Complexes between methyltestosterone and β-cyclodextrin for application in aquaculture production

Lucas Bragança de Carvalho, Kepa Koldo Burusco, Carlos Jaime, Tiago Venâncio, Aline Ferreira Souza de Carvalho, Luis David Solis Murgas, Luciana de Matos Alves Pinto

Research output: Contribution to journalArticleResearchpeer-review

18 Citations (Scopus)

Abstract

© 2017 Elsevier Ltd The inclusion complexes between 17-α-methyltestosterone (MT) and β-cyclodextrin (bCD) were prepared and characterized in dissolution and solid phase. The complex promoted a sixfold increment in solubility of the hormone. It has a limited solubility and stoichiometry of 2:1 (bCD:MT) determined by DSC, NMR and solubility experiments, the association constant Ka = 2846 L mol−1 and complex fraction of 76% (assessed by DOSY-NMR, in (1:3) DMSO/D2O). The association constant obtained in water by the solubility isotherms is 7540 L mol−1. 2D-ROESY experiments indicate the intermolecular orientation (complete inclusion of the hormone in the cavity). Simulations by molecular dynamics agreed with the formation of the inclusion complex 2:1. Release tests showed the slower release for the complexes, with 50% for lyophilization and 56% for malaxation. These results clearly demonstrate the complexation of MT in bCD, which formulations are promising for further applications involving this steroid in aquaculture, both for sexual reversal and in technologies of hormone in water sequestration.
Original languageEnglish
Pages (from-to)386-393
JournalCarbohydrate Polymers
Volume179
DOIs
Publication statusPublished - 1 Jan 2018

Keywords

  • Aquaculture
  • Cyclodextrin
  • Hormonal sex reversal
  • Inclusion complex
  • Methyltestosterone
  • NMR

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