Document Report Card

ID: ALA5136964

Journal: RSC Med Chem

Title: Truncated S-MGBs: towards a parasite-specific and low aggregation chemotype.

Authors: Brooke DP, McGee LMC, Giordani F, Cross JM, Khalaf AI, Irving C, Gillingwater K, Shaw CD, Carter KC, Barrett MP, Suckling CJ, Scott FJ.

Abstract: This paper describes the design and synthesis of Strathclyde minor groove binders (S-MGBs) that have been truncated by the removal of a pyrrole ring in order to mimic the structure of the natural product, disgocidine. S-MGBs have been found to be active against many different organisms, however, selective antiparasitic activity is required. A panel of seven truncated S-MGBs was prepared and the activities examined against a number of clinically relevant organisms including several bacteria and parasites. The effect of the truncation strategy on S-MGB aggregation in aqueous environment was also investigated using 1H inspection and DOSY experiments. A lead compound, a truncated S-MGB, which possesses significant activity only against trypanosomes and Leishmania has been identified for further study and was also found to be less affected by aggregation compared to its full-length analogue.

CiteXplore: 34447938

DOI: 10.1039/D1MD00110H