Skip to main content
Log in

Synchronous Fluorescence Determination of Al3+ Using 3-Hydroxy-2-(4-Methoxy Phenyl)-4H-Chromen-4-One as a Fluorescent Probe

  • Original Article
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

A simple synchronous fluorescent chemosensor 3-hydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one (3-HC) has been synthesized for the selective analysis of Al3+. On the addition of Al3+, 3-HC displayed a redshift with a change in wavelength of emission maximum from 436 to 465 nm along with enhancement in fluorescence intensity, which formed the basis for its sensitive detection. Under optimized conditions, 3-HC was applied for the determination of Al3+ in the concentration range of 1 × 10–7-1 × 10–6 M. The limit of detection (LOD) and limit of quantification (LOQ) values were found out to be 1.69 × 10–8 and 5.07 × 10–8 M respectively. Further, the developed method was applied for the analysis of Al3+ in real water samples (tap water, bottled water, and tube well water) which showed good recovery values in the range of 95–99.7% with RSD less than 4%.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Scheme 1
Fig. 1
Fig. 2
Fig. 3
Fig. 4
Fig. 5

Similar content being viewed by others

Availability of Data and Material

All the data associated with this research has been presented in this paper.

References

  1. Kaur A et al (2014) Nano molar detection of Al 3+ in aqueous medium and acidic soil using chromone based fluorescent organic nanoparticles (FONPs). Anal Methods 6(21):8752–8759

    Article  CAS  Google Scholar 

  2. Maya S et al (2016) Multifaceted effects of aluminium in neurodegenerative diseases: A review. Biomed Pharmacother 83:746–754

    Article  CAS  Google Scholar 

  3. Capriello T et al (2019) Effects of aluminium and cadmium on hatching and swimming ability in developing zebrafish. Chemosphere 222:243–249

    Article  CAS  Google Scholar 

  4. Frankowski M, Zioła-Frankowska A, Siepak J (2010) New method for speciation analysis of aluminium fluoride complexes by HPLC–FAAS hyphenated technique. Talanta 80(5):2120–2126

    Article  CAS  Google Scholar 

  5. Ma Y-H et al (2010) A new aluminum (III)-selective potentiometric sensor based on N, N′-propanediamide bis (2-salicylideneimine) as a neutral carrier. Mater Sci Eng C 30(1):209–213

    Article  CAS  Google Scholar 

  6. Xia D-H et al (2019) Detection of atmospheric corrosion of aluminum alloys by electrochemical probes: theoretical analysis and experimental tests. J Electrochem Soc 166(12):B1000

    Article  CAS  Google Scholar 

  7. Bhogal S et al (2020) Core-shell structured molecularly imprinted materials for sensing applications. TrAC Trends Anal Chem 116043

  8. Bhogal S et al (2019) Surface molecularly imprinted carbon dots based core-shell material for selective fluorescence sensing of ketoprofen. J Fluoresc 29(1):145–154

    Article  CAS  Google Scholar 

  9. Malešev D, Kuntić V (2007) Investigation of metal-flavonoid chelates and the determination of flavonoids via metal-flavonoid complexing reactions. J Serb Chem Soc 72(10):921–939

    Article  Google Scholar 

  10. Keri RS et al (2014) Chromones as a privileged scaffold in drug discovery: A review. Eur J Med Chem 78:340–374

    Article  CAS  Google Scholar 

  11. Zhang H et al (2012) Spiralisones A-D: acylphloroglucinol hemiketals from an Australian marine brown alga. Zonaria Spiralis Organic & Biomolecular Chemistry 10(48):9671–9676

    Article  CAS  Google Scholar 

  12. Raj T et al (2009) Mechanism of unusual formation of 3-(5-phenyl-3H-[1, 2, 4] dithiazol-3-yl) chromen-4-ones and 4-oxo-4H-chromene-3-carbothioic acid N-phenylamides and their antimicrobial evaluation. Eur J Med Chem 44(8):3209–3216

    Article  CAS  Google Scholar 

  13. Medeiros P et al (2016) Raman microspectroscopy for probing the impact of a dietary antioxidant on human breast cancer cells. Food Funct 7(6):2800–2810

    Article  CAS  Google Scholar 

  14. Maicheen C et al (2013) Synthesis, topoisomerase I inhibitory and cytotoxic activities of chromone derivatives. Med Chem 9(3):329–339

    Article  CAS  Google Scholar 

  15. Legoabe LJ, Petzer A, Petzer JP (2012) Selected C7-substituted chromone derivatives as monoamine oxidase inhibitors. Bioorg Chem 45:1–11

    Article  CAS  Google Scholar 

  16. Gül DŞ, Ogutcu H, Hayvalı Z (2020) Investigation of photophysical behaviours and antimicrobial activity of novel benzo-15-crown-5 substituted coumarin and chromone derivatives. J Mol Struct 1204:127569

  17. Khanna R et al (2015) Absorption and fluorescent studies of 3-hydroxychromones. J Fluoresc 25(5):1159–1163

    Article  CAS  Google Scholar 

  18. Rohman MA et al (2019) Specific solvent effect on the photophysical behavior of substituted chromones: A combined fluorescence. DFT and MD study Chemical Physics 517:67–79

    CAS  Google Scholar 

  19. Bhardwaj S, Maurya N, Singh AK (2018) Chromone based fluorescent organic nanoparticles for high-precision in-situ sensing of Cu2+ and CN− ions in 100% aqueous solutions. Sens Actuators B Chem 260:753–762

    Article  CAS  Google Scholar 

  20. Gupta VK, Mergu N, Singh AK (2014) Fluorescent chemosensors for Zn2+ ions based on flavonol derivatives. Sens Actuators B Chem 202:674–682

    Article  CAS  Google Scholar 

  21. Gharpure M et al (2012) Synthesis and biological evaluation of 3-hydroxy-2-phenyl-4H-chromen-4 ones. Int J Knowl Eng 3:148–150

    Google Scholar 

  22. Li C-R et al (2016) A chromone-derived Schiff-Base ligand as Al 3+ turn on fluorescent sensor: synthesis and spectroscopic properties. J Fluoresc 26(1):345–353

    Article  CAS  Google Scholar 

  23. Jakubek M et al (2017) Water soluble chromone Schiff base derivatives as fluorescence receptor for aluminium (III). Supramol Chem 29(1):1–7

    Article  CAS  Google Scholar 

  24. Fan L et al (2014) A chromone Schiff-base as Al (III) selective fluorescent and colorimetric chemosensor. J Lumin 155:84–88

    Article  CAS  Google Scholar 

  25. Grazul M, Budzisz E (2009) Biological activity of metal ions complexes of chromones, coumarins and flavones. Coord Chem Rev 253(21–22):2588–2598

    Article  CAS  Google Scholar 

  26. Tian L et al (2019) A novel chromone derivative as dual probe for selective sensing of Al (III) by fluorescent and Cu (II) by colorimetric methods in aqueous solution. Journal of Photochemistry and Photobiology A: Chemistry 382:111955

  27. Pang B-J, Li C-R, Yang Z-Y (2018) A novel chromone and rhodamine derivative as fluorescent probe for the detection of Zn (II) and Al (III) based on two different mechanisms. Spectrochim Acta Part A Mol Biomol Spectrosc 204:641–647

    Article  CAS  Google Scholar 

Download references

Acknowledgements

SB, PS, PR, and AKM are thankful to the UGC-SAP and the Chemistry Department, Punjabi University, Patiala, for providing lab and instrument facilities. KK is thankful to Mata Gujri College, Fatehgarh Sahib, Punjab, for providing lab facilities.

Funding

The authors did not receive support from any organization for the submitted work and have no financial or non- financial interests to disclose.

Author information

Authors and Affiliations

Authors

Contributions

Shikha Bhogal: Conceptualization, Methodology, Data curation, Writing-original draft, Visualization, Validation. Promila Sharma: Conceptualization, Methodology, Data curation, Writing-original draft, Visualization, Validation. Pooja Rani: Conceptualization, Methodology, Data curation, Writing-original draft, Visualization, Validation. Kuldeep Kaur: Investigation, Methodology, Project Administration, Resources, Software, Supervision, Validation, Visualization, Writing-review and editing. Ashok Kumar Malik: Project administration, Investigation, Supervision, Writing-review and editing. All authors read and approved the final manuscript.

Corresponding author

Correspondence to Kuldeep Kaur.

Ethics declarations

Ethics Approval

Not applicable.

Consent to Participate

Not applicable.

Consent for Publication

Not applicable.

Conflicts of Interest

The authors have no conflicts of interest.

Additional information

Publisher's Note

Springer Nature remains neutral with regard to jurisdictional claims in published maps and institutional affiliations.

Supplementary Information

Below is the link to the electronic supplementary material.

Supplementary file1 (DOCX 432 KB)

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Bhogal, S., Sharma, P., Rani, P. et al. Synchronous Fluorescence Determination of Al3+ Using 3-Hydroxy-2-(4-Methoxy Phenyl)-4H-Chromen-4-One as a Fluorescent Probe. J Fluoresc 32, 359–367 (2022). https://doi.org/10.1007/s10895-021-02855-5

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-021-02855-5

Keywords

Navigation