Study on the spectral and inclusion properties of a sensitive dye, 3-naphthyl-1-phenyl-5-(5-fluoro-2-nitrophenyl)-2-pyrazoline, in solvents and β-cyclodextrin

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Abstract

3-Naphthyl-1-phenyl-5-(5-fluoro-2-nitrophenyl)-2-pyrazoline (NPFP), a fluorogenic probe and its derivative NPFP-Phenylephrine were synthesized and their absorption and fluorescence properties were recorded in solvents of varying polarity. Spectroscopic studies reveal that, the solvatochromic behavior of the compounds depend not only on the polarity but also on the hydrogen-bonding properties of the solvents. The effects of β-cyclodextrin on the fluorescence properties of both compounds were studied. It was found that there is an enhancement in the fluorescence intensity of labeled drug (NPFP-Phenylephrine) in the presence of β-cyclodextrin. In the present study, the molecular motions of NPFP-Phenylephrine embedded in a β-cyclodextrin cavity have been investigated by fluorescence techniques in steady-state and time resolved modes.

Original languageEnglish
Pages (from-to)661-671
Number of pages11
JournalSpectrochimica Acta - Part A: Molecular and Biomolecular Spectroscopy
Volume136
Issue numberPB
DOIs
Publication statusPublished - Feb 5 2015

Fingerprint

Cyclodextrins
Phenylephrine
Coloring Agents
Dyes
Fluorescence
dyes
inclusions
fluorescence
polarity
Hydrogen Bonding
Hydrogen bonds
drugs
Derivatives
cavities
augmentation
probes
hydrogen
Pharmaceutical Preparations

Keywords

  • Charge-transfer character
  • Fluorescence anisotropy
  • Pyrazoline
  • Solvent effect
  • Synthesis
  • β-cyclodextrin

ASJC Scopus subject areas

  • Instrumentation
  • Atomic and Molecular Physics, and Optics
  • Analytical Chemistry
  • Spectroscopy
  • Medicine(all)

Cite this

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title = "Study on the spectral and inclusion properties of a sensitive dye, 3-naphthyl-1-phenyl-5-(5-fluoro-2-nitrophenyl)-2-pyrazoline, in solvents and β-cyclodextrin",
abstract = "3-Naphthyl-1-phenyl-5-(5-fluoro-2-nitrophenyl)-2-pyrazoline (NPFP), a fluorogenic probe and its derivative NPFP-Phenylephrine were synthesized and their absorption and fluorescence properties were recorded in solvents of varying polarity. Spectroscopic studies reveal that, the solvatochromic behavior of the compounds depend not only on the polarity but also on the hydrogen-bonding properties of the solvents. The effects of β-cyclodextrin on the fluorescence properties of both compounds were studied. It was found that there is an enhancement in the fluorescence intensity of labeled drug (NPFP-Phenylephrine) in the presence of β-cyclodextrin. In the present study, the molecular motions of NPFP-Phenylephrine embedded in a β-cyclodextrin cavity have been investigated by fluorescence techniques in steady-state and time resolved modes.",
keywords = "Charge-transfer character, Fluorescence anisotropy, Pyrazoline, Solvent effect, Synthesis, β-cyclodextrin",
author = "Beena Varghese and Al-Busafi, {Saleh N.} and Suliman, {Fakhreldin O.} and Al-Kindy, {Salma M Z}",
year = "2015",
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AU - Varghese, Beena

AU - Al-Busafi, Saleh N.

AU - Suliman, Fakhreldin O.

AU - Al-Kindy, Salma M Z

PY - 2015/2/5

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N2 - 3-Naphthyl-1-phenyl-5-(5-fluoro-2-nitrophenyl)-2-pyrazoline (NPFP), a fluorogenic probe and its derivative NPFP-Phenylephrine were synthesized and their absorption and fluorescence properties were recorded in solvents of varying polarity. Spectroscopic studies reveal that, the solvatochromic behavior of the compounds depend not only on the polarity but also on the hydrogen-bonding properties of the solvents. The effects of β-cyclodextrin on the fluorescence properties of both compounds were studied. It was found that there is an enhancement in the fluorescence intensity of labeled drug (NPFP-Phenylephrine) in the presence of β-cyclodextrin. In the present study, the molecular motions of NPFP-Phenylephrine embedded in a β-cyclodextrin cavity have been investigated by fluorescence techniques in steady-state and time resolved modes.

AB - 3-Naphthyl-1-phenyl-5-(5-fluoro-2-nitrophenyl)-2-pyrazoline (NPFP), a fluorogenic probe and its derivative NPFP-Phenylephrine were synthesized and their absorption and fluorescence properties were recorded in solvents of varying polarity. Spectroscopic studies reveal that, the solvatochromic behavior of the compounds depend not only on the polarity but also on the hydrogen-bonding properties of the solvents. The effects of β-cyclodextrin on the fluorescence properties of both compounds were studied. It was found that there is an enhancement in the fluorescence intensity of labeled drug (NPFP-Phenylephrine) in the presence of β-cyclodextrin. In the present study, the molecular motions of NPFP-Phenylephrine embedded in a β-cyclodextrin cavity have been investigated by fluorescence techniques in steady-state and time resolved modes.

KW - Charge-transfer character

KW - Fluorescence anisotropy

KW - Pyrazoline

KW - Solvent effect

KW - Synthesis

KW - β-cyclodextrin

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