues containing Se of 4-(pyren-1-ylmethyl) phthalazine-1(2 H )-selenone 28 - 33 were synthesized. The structures of all reported compounds were confirmed by IR, 1 H-NMR, 13 C-NMR, MS and elemental analysis. All compounds have been screened for their antibacterial and antifungal activities. Maximum activity was shown by 20 and 33a comparable to the standard drugs with lower toxicity. The cytotoxicity of the selected compound was measured and evaluated. The energy gap between the highest occupied molecular orbital and lowest unoccupied molecular orbital was calculated using theoretical computations to reflect the chemical reactivity and kinetic stability of the synthesized compounds. Using density functional theory (DFT), electronic parameters such as the highest occupied and lowest unoccupied molecular orbitals (HOMO and LUMO) and the molecular electrostatic potential (MEPS) were calculated. On the basis of different studied structures, these properties were computed in order to elucidate the chemical reactivity and the kinetic stability. Obviously, the band gap energy (Eg) of structures studied reveals that the lowest band gap obtained for the structure 16 - a indicates that it has the highest chemical reactivity and lowest kinetic stability. |
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| فهرسة مساهمة: | Keywords: S-nucleosides; antibacterial; biocompatibility; mono/disaccharides; nucleoside analogues; quantum calculations |
| المشرفين على المادة: | 0 (Nucleosides) 0 (Anti-Bacterial Agents) 0 (Phthalazines) |
| تواريخ الأحداث: | Date Created: 20230108 Date Completed: 20230110 Latest Revision: 20230111 |
| رمز التحديث: | 20231215 |
| مُعرف محوري في PubMed: | PMC9822378 |
| DOI: | 10.3390/molecules28010317 |
| PMID: | 36615511 |
| قاعدة البيانات: | MEDLINE |
Full Text Finder | تدمد: | 1420-3049 |
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| DOI: | 10.3390/molecules28010317 |