Larvicidal activity of synthetic tropane alkaloids against Ascia monuste orseis (Lepidoptera: Pieridae)

Abstract

Tropane alkaloid derivatives bearing a carbamate group show potential for the development of novel insecticides against A. monuste. © 2017 Society of Chemical Industry.

Synthesis, insecticidal activity, and phytotoxicity of novel chiral amides

“…The dose–mortality curve estimated for amide 8j had a higher slope (8.97) than that for compound 8i (4.29), indicating a more homogeneous response to R. dominica populations exposed to compound 8i . Therefore, small variations in doses of compound 8j can promote broad variations in pest mortality, increasing the risk of failures in R. dominica control …”

“…29 Therefore, small variations in doses of compound 8j can promote broad variations in pest mortality, increasing the risk of failures in R. dominica control. 30,31 In warehouses, high temperatures and moisture contents of grains favor the development of pest insects. 32 Rhyzopertha dominica, besides consuming grain kernels, deposit feces and cause localized increases in heat and moisture, leading to accelerated mold growth.…”

Comparative Proteomic Analysis of Dipsacus asperoides Roots from Different Habitats in China

“…Putative tropinone reductase 1 (A0A251RSK1, EC 1.1.1.206, TRI), which has been considered to be an important regulatory target in the tropane alkaloids biosynthetic pathway [33]. Tropane alkaloids are a class of important secondary metabolites produced by various plant species and play an important role in plant defense against herbivore insects [34]. Tropane alkaloids may be among the active ingredients in D. asperoides to exert their pharmacological effects.…”

Toxicity and Sublethal Effects of Phthalides Analogs to Rhyzopertha dominica

“…The DielsÀ Alder reaction between cyclopentadiene and α,β-unsaturated γ-lactones (5-hydroxyfuran-2(5H)one and compounds 1 and 2) was chosen as the key step for achievement of the bicyclic framework of the phthalides, leading to formation of the adducts, rac-(1R,3aS,4R,7S,7aR)-3-oxo-1,3,3a,4,7,7a-hexahydro-4,7methano-2-benzofuran-1-yl acetate (9), rac-(3R,3aR,4S,7R,7aS)-3-hydroxy-3a,4,7,7a-tetrahydro-4,7methano-2-benzofuran-1(3H)-one (13), and rac-(3R,3aR,4S,7R,7aS)-3-(propan-2-yloxy)-3a,4,7,7a-tetrahydro-4,7-methano-2-benzofuran-1(3H)-one (16). These adducts were then subjected to hydrogenation (to give compounds rac- (1R,3aS,4S,7R,7aR)-3-oxooctahydro-4,7-methano-2-benzofuran-1-yl acetate (10), rac-(3R,3aR,4R,7S,7aS)-3-hydroxyhexahydro-4,7-methano-2benzofuran-1(3H)-one (14), and rac- (3R,3aR,4R,7S,7aS)-3-(propan-2-yloxy)hexahydro-4,7-methano-2-benzofuran-1(3H)-one (17)); epoxidation (to give compounds rac- (1aR,2R,2aR,3R,5aS,6S,6aS)-5-oxooctahydro-2,6methanooxireno[f] [2]benzofuran-3-yl acetate (12) and rac-(1aR,2R,2aR,5S,5aS,6S,6aS)-5-(propan-2-yloxy)hexahydro-2,6-methanooxireno[f] [2]benzofuran-3(1aH)-one (18)); and bromination reactions (to give compounds rac-(1R,3aR,4S,5S,6R,7R,7aS)-5,6-dibromo-3-oxooctahydro-4,7-methano-2-benzofuran-1-yl acetate (11) and rac- (2R,2aS,4R,4aS,6aR,6bS,7R)-7-bromohexahydro-2,4methano-1,6-dioxacyclopenta[cd]pentalen-5(2H)-one (15)). Physical data and NMR spectra of all compounds are available in the Supporting Information.…”