Docking and physico-chemical properties of alpha- and beta-cyclodextrin complex containing isopulegol: a comparative study

作者：Menezes Paula dos Passos; Azevedo Doria Grace Anne; de Souza Araujo Adriano Antunes; Hipolito Sousa Bruna Maria; Quintans Junior Lucindo Jose; Lima Rafaely Nascimento; Alves Pericles Barreto; Souza Carvalho Flavio Machado; Bezerra Daniel Pereira; Bezerra Mendonca Junior Francisco Jaime; Scotti Luciana; Scotti Marcus Tullius; da Silva Gabriel Francisco; de Aquino Thiago Mendonca; Sabino Adilson Rodrigues; Tabosa do Egito Eryvaldo Socrates; Serafini Mairim Russo^*

来源：Journal of Inclusion Phenomena and Macrocyclic Chemistry, 2016, 85(3-4): 341-354.

DOI：10.1007/s10847-016-0633-0

• Cyclodextrin
• Inclusion complexes
• Isopulegol
• Monoterpenoid

Isopulegol (ISOP) is a monoterpenoid alcohol presented in the essential oils of several plants that possesses therapeutic properties The aim of this work was prepare samples with ISOP and alpha- and beta-cyclodextrins (alpha- and beta-CD) through three different methods: physical mixture, paste method (PC) and slurry complexation (SC). In order to evaluate the formation of inclusion complexes, the techniques of differential scanning calorimetry, thermogravimetry/derivative thermogravimetry, fourier transform infrared spectroscopy, X-ray diffractometry (XRD), gas chromatography-mass spectrometry analyses (GC/MS), docking, nuclear magnetic resonance and scanning electron microscopy were considered. The analyses of the alpha-CD or beta-CD/ISOP revealed the formation of a complex mainly through the PC and SC methods for alpha-CD and beta-CD, respectively. XRD diffraction characteristics presented formation of a trend to new solid phase, which suggested the formation of inclusion complexes. The GC/MS demonstrated that the PC method was the best one to form complexation with alpha-CD (48.8 %). Concerning beta-CD, the SC method exhibited the strongest complexation (68.3 %). Furthermore, the molecular theoretical docking study demonstrated that alpha-CD/ISOP inclusion complex formed a more stable complex than did the beta-CD/ISOP inclusion complex.

• 出版日期2016-8