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Your search keyword '"Oluwafemi, Kola A."' showing total 11 results
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11 results on '"Oluwafemi, Kola A."'

8. Synthesis of 2,3-diaminopyridine-derived 4-azabenzimidazoles and (phenylimino)pyridine analogues as potential anti-plasmodial agents.

Author

Oluwafemi, Kola A., Isaacs, Michelle, Hoppe, Heinrich C., Klein, Rosalyn, and Kaye, Perry T.

Subjects
*DRUG resistance in microorganisms, *PYRIDINE, *TRYPANOSOMA brucei, *CYTOTOXINS, *TRYPANOSOMA, *PLASMODIUM falciparum, *PYRIDINE derivatives, *BENZALDEHYDE, *PLASMODIUM
Abstract

Azabenzimidazoles are among the substrates most frequently found in small-molecule drugs due to their broad-spectrum biological activity. Newer drugs are continually in need of to replace existing drugs which encounter microorganism drug resistance. The reaction of 2,3-diaminopyridine precursors with variously substituted benzaldehydes has provided convenient and efficient access to a series of 4-azabenzimidazole derivatives and, regioselectively, to a series of 2-amino-5-bromo-3-(phenylimino)pyridine derivatives, while sodium cyanoborohydride reduction of the latter has afforded the corresponding 2-amino-5-bromo-3- (phenylamino)pyridine analogues. Bioassays of these and other compounds have been undertaken to explore their cytotoxicity and their activity against the parasitic protozoans, Plasmodium falciparum and Trypanosoma brucei. A number of the compounds show promising selective activity against T. brucei with IC50 values as low as 1.3 µM while two of them exhibit encouraging activity against both T. brucei and P. falciparum. [ABSTRACT FROM AUTHOR]

Published
2023
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11. Alkyne-Allene Transformation: Density Functional and in silicoStudies of 5-bromo-1-(Propargyl)-7-azabenzimidazole and its 1,2-propadiene Analogue

Author

Oluwafemi, Kola A., Oyeneyin, Oluwatoba E., Ojo, Nathanael D., and Aigbogun, Jane A.

Abstract

Allenes are important precursors for various cycloaddition reactions and they are present in several natural and synthetic medicinal compounds. One of the simplest ways of allenes preparation is through alkyne transformation. An earlier report described the base-catalyzed (Cs2CO3or K2CO3) isomerization of 5-bromo-1-(propargyl)-7-azabenzimidazole to 5-bromo-1-(1,2-propadiene)-7-azabenzimidazole. The current work probes this transformation by computational methods at the DFT/B3LYP(M06-2X)/6–31(d) level of theory. The two isomers were docked in malaria kinase enzyme model (PbCDPK-1). The molecular descriptors such as energy gap (ΔE), global softness (S), chemical potential (σ), electrophilicity (ω) were calulated. Relative energy of the isomers (ΔEiso), free energy change (ΔGiso), enthalpy change (ΔHiso) and entropy change (ΔSiso) for the propargyl-propadiene isomerization. Results obtained indicated that the isomers were polar and strong electrophiles with charge transfer tendency. 5-bromo-1-(1,2-propadiene)-7-azabenzimidazole exhibits improved chemical softness and kinetic instability. The propargyl-propadiene isomer showed negative values for ΔEiso, ΔGiso, ΔHisoand ΔSiso. Malaria enzyme binding data were also obtained for these isomers and the 5-bromo-1-(1,2-propadiene)-7-azabenzimidazole gave a better scoring function which may be attributed to its chemical softness.

Published
2022
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