Incorporation of an intramolecular hydrogen bonding motif in the side chain of antimalarial benzimidazoles
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Date
2019-02-19
Authors
Attram, H.D
Wittlin, S
Chibale, K
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Publisher
Royal Society of Chemistry
Abstract
Analogues of a novel class of benzimidazoles with an intramolecular hydrogen bonding motif have been synthesized and evaluated for their antiplasmodium activity against chloroquine-sensitive (NF54) and multi-drug resistant (K1) strains of the human malaria parasite . Compounds were also screened for their cytotoxicity towards a mammalian Chinese hamster ovarian (CHO) cell line. Most of the compounds exhibited good antiplasmodium activity (NF54 IC <1 μM) and were relatively noncytotoxic. Moreover, towards establishing the possible mode of action of these molecules, inhibition of beta-hematin formation was investigated and two compounds were found to be inhibitors. Single crystal X-ray data confirmed the existence of an intramolecular hydrogen bond.
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Citation
Attram HD, Wittlin S, Chibale K. Incorporation of an intramolecular hydrogen bonding motif in the side chain of antimalarial benzimidazoles. MedChemComm. 2019;10(3):450-5. DOI: 10.1039/C8MD00608C.