Abstract
The objective of this study was to investigate brine shrimp cytotoxicity, larvicidal, nematicidal, and antifeedant activities of novel piperidin-connected 2-thioxo-imidazolidin-4-one derivatives. The activities of target compounds were compared with some naturally occurring (-)-pinidinol, hydantocidin, and positive controls. Target compounds were synthesized via cyclocondensation method. The compounds were synthesized and then characterized by infrared spectroscopy, H-1 NMR, C-13 NMR, mass spectral, and elemental analyses. Brine shrimp cytotoxicity assay was investigated using freshly hatched, free-swimming nauplii of Artemiasalina. Larvicidal screening was performed against urban mosquito larvae (Culex quinquefasciatus). Nematicidal activity was evaluated using juvenile nematodes of Meloidogyne javanica. Regarding antifeedant activity, marine-acclimated Oreochromis mossambicus fingerlings were used. Compounds 3a-c (piperidin-connected 2-thioxoimidazolidin-4-one) were found to be lethal to the second instar larvae of mosquito, which produced LD50 values of 1.37, 6.66, 6.51 mu g/mL, compared to compounds (-) pinidinol and hyantocidin LD50 values of 18.28 and 22.11 mu g/mL respectively. Compound 3a-c was found to kill 100% of fish fingerlings within 6 h at 20 mu g/mL, with LD50 values of 1.54, 1.79, 1.52 mu g/mL, compared to compounds (-) pinidinol and hyantocidin with LD50 values of 10.21 and 21.05 mu g/mL respectively. Compound 3c with LD50 value of 1.57 mu g/mL demonstrated high nematicidal activity compared to compound 3a, 3b, (-) Pinidinol and Hyantocidin LD50 values of 6.45, 2.42, 14.25, 26.30 mu g/mL respectively. Therefore, the 2-thioxoimidazolidin-4-one with piperidin ring showed high potential cytotoxic, larvicidal, nematicidal, and antifeedent activities. (C) 2017 The Authors. Production and hosting by Elsevier B.V. on behalf of King Saud University.