Experimental and theoretical evidence on the amoebicidal activity of synthesized tRNA-palmitic acid esters

Articles in Press

Document Type : Research Article

Authors

1 Department of Molecular Biology and Genetics, Science Faculty, Sivas Cumhuriyet University, Turkey.

2 Departments of Parasitology Sivas Cumhuriyet University School of Medicine, 58140 Sivas, Turkey

3 Science Faculty, Department of Chemistry, Cumhuriyet University, Sivas 58140, Turkey

Abstract

The study involved the synthesis of a tRNA-palmitic acid ester in dimethyl sulfoxide (DMSO; %20, v/v) and tert-butanol (%80, v/v). Incubation time and temperature were 24 h and 55oC, respectively. These conditions have been found to be optimal in the synthesis of monosaccharide-fatty acid esters in our three previous studies. Most of the synthesis material (89.19%) was identified by GC-MS as “phthalic acid, butyl undecyl ester”. This similarity might imply that the ester reaction took place between tRNA ribose unit(s) and carboxyl group of the palmitic acid. NMR (Nuclear Magnetic Resonance) was also used for the characterization of the ester product. However, results were not included because of the ambiguity of the interpretation between the experts, consulted, of NMR technology. The ester product (O1) exerted remarkable amoebicidal activity, at 4mg/ml, on the viability of trophozoites and cysts of Acanthamoeba castellanii. No live trophozoites or cysts could be detected after 24h and 72h of incubations, respectively. The study included all the necessary control experiments. The activities of the studied molecules against various Acanthamoeba castellanii proteins (PDB ID: 1PRQ and 6UX0), in crystal form, were compared, and ADME/T analysis was carried out.

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Iranian Journal of Chemistry and Chemical Engineering

Articles in Press, Accepted Manuscript
Available Online from 11 September 2023

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