Display options
Cite
Daoud S, Afifi FU, Al-Bakri AG, et al. Preparation, Physicochemical Characterization and Biological Evaluation of some Hesperidin Metal Complexes. Iran J Pharm Res. 2014;13(3):909-18
Daoud, S., Afifi, F. U., Al-Bakri, A. G., Kasabri, V., & Hamdan, I. I. (2014). Preparation, Physicochemical Characterization and Biological Evaluation of some Hesperidin Metal Complexes. Iranian journal of pharmaceutical research : IJPR, 13(3), 909-18.
Daoud, Safa, et al. "Preparation, Physicochemical Characterization and Biological Evaluation of some Hesperidin Metal Complexes." Iranian journal of pharmaceutical research : IJPR vol. 13,3 (2014): 909-18.
Daoud S, Afifi FU, Al-Bakri AG, Kasabri V, Hamdan II. Preparation, Physicochemical Characterization and Biological Evaluation of some Hesperidin Metal Complexes. Iran J Pharm Res. 2014;13(3):909-18. PMID: 25276191; PMCID: PMC4177651.
Copy Download .nbib Format: NLM
Share it on

Iran J Pharm Res. 2014;13(3):909-18.

Preparation, Physicochemical Characterization and Biological Evaluation of some Hesperidin Metal Complexes.

Iranian journal of pharmaceutical research : IJPR

Safa Daoud, Fatma U Afifi, Amal G Al-Bakri, Violet Kasabri, Imad I Hamdan

Affiliations

  1. Department of Pharmaceutical Sciences , Faculty of Pharmacy, University of Jordan, Amman, 11942, Jordan.
  2. Department of Pharmaceutics and Pharmaceutical Technology , Faculty of Pharmacy, University of Jordan, Amman, 11942, Jordan.
  3. Department of Biopharmaceutics and Clinical Pharmacy , Faculty of Pharmacy, University of Jordan, Amman, 11942, Jordan.

PMID: 25276191 PMCID: PMC4177651

Abstract

The ability of hesperidin (HP) to form complexes with five metals; cobalt, nickel, zinc, calcium and magnesium was investigated. The complexation was studied using U.V spectroscopic titration, in methanol as well as aqueous buffer solutions (physiological conditions). Potential complexes were studied by IR and NMR spectroscopy, melting point and their solubility were also evaluated. The interaction of HP and its metal complexes with DNA was investigated by U.V spectroscopy. HP and its potential complexes were also tested for their ability to inhibit alpha amylase and alpha glucosidase enzymes. The results indicated that HP can form 1:1 complexes with cobalt, nickel and zinc in methanolic solution but not in aqueous buffers. Both HP and its metal complexes were found to intercalate DNA, at physiological condition, with preference to GC rich sequences. HP-metal complexes appeared to have higher affinity towards poly A DNA than the free HP. Neither HP nor its complexes exhibited antimicrobial activity against Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa or Candida albicans. Results showed that HP has little inhibitory action on glucosidase and amylase enzymes with no obvious effect of complexation on the behavior of free HP. In conclusion HP was shown to form 1:complexes with the studied metal in methanol but not in aqueous buffer solutions. In presence of DNA however, complex formation in aqueous solutions seem to be encouraged with differential effect between the complexes and free HP.

Keywords: Biological activity; Chelation of polyphenols; Hesperidin; Metals

References

  1. J Nutr. 2001 Feb;131(2):235-41 - PubMed
  2. Eur J Clin Nutr. 1992 Sep;46(9):649-60 - PubMed
  3. J Med Chem. 2008 Jun 26;51(12):3555-61 - PubMed
  4. J Inorg Biochem. 2002 Sep 30;92(1):19-27 - PubMed
  5. Pharmazie. 2003 Mar;58(3):223-4 - PubMed
  6. Bioinorg Chem Appl. 2009;:347872 - PubMed
  7. DNA Cell Biol. 2008 Aug;27(8):433-42 - PubMed
  8. Phytomedicine. 2008 Jan;15(1-2):147-51 - PubMed
  9. Biosci Biotechnol Biochem. 2009 Dec;73(12):2779-82 - PubMed
  10. Farmaco. 1995 Sep;50(9):595-9 - PubMed
  11. J Nutr. 2006 Feb;136(2):404-8 - PubMed
  12. Phytother Res. 2001 Dec;15(8):655-69 - PubMed
  13. Res Exp Med (Berl). 1998 Aug;198(2):93-9 - PubMed
  14. J Nutr. 2003 Jun;133(6):1892-7 - PubMed
  15. J Biol Chem. 1948 May;174(1):31-5 - PubMed
  16. Molecules. 2007 Jul 09;12(7):1352-66 - PubMed
  17. Br J Nutr. 2009 Oct;102(7):976-84 - PubMed
  18. Pak J Biol Sci. 2008 Oct 15;11(20):2451-3 - PubMed
  19. J Pharm Biomed Anal. 2002 Aug 1;29(6):1005-14 - PubMed
  20. J Agric Food Chem. 2003 May 7;51(10):3024-8 - PubMed
  21. J Pharm Biomed Anal. 2007 Dec 21;45(5):706-13 - PubMed
  22. Pharmazie. 2004 Oct;59(10):799-801 - PubMed

Publication Types