Synthesis of novel fluorescent cyclohexenone derivatives and their partitioning study in ionic micellar media.
An approach is demonstrated toward the synthesis of four novel cyclohexenone derivatives (CDs) via a convenient route of Michael addition of ethyl acetoacetate. The molecular structures of CDs were confirmed by means of FT-IR, (1)H NMR, EIMS, UV and also by X-ray single crystal structure analysis. CDs are strongly fluorescent compounds and their fluorescent spectra exhibits intense violet fluorescence. To model the binding to biological membranes the behavior of CDs in micellar solutions of a cationic surfactant, cetyltrimethylammonium bromide (CTAB) and an anionic surfactant, sodium dodecylsulfate (SDS) has also been examined. The characteristics of partition and binding interactions of CDs with CTAB and SDS were investigated by UV-Visible and fluorescence spectroscopic techniques. Higher values of all mentioned interactions in case of CTAB, compared to SDS, indicate that there are greater interactions between the CDs and CTAB than with SDS.
Badshah
Amir
A
Department of Chemistry, Quaid-i-Azam University, 45320, Islamabad, Pakistan.
Nawaz
Saleem
S
Nazar
Muhammad Faizan
MF
Shah
Syed Sakhawat
SS
Hasan
Aurangzeb
A
D000077286:Cetrimonium; D002593:Cetrimonium Compounds / Q000737:chemistry; D004396:Coloring Agents / Q000138:chemical synthesis* / Q000737:chemistry; D007477:Ions; D009682:Magnetic Resonance Spectroscopy / Q000379:methods; D008823:Micelles; D012967:Sodium Dodecyl Sulfate / Q000737:chemistry; D021241:Spectrometry, Mass, Electrospray Ionization / Q000379:methods; D017550:Spectroscopy, Fourier Transform Infrared / Q000379:methods; D013501:Surface-Active Agents / Q000737:chemistry; D014965:X-Rays
D002593:Cetrimonium Compounds; D004396:Coloring Agents; D007477:Ions; D008823:Micelles; D013501:Surface-Active Agents; D012967:Sodium Dodecyl Sulfate; D000077286:Cetrimonium
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