Cyclocreatine, an anticancer and neuroprotective agent. Spectroscopic, structural and theoretical study

REINALDO PIS DIEZ; C.A. FRANCA; B.S. PARAJÓN COSTA; O.E. PIRO; E.E. CASTELLANO; A.C. GONZÁLEZ BARÓ

JOURNAL OF MOLECULAR STRUCTURE

ELSEVIER SCIENCE BV

Año: 2010 vol. 975 p. 303 - 309

0022-2860

The structural, spectroscopic and theoretical study of cyclocreatine (1-carboxymethyl-2-iminoimidazolidine,CyCre) has been performed prompted by the biological relevance of the molecule and its potentialrole as a ligand in biometalic compounds. The crystal structure of CyCre has been determined by X-raydiffraction methods. The compound crystallizes as a zwitterion in the monoclinic system, space groupP21/c. The crystal is further stabilized by a network of N–H  O bonds. Infrared and Raman spectra ofthe solid, electronic spectra of aqueous solutions at different pH values and 1H and 13C NMR spectra havebeen recorded and analyzed. Band assignments were accomplished with the help of theoretical calculations.Optimized molecular geometries, harmonic vibrational frequencies and molecular electrostaticpotentials were calculated using methods based on the density functional theory