Bioactivities of a New Pyrrolidine Alkaloid from the Root Barks of Orixa japonica

Abstract

Abstract:A new pyrrolidine alkaloid named (Z)-3-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)-1-methylpyrrolidin-2-one was isolated from the ethanol extract of the root barks of Orixa japonica. The structure of the new alkaloid was elucidated on the basis of NMR and MS analysis. The compound exhibited larvicidal activity against the fourth instar larvae of Aedes aegypti (LC 50 = 232.09 µg/mL), Anopheles sinensis (LC 50 = 49.91 µg/mL), and Culex pipiens pallens (LC 50 = 161.10 µg/mL). The new alkaloid also possessed nematicidal activity against Bursaphelenchus xylophilus (LC 50 = 391.50 µg/mL) and Meloidogynein congnita (LC 50 = 134.51 µg/mL). The results indicate that the crude ethanol extract of O. japonica root barks and its isolated pyrrolidine alkaloid have potential for development into natural larvicides and nematicides.

Plant Natural Products for the Control of Aedes aegypti: The Main Vector of Important Arboviruses

“…The crinine-type alkaloid crinsarnine ( 63 ) only demonstrated strong adulticidal activity (LC 50 5.78 μM/female mosquito) [ 133 ]. N-hydroxyaristolactam I ( 64 ), an aristololactam derivative, also showed strong larvicidal activity (LC 50 11.45 μM) [ 130 ], whereas the pyrrolidine alkaloid ( Z )-3-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)-1-methylpyrrolidin-2-one ( 65 ) demonstrated weak activity (LC 50 785.86 μM) [ 134 , 135 ].…”

“…11.45 µM)[130], whereas the pyrrolidine alkaloid (Z)-3-(4-hydroxybenzylidene)-4-(4-hydroxyphenyl)-1-methylpyrrolidin-2-one (65) demonstrated weak activity (LC 50 785.86 µM)[134,135].…”

Larvicidal Activity of Secondary Plant Metabolites inAedes aegyptiControl: An Overview of the Previous 6 Years

“…The same results were observed for oleic (12), linoleic (38), linolenic (40), and palmitic (55) fatty acids. The fatty acids linoleic (38), linolenic (40), elaidic (51), arachidic (58), and behenic (62) presented to have an effect on the octopaminergic system. It has also been observed that the karanjin (32) flavonoid can inhibit feed and act as a growth regulator.…”

Characterization of the complete chloroplast genome of the medicinal plant Orixa japonica (Rutaceae) in Zhejiang Province and its phylogenetic analysis within family Rutaceae

“…The extracts or constituents of it possess pharmacological and biological activities. Previous chemical studies have isolated and identified several quinoline alkaloids, terpenoids, and coumarins from it and pyrrolidine alkaloid isolated from root bark of the O. japonica has potential nematicidal and larvicidal activity that can be developed as natural nematicides and larvicides in the future (Liu et al 2016). However, the genomic information of O. japonica has not been established sufficiently, the complete chloroplast (cp) genome of O. japonica has not been sequenced, which limits the indepth study of it.…”