Inclusion complex between β-cyclodextrin and hecogenin acetate produces superior analgesic effect in animal models for orofacial pain

Yasmim M B G Carvalho; Paula P Menezes; Bruna M H Sousa; Bruno S Lima; Igor A S Trindade; Mairim R Serafini; Erik W M Pereira; Marilia M Rezende; Jullyana S S Quintans; Lucindo J Quintans-Júnior; Celso V Nakamura; Edeildo F Silva-Júnior; Alessandre C Crispim; Thiago M Aquino; Adriano A S Araújo

doi:10.1016/j.biopha.2017.06.091

Inclusion complex between β-cyclodextrin and hecogenin acetate produces superior analgesic effect in animal models for orofacial pain

Biomed Pharmacother. 2017 Sep:93:754-762. doi: 10.1016/j.biopha.2017.06.091. Epub 2017 Jul 10.

Authors

Yasmim M B G Carvalho¹, Paula P Menezes², Bruna M H Sousa³, Bruno S Lima⁴, Igor A S Trindade⁵, Mairim R Serafini⁶, Erik W M Pereira⁷, Marilia M Rezende⁸, Jullyana S S Quintans⁹, Lucindo J Quintans-Júnior¹⁰, Celso V Nakamura¹¹, Edeildo F Silva-Júnior¹², Alessandre C Crispim¹³, Thiago M Aquino¹⁴, Adriano A S Araújo¹⁵

Affiliations

¹ Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil. Electronic address: [email protected].
² Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil. Electronic address: [email protected].
³ Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil. Electronic address: [email protected].
⁴ Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil. Electronic address: [email protected].
⁵ Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil. Electronic address: [email protected].
⁶ Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil. Electronic address: [email protected].
⁷ Department of Physiology, Federal University of Sergipe, São Cristóvão, SE, Brazil,. Electronic address: [email protected].
⁸ Department of Physiology, Federal University of Sergipe, São Cristóvão, SE, Brazil,. Electronic address: [email protected].
⁹ Department of Physiology, Federal University of Sergipe, São Cristóvão, SE, Brazil,. Electronic address: [email protected].
¹⁰ Department of Physiology, Federal University of Sergipe, São Cristóvão, SE, Brazil,. Electronic address: [email protected].
¹¹ Department of Basic Sciences, State University of Maringa, Maringá, Paraná, Brazil,. Electronic address: [email protected].
¹² Laboratory of Nuclear Magnetic Resonance, Institute of Chemistry and Biotechnology, Federal University of Alagoas, Maceió, Alagoas, Brazil. Electronic address: [email protected].
¹³ Laboratory of Nuclear Magnetic Resonance, Institute of Chemistry and Biotechnology, Federal University of Alagoas, Maceió, Alagoas, Brazil. Electronic address: [email protected].
¹⁴ Laboratory of Nuclear Magnetic Resonance, Institute of Chemistry and Biotechnology, Federal University of Alagoas, Maceió, Alagoas, Brazil. Electronic address: [email protected].
¹⁵ Department of Pharmacy, Federal University of Sergipe, São Cristóvão, Sergipe, Brazil. Electronic address: [email protected].

PMID: 28704800
DOI: 10.1016/j.biopha.2017.06.091

Abstract

Hecogenin acetate (HA) is a steroidal sapogenin-acetylated with pharmacological properties which have already been described in the literature such as, anti-inflammatory, anti-hyperalgesic and antinociceptive, but it has low solubility in aqueous media. Therefore, in an attempt to overcome this, we set out to create inclusion complexes between HA and b-cyclodextrin (b-CD) and evaluate the antinociceptive effects in the orofacial nociception in mice. The complexes were prepared using different methods in the molar ratios 1:1 and 1:2 and characterized physicochemically. The results of the physicochemical characterization elucidated inclusion complexes formation between b-CD and HA by freeze drying method in the molar ratio 1:2, which obtained a complexation efficiency of 92% and produced superior analgesic effect in animal models for orofacial pain at a lower dose when compared to HA alone.

Keywords: Antinociception; Cyclodextrin; Opioid; Steroidal sapogenin; pain.

MeSH terms

Analgesics / chemistry*
Analgesics / pharmacology*
Animals
Drug Compounding / methods
Facial Pain / drug therapy*
Freeze Drying / methods
Male
Mice
Models, Animal
Solubility
Spiro Compounds / chemistry*
Spiro Compounds / pharmacology*
Steroids / chemistry*
Steroids / pharmacology*
beta-Cyclodextrins / chemistry*
beta-Cyclodextrins / pharmacology*

Substances

Analgesics
Spiro Compounds
Steroids
beta-Cyclodextrins
hecogenin acetate