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Synthesis of Some Chromanone Derivatives and the Use of DNA in Evaluation of their Biological Activity

  • El-Sayed I. El-Desoky , Emad. M. El-Telbani and Mahmoud A. Hammad
Published/Copyright: June 2, 2014
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Zeitschrift für Naturforschung B
From the journal Zeitschrift für Naturforschung B Volume 53 Issue 8

Abstract

6-Formyl-7-hydroxy-5-methoxy-2-pentamethylenechromanone (2) was prepared from the naturally occurring “Visnagin” and condensed with benzil, o-phenylenediamine and 3,4-diaminobenzophenone to give the corresponding imidazolylchromanone derivatives 3-5. Knoevenagel reaction of compound 2 with different active methylene compounds afforded benzodipyranone derivatives 12a - c which may be considered as analogues to the naturally occurring “Xanthyletin and Graveolone Compounds”. The structural formula of the new compounds were established by using different methods for their preparation in addition to the instrumental analyses. Some compounds in this study were biologically evaluated for their ability to bind to DNA.

Keywords: Chromanone; Visnagin; Dibenzopyranone; Benzimidazole; Furochromone
Received: 1997-12-19
Published Online: 2014-6-2
Published in Print: 1998-8-1

© 1946 – 2014: Verlag der Zeitschrift für Naturforschung

Articles in the same Issue

  1. Variations in the Chain Structure of Cationic (Phosphine)gold(I) Dialkyldithiophosphate Complexes
  2. The Solution and Solid State Structure of L-Carnitine L-Tartrate
  3. Wechselwirkungen in Molekülkristallen, 143. ortho-Benzol-Derivate mit ineinander verzahnten Chlormethyl-und Methylamino-Substituenten: Strukturen und Rotationsenthalpie-Hyperflächen/ Interactions in M olecular Crystals, 143. ortho-Benzene Derivatives with M eshed Cogwheel Chlorom ethyl and Methylamino Substituents: Structures and Rotation Enthalpy Hypersurfaces
  4. Wechselwirkungen in Molekülkristallen, 144. ortho-Benzol-Derivate mit ineinander verzahnten Trimethylsilyl- Substituenten: Strukturvergleich mit Benzol-1,2-disulfonat-Salzen und Rotationsenthalpie-Hyperflächen/ Interactions in Molecular Crystals, 144, ortho-Benzene Derivatives with Meshed Cogwheel Trimethylsilyl Substituents: Structural Comparison with Benzene-1,2-disulfonate Salts and Rotation Enthalpy Hypersurfaces
  5. Kristallstruktur von Cs2[B6H5(SCN)]/ Crystal Structure of Cs2[B6H5(SCN)]
  6. Darstellung, spektroskopische Charakterisierung und Kristallstruktur von Dicyclopentadienylcobalt-hexahydro-closo-hexaborat [(C5H5)Co(C5H4)B6H5Hfac]/ Synthesis, Spectroscopic Characterization and Crystal Structure of Dicyclopentadienyl- cobalt-hexahydro-closo-hexaborate [(C5H5)Co(C5H4)B6H5Hfac]
  7. Kristallstrukturen, Schwingungsspektren und Normalkoordinaten- analysen von trans-[OsO2(ox)2]2– und trans-[OsO2(mal)2]2–/ Crystal Structures, Vibrational Spectra and Normal Coordinate Analyses of trans-[OsO2(ox)2]2– and trans -[OsO2(mal)2]2–
  8. Darstellung, 11B-und 19F-NMR-Spektren des Monofluoropentaiodo- closo-hexaboratanions sowie Kristallstruktur von (CH2Py2)[B6FI5]/ Synthesis, 11B and 19F NMR Spectra of the Monofluoropentaiodo-closo-hexaborate Anion and the Crystal Structure of (CH2Py2)[B6FI5]
  9. Synthesis and X-Ray Structure of 1,3,5-Tri(phenylethynyl)benzene
  10. Synthesis, IR and X-Ray Studies of Tetra(N,N′-tetraethyl-N″-benzoyl- phosphorictriamide)-tetra(μ-3-methoxo)-tetra(methanol)tetra-NickeI(II)
  11. A New Synthesis of Tetrakis(C-methyl)octakis(hydroxyethyl)calix[4]- resorcinarene via an Ethoxy-Tethered Trimethylsiloxy Precursor
  12. Kohlensäurebis(trimethylsilyl)ester: Spektroskopische Charakterisierung und verbesserte Darstellung/ The Bis(trimethylsilyl)ester of Carbonic Acid: Spectroscopic Characterization and Improved Preparation
  13. Photooxidation of Dicyanoaurate(I) Induced by Metal-to-Ligand Charge Transfer Excitation
  14. Halogeno(acylphenolato)cobalt(III)-Verbindungen mit Trimethylphosphan-Liganden/ Halogeno(acylphenolato)cobalt(III) Compounds Containing Trimethylphosphane Ligands
  15. Reaktion von [Co(But2PH)2I2] mit [Ru3(CO)12]: Synthese und Röntgenkristallstrukturanalyse von [Ru3(CO)6(μ-H)(μ-I)2(μ-PBut2)(But2PH)]/ Reaction of [Co(But2PH)2I2] with [Ru3(CO)12]: Synthesis and X-Ray Crystal Structure of [Ru3(CO)6(μ-H)(μ-I)2(μ-PBut2)(But2PH)]
  16. Crystal Structure and Spectroscopic Behaviour of a Binuclear Copper(II) Complex of Mefenamic Acid and Dimethylsulfoxide
  17. Electrochemical Study of Tricarbonyl(η6-cyclooctatetraene)metal(0) Complexes of the Group 6 Elements
  18. Zur Reaktion von 2,3-Dihydroimidazol-2-ylidenen mit Pentafluorpyridin: Carbene als Reaktionspartner in der nucleophilen aromatischen Substitution/ On the Reaction of 2,3-Dihydroimidazol-2-ylidenes with Pentafluoropyridine: Carbenes as Reactants in Nucleophilic Aromatic Substitution
  19. Über die Reaktion von Bis(t-butylamino)dimethylsilan mit Titantetrachlorid. Kristallstrukturen des Imido-Komplexes [TiCl2(N-CMe3)(H2 N-CMe3)(CH3CN)]2 und des Ketimido-Komplexes [TiCl3 {NC(Me)N(H)CMe3}(CH3CN)2]/ On the Reaction of Bis(t-butylamino)dimethylsilane with Titanium Tetrachloride. Crystal Structures of the Imido Complex [TiCl2(N-CMe3)(H2N-CMe3)(CH3CN)]2 and of the Ketimido Complex [TiCl3{NC(Me)N(H)CMe3}(CH3CN)2]
  20. Tuning the Steric and Electronic Properties of Chiral Rhenium Thiolate Complexes
  21. Zur Kristallstruktur von Ho2Se3/ On the Crystal Structure of Ho2Se3
  22. Metal Ion-Binding Properties in Aqueous Solution of the Nucleoside Analogue, 5,6-Dichloro-1-(β-ᴅ-ribofuranosyl)benzimidazole (DRB)
  23. Synthesis of Some Chromanone Derivatives and the Use of DNA in Evaluation of their Biological Activity
  24. [R2S-CH2-OTf]+ OTf– as a Reagent with an Optionally Mono-or Biselectrophilic Csp3 Center
  25. Notizen: Preparation, Structures and Optical Properties of [H3N(CH2)6NH3]BiX5 (X=I, Cl) and [H3N(CH2)6NH3]SbX5 (X=I, Br)
https://doi.org/10.1515/znb-1998-0823
Keywords for this article
Chromanone; Visnagin; Dibenzopyranone; Benzimidazole; Furochromone

Articles in the same Issue

  1. Variations in the Chain Structure of Cationic (Phosphine)gold(I) Dialkyldithiophosphate Complexes
  2. The Solution and Solid State Structure of L-Carnitine L-Tartrate
  3. Wechselwirkungen in Molekülkristallen, 143. ortho-Benzol-Derivate mit ineinander verzahnten Chlormethyl-und Methylamino-Substituenten: Strukturen und Rotationsenthalpie-Hyperflächen/ Interactions in M olecular Crystals, 143. ortho-Benzene Derivatives with M eshed Cogwheel Chlorom ethyl and Methylamino Substituents: Structures and Rotation Enthalpy Hypersurfaces
  4. Wechselwirkungen in Molekülkristallen, 144. ortho-Benzol-Derivate mit ineinander verzahnten Trimethylsilyl- Substituenten: Strukturvergleich mit Benzol-1,2-disulfonat-Salzen und Rotationsenthalpie-Hyperflächen/ Interactions in Molecular Crystals, 144, ortho-Benzene Derivatives with Meshed Cogwheel Trimethylsilyl Substituents: Structural Comparison with Benzene-1,2-disulfonate Salts and Rotation Enthalpy Hypersurfaces
  5. Kristallstruktur von Cs2[B6H5(SCN)]/ Crystal Structure of Cs2[B6H5(SCN)]
  6. Darstellung, spektroskopische Charakterisierung und Kristallstruktur von Dicyclopentadienylcobalt-hexahydro-closo-hexaborat [(C5H5)Co(C5H4)B6H5Hfac]/ Synthesis, Spectroscopic Characterization and Crystal Structure of Dicyclopentadienyl- cobalt-hexahydro-closo-hexaborate [(C5H5)Co(C5H4)B6H5Hfac]
  7. Kristallstrukturen, Schwingungsspektren und Normalkoordinaten- analysen von trans-[OsO2(ox)2]2– und trans-[OsO2(mal)2]2–/ Crystal Structures, Vibrational Spectra and Normal Coordinate Analyses of trans-[OsO2(ox)2]2– and trans -[OsO2(mal)2]2–
  8. Darstellung, 11B-und 19F-NMR-Spektren des Monofluoropentaiodo- closo-hexaboratanions sowie Kristallstruktur von (CH2Py2)[B6FI5]/ Synthesis, 11B and 19F NMR Spectra of the Monofluoropentaiodo-closo-hexaborate Anion and the Crystal Structure of (CH2Py2)[B6FI5]
  9. Synthesis and X-Ray Structure of 1,3,5-Tri(phenylethynyl)benzene
  10. Synthesis, IR and X-Ray Studies of Tetra(N,N′-tetraethyl-N″-benzoyl- phosphorictriamide)-tetra(μ-3-methoxo)-tetra(methanol)tetra-NickeI(II)
  11. A New Synthesis of Tetrakis(C-methyl)octakis(hydroxyethyl)calix[4]- resorcinarene via an Ethoxy-Tethered Trimethylsiloxy Precursor
  12. Kohlensäurebis(trimethylsilyl)ester: Spektroskopische Charakterisierung und verbesserte Darstellung/ The Bis(trimethylsilyl)ester of Carbonic Acid: Spectroscopic Characterization and Improved Preparation
  13. Photooxidation of Dicyanoaurate(I) Induced by Metal-to-Ligand Charge Transfer Excitation
  14. Halogeno(acylphenolato)cobalt(III)-Verbindungen mit Trimethylphosphan-Liganden/ Halogeno(acylphenolato)cobalt(III) Compounds Containing Trimethylphosphane Ligands
  15. Reaktion von [Co(But2PH)2I2] mit [Ru3(CO)12]: Synthese und Röntgenkristallstrukturanalyse von [Ru3(CO)6(μ-H)(μ-I)2(μ-PBut2)(But2PH)]/ Reaction of [Co(But2PH)2I2] with [Ru3(CO)12]: Synthesis and X-Ray Crystal Structure of [Ru3(CO)6(μ-H)(μ-I)2(μ-PBut2)(But2PH)]
  16. Crystal Structure and Spectroscopic Behaviour of a Binuclear Copper(II) Complex of Mefenamic Acid and Dimethylsulfoxide
  17. Electrochemical Study of Tricarbonyl(η6-cyclooctatetraene)metal(0) Complexes of the Group 6 Elements
  18. Zur Reaktion von 2,3-Dihydroimidazol-2-ylidenen mit Pentafluorpyridin: Carbene als Reaktionspartner in der nucleophilen aromatischen Substitution/ On the Reaction of 2,3-Dihydroimidazol-2-ylidenes with Pentafluoropyridine: Carbenes as Reactants in Nucleophilic Aromatic Substitution
  19. Über die Reaktion von Bis(t-butylamino)dimethylsilan mit Titantetrachlorid. Kristallstrukturen des Imido-Komplexes [TiCl2(N-CMe3)(H2 N-CMe3)(CH3CN)]2 und des Ketimido-Komplexes [TiCl3 {NC(Me)N(H)CMe3}(CH3CN)2]/ On the Reaction of Bis(t-butylamino)dimethylsilane with Titanium Tetrachloride. Crystal Structures of the Imido Complex [TiCl2(N-CMe3)(H2N-CMe3)(CH3CN)]2 and of the Ketimido Complex [TiCl3{NC(Me)N(H)CMe3}(CH3CN)2]
  20. Tuning the Steric and Electronic Properties of Chiral Rhenium Thiolate Complexes
  21. Zur Kristallstruktur von Ho2Se3/ On the Crystal Structure of Ho2Se3
  22. Metal Ion-Binding Properties in Aqueous Solution of the Nucleoside Analogue, 5,6-Dichloro-1-(β-ᴅ-ribofuranosyl)benzimidazole (DRB)
  23. Synthesis of Some Chromanone Derivatives and the Use of DNA in Evaluation of their Biological Activity
  24. [R2S-CH2-OTf]+ OTf– as a Reagent with an Optionally Mono-or Biselectrophilic Csp3 Center
  25. Notizen: Preparation, Structures and Optical Properties of [H3N(CH2)6NH3]BiX5 (X=I, Cl) and [H3N(CH2)6NH3]SbX5 (X=I, Br)
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