Study of the Conformation of Bromated Guanidines with Potential Anti-Leishmania Activity

Leishmaniasis are neglected diseases that affect regions such as South Asia, South Africa and Latin America, less developed regions. Current treatment, for cutaneous, mucocutaneous and visceral leishmaniosis, which are the main forms of the disease, is based on the administration of pentavalent antimonial and amphotericin B. However, these drugs have low efficacy and high toxicity. For this reason, the search for new treatments for this disease is necessary, based on studies of new molecules and their conformations. The research proposed the conformational study of brominated guanidine compounds with potential antileishmanial activity using Nuclear Magnetic Resonance (NMR) and X-ray diffraction (XRD) techniques. The study involved two brominated molecules, LQOF-G35 and LQOF-G35-Br. The later was synthesized by the reaction of LQOF-G35 and NBS under IR irradiation at 120 Watts of potency and dichloromethane as solvent by 12-h of exposition. The obtained results demonstrated the efficiency of the bromination method, since two bromines atoms entered the molecule. Furthermore, NMR analysis show the occurrence of a Z to E con-formational change. This feature was well confirmed by comparative DRX study of the LQOF-G35 and LQOF-G35-Br compounds.