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Molecules 2014, 19(5), 5478-5489; doi:10.3390/molecules19055478
Article

Mixed Antimony(V) Complexes with Different Sugars to Modulate the Oral Bioavailability of Pentavalent Antimonial Drugs

1,†, 1,†, 1, 2, 2 and 1,*
Received: 5 December 2013; in revised form: 15 April 2014 / Accepted: 24 April 2014 / Published: 28 April 2014
(This article belongs to the Section Organic Synthesis)
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Abstract: Previous studies have shown that the association of the drug meglumine antimoniate (MA) with β-cyclodextrin can improve its bioavailability by the oral route. In this work, ribose and maltose were investigated for their ability to form mixed or association complexes with MA, release MA and modulate the serum levels of Sb after oral administration in mice. Analysis of the MA/ribose composition by high performance liquid chromatography coupled to mass spectrometry (LCMS-IT-TOF) revealed the presence of mixed meglumine-Sb-ribose and Sb-ribose complexes. Analysis of the MA/maltose composition suggested the formation of MA-maltose association compounds. Circular dichroism characterization of these compositions following dilution in water at 37 °C suggested a partial and slow dissociation of the association compounds. When the MA/ribose composition was administered orally and compared to MA, the serum concentration of Sb was significantly lower after 1 h and greater after 3 h. On the other hand, the MA/maltose composition showed similar serum Sb concentration after 1 h and higher level of Sb after 3 h, when compared to MA. In conclusion, the present study has demonstrated the formation of mixed or association complexes of MA with sugars, such as maltose and ribose, which promoted sustained serum level of Sb after oral administration.
Keywords: pentavalent antimonial drugs; meglumine antimoniate; leishmaniasis; maltose; ribose; cyclodextrin; oral pentavalent antimonial drugs; meglumine antimoniate; leishmaniasis; maltose; ribose; cyclodextrin; oral
This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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MDPI and ACS Style

Ferreira, W.A.; Islam, A.; Andrade, A.P.S.; Fernandes, F.R.; Frézard, F.; Demicheli, C. Mixed Antimony(V) Complexes with Different Sugars to Modulate the Oral Bioavailability of Pentavalent Antimonial Drugs. Molecules 2014, 19, 5478-5489.

AMA Style

Ferreira WA, Islam A, Andrade APS, Fernandes FR, Frézard F, Demicheli C. Mixed Antimony(V) Complexes with Different Sugars to Modulate the Oral Bioavailability of Pentavalent Antimonial Drugs. Molecules. 2014; 19(5):5478-5489.

Chicago/Turabian Style

Ferreira, Weverson A.; Islam, Arshad; Andrade, Aretha P.S.; Fernandes, Flaviana R.; Frézard, Frédéric; Demicheli, Cynthia. 2014. "Mixed Antimony(V) Complexes with Different Sugars to Modulate the Oral Bioavailability of Pentavalent Antimonial Drugs." Molecules 19, no. 5: 5478-5489.


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