Larvicidal study of tetrahydropyrimidine scaffolds against Anopheles arabiensis and structural insight by single crystal X-ray studies

MONDAL, PRADIP KUMAR; GARCÍA, DANIEL; BAIRAGI, KESHAB M.; GLEISER, RAQUEL M.; ODHAV, BHARTI; VENUGOPALA, KATHARIGATTA N.; CHOPRA, DEEPAK; NAYAK, SUSANTA K.

CHEMICAL BIOLOGY & DRUG DESIGN

WILEY-BLACKWELL PUBLISHING, INC

Lugar: Londres; Año: 2018 vol. 92 p. 1924 - 1932

1747-0277

A series of methyl or ethyl 4-(substitutedphenyl/pyridyl)-6-methyl-2-oxo/thioxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate (HPM) analogues 4a-g was synthesized and evaluated for larvicidal activity against Anopheles arabiensis. These newly synthesized compounds were characterized by spectral studies such as FT-IR, NMR (1H and 13C), LC-MS and elemental analysis. The conformational features and supramolecular assembly of molecules 4a, 4b and 4e were further analyzed from single crystal X-ray study. The larvicidal activity of these tetrahydropyrimidine pharmacophore series were analyzed based on their relative substituent´s. Among the synthesized HPM analogous from the series, compounds 4d and 4e both having electron withdrawing chlorine group on phenyl ring at the fourth position of the tetrahydropyrimidine pharmacophore exhibited the most promising larvicidal activity.