Skip to main content
Log in

Fluorescence Study of Imidazoquinoxalines

  • ORIGINAL ARTICLE
  • Published:
Journal of Fluorescence Aims and scope Submit manuscript

Abstract

The fluorescence properties of eleven novel derivatives based on the imidazo[1,2-a]quinoxaline structures have been studied. The absorption and emission spectra of these compounds have been recorded in dimethylsulfoxide solution. The phenyl substituting group on position 1 gives them particular properties thanks to the diverse hydroxy or methoxy decorating moieties, especially when they are multiplied or mixed. The investigated fluorescence auto-quenching revealed that the decreasing fluorescence intensity correlated only with the chemical structures of the aromatic compounds.

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

Similar content being viewed by others

References

  1. Haughland RP (2002) Handbook of fluorescent probes and research products. Molecular Probes, Pennsylvania State University

  2. Kobayashi H, Ogawa M, Alford R, Choyke PL, Urano Y (2010) Chem Rev 110:2620–2640

    Article  CAS  PubMed  PubMed Central  Google Scholar 

  3. Huo JP, Luo JC, Wu W, Xiong JF, Mo GZ, Wang ZY (2013) Ind Eng Chem Res 52:11850–11857

    Article  CAS  Google Scholar 

  4. Hunke B, Tauber A, Kraemer M, Klug G Blankophor GmbH and Co. US 8 920 605 B2

  5. Law KY (1993) Chem Rew 93:449–486

    Article  CAS  Google Scholar 

  6. Yang Y, Cohn P, Dyer AL, Eom SH, Reynolds J, Castellano RK, Xue J (2010) Chem Mater 22:3580–3582

    Article  CAS  Google Scholar 

  7. Rahimizadeh M, Pordel M, Bakavoli M, Esghi H (2010) Dyes Pigments 86:266–270

    Article  CAS  Google Scholar 

  8. Ou S, Lin Z, Duan C, Zhang H, Bai Z (2006) Chem Commun 42:4392–4394

    Article  Google Scholar 

  9. Kudo K, Momotake A, Kanna Y, Nishimra Y, Arai T (2011) Chem Comm 47:3867–3869

    Article  CAS  PubMed  Google Scholar 

  10. Moarbess G, Deleuze-Masquefa C, Bonnard V, Gayraud-Paniagua S, Vidal JR, Bressolle F, Pinguet F, Bonnet PA (2008) Bioorg. Med Chem 16:6601–6610

    Article  CAS  Google Scholar 

  11. Deleuze-Masquefa C, Moarbess G, Khier S, David N, Gayraud-Paniagua S, Bressolle F, Pinguet F, Bonnet PA (2009) Eur. J Med Chem 44:3406–3411

    Article  CAS  Google Scholar 

  12. Khier S, Deleuze-Masquefa C, Moarbess G, Gattacceca F, Margout D, Solassol I, Cooper JC, Pinguet F, Bonnet PA, Bressolle F (2010) Eur J Pharm Sci 39:23–29

    Article  CAS  PubMed  Google Scholar 

  13. Masquefa C, Bonnet PA, Cuq P, Patinote C WO 2016107895 A1

  14. Zhao B, Rong YZ, Huang XH, Shen JS (2007) Bioorg Med Chem Lett 17:4942–4946

    Article  CAS  PubMed  Google Scholar 

  15. Jain S, Diwan A, Sardana S (2015) Int J Pharm Sci Rev Res 35:16–21

    CAS  Google Scholar 

  16. Zghaib Z, Guichou JF, Vappiani J, Bec N, Hadj-Kaddour K, Vincent LA, Paniagua-Gayraud S, Larroque C, Moarbess G, Cuq P, Kassab I, Deleuze-Masquefa C, Diab-Assaf M, Bonnet PA (2016) Bioorg. Med Chem 24(11):2433–2440

    Article  CAS  Google Scholar 

  17. Ma Y, Yang C, Li N, Yang X (2005) Talenta 67:979–983

    Article  CAS  Google Scholar 

  18. Dong WJ, Song JP, Dong C, Choi MMF (2010) Chin Chem Lett 21:346–348

    Article  CAS  Google Scholar 

  19. Anbazhagan V, Kandavelu V, Kathiravan A, Renganathan R (2008) Journal of photochemistry and photobiology. A: Chemistry 193:204–212

    CAS  Google Scholar 

Download references

Acknowledgements

We would like to thank the Société d’Accélération du Transfert de Technologies (SATT AxLR) for financial support for Dr. Cindy Patinote. We also thank the team Cellular Pharmacology from the IBMM directed by Dr. Jean-Louis Banères for technical support with UV and fluorescence spectra recording.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Cindy Patinote.

Additional information

Cindy Patinote and Kamel Hadj-Kaddour contribute equally to this work.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Patinote, C., Hadj-Kaddour, K., Damian, M. et al. Fluorescence Study of Imidazoquinoxalines. J Fluoresc 27, 1607–1611 (2017). https://doi.org/10.1007/s10895-017-2097-z

Download citation

  • Received:

  • Accepted:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10895-017-2097-z

Keywords

Navigation