RESULTS: Most of the tested compounds showed insecticidal activity compared to fluralaner as positive control and commercially available insecticide. Especially, the isoxazoline-secondary sulfonamides containing halogens (Br and Cl) on the phenyl group attached to the isoxazoline, 6g (LC50 = 0.31 mg/mL), 6j (LC50 = 0.38 mg/mL), 6k (LC50 = 0.18 mg/mL), 6L (LC50 = 0.49 mg/mL), 6m (LC50 = 0.24 mg/mL), 6q (LC50 = 0.46 mg/mL), exhibited much higher larvicidal activity than fluralaner (LC50 = 0.99 mg/mL).
CONCLUSION: Novel isoxazolines containing sulfonamide moieties were designed, synthesized and confirmed by two single-crystal structures of 4e and 6q. Their bioassay results showed significant larvicidal activity with significant morphological changes in vivo. These results will lay the foundation for the further discovery and development of isoxazoline-sulfonamide derivatives as novel crop protection larvicides of cork oak. © 2023 Society of Chemical Industry.
METHODS: Five seagrass species, Enhalus acoroides, Thalassia hemprichii, Halophila ovalis, Halophila major, and Halophila spinulosa were collected at an Ulva reticulata-colonized site (MA) shoal and a non-Ulva reticulata-colonized site (MC) shoal at Sungai Pulai estuary, Johor, Malaysia. Morphometry of shoots comprising leaf length (LL), leaf width (LW), leaf sheath length (LSL), leaflet length (LTL), leaflet width (LTW), petiole length (PL), space between intra-marginal veins (IV) of leaf, cross vein angle (CVA) of leaf, number of the cross vein (NOC), number of the leaf (NOL) and number of the leaflet (NOLT) were measured on fresh seagrass specimens. Moreover, in-situ water quality and water nutrient content were also recorded. Seagrass extracts in methanol were assessed for total phenolic content (TPC), total flavonoid content (TFC), 2,2-diphenyl-1-picrylhydrazyl radical scavenging activity (DPPH), 2,2'-azino-bis(3-ethylbenzthiazoline-6-sulfonic acid radical cation scavenging activity (ABTS), and ferric reducing antioxidant power (FRAP).
RESULTS: Seagrasses in the U. reticulata-colonized site (MA) had significantly higher (t-test, p < 0.05) leaf dimensions compared to those at the non-U. reticulata colonized site (MC). Simple broad-leaved seagrass of H. major and H. ovalis were highly sensitive to the colonization of U. reticulata, which resulted in higher morphometric variation (t-test, p < 0.05) including LL, PL, LW, and IV. Concerning the biochemical properties, all the seagrasses at MA recorded significantly higher (t-test, p < 0.05) TPC, TFC, and ABTS and lower DPPH and FRAP activities compared to those at MC. Hydrocharitaceae seagrass experience positive changes in leaf morphology features and metabolite contents when shaded by U. reticulata. Researching the synergistic effect of anthropogenic nutrient loads on the interaction between seagrasses and macroalgae can provide valuable information to decrease the negative effect of macroalgae blooms on seagrasses in the tropical meadow.