Probing intermolecular interactions in a diethylcarbamazine citrate salt by fast MAS H-1 solid-state NMR spectroscopy and GIPAW calculations

Author(s)

Venancio, Tiago ^{[1, 2]} ; Oliveira, Lyege Magalhaes ^[2] ; Ellena, Javier ^[3] ; Boechat, Nubia ^[4] ; Brown, Steven P. ^[1]

Affiliation

^[1] Univ Warwick, Dept Phys, Coventry CV4 7AL, W Midlands - England

^[2] Univ Fed Sao Carlos, Dept Quim, Rodovia Washington Luis, Km 235, BR-13565905 Sao Carlos, SP - Brazil

^[3] Univ Sao Paulo, Inst Fis Sao Carlos, Av Trabalhador Sao Carlos 400, BR-13566590 Sao Carlos, SP - Brazil

^[4] Fundacao Oswaldo Cruz FioCruz, Inst Tecnol Farmacos Farmanguinhos, Rua Sizenando Nabuco 100, BR-21041250 Rio De Janeiro, RJ - Brazil

• Document type: Journal article
• Source: SOLID STATE NUCLEAR MAGNETIC RESONANCE; v. 87, p. 73-79, OCT 2017.
• Web of Science Citations: 4

Abstract

Fast magic-angle spinning (MAS) NMR is used to probe intermolecular interactions in a diethylcarbamazine salt, that is widely used as a treatment against adult worms of Wuchereria bancrofti which cause a common disease in tropical countries named filariasis. Specifically, a dihydrogen citrate salt that has improved thermal stability and solubility as compared to the free form is studied. One-dimensional H-1, C-13 and N-15 and two-dimensional H-1-C-13 and N-14-H-1 heteronuclear correlation NMR experiments under moderate and fast MAS together with GIPAW (CASTEP) calculations enable the assignment of the H-1, C-13 and N-14/N-15 resonances. A two-dimensional H-1-H-1 double-quantum (DQ) -single-quantum (SQ) MAS spectrum recorded with BaBa recoupling at 60 kHz MAS identifies specific proton-proton proximities associated with citrate-citrate and citrate-diethylcarbamazine intermolecular interactions. (AU)

• FAPESP's process: 09/13860-2 - Application of solid state nuclear magnetic resonance and chemometric tools to the characterization of polimorphism in drugs
• Grantee: Tiago Venancio
• Support Opportunities: Regular Research Grants
• FAPESP's process: 15/21708-7 - Characterization of supramolecular complexes of pharmaceutical solids by solid state NMR and computational approaches
• Grantee: Tiago Venancio
• Support Opportunities: Scholarships abroad - Research