Design, synthesis, crystal structures, and insecticidal activities of eight-membered azabridge neonicotinoid analogues

Journal of Agricultural and Food Chemistry
Renbo XuZhong Li

Abstract

Three series of novel azabridge neonicotinoid analogues were designed and synthesized, which were constructed by starting material A, glutaraldehyde, and primary amine hydrochlorides (aliphatic amines, phenylhydrazines, and anilines). Most of the eight-membered azabridge compounds presented higher insecticidal activities than oxabridged compound B against cowpea aphid (Aphis craccivora) and brown planthopper (Nilaparvata lugens). Compared with imidacloprid, some azabridged compounds exhibited excellent insecticidal activity against brown planthopper. The crystal structures and bioassay indicated that changing bridge atoms from O to N could lead to entirely different conformations, which might be the important influential factor of the bioactivities.

References

Jul 15, 2004·Journal of the American Chemical Society·Hiroaki OhnoTetsuaki Tanaka
Feb 3, 2006·Invertebrate Neuroscience : in·James E C JepsonDavid B Sattelle
Dec 5, 2008·Accounts of Chemical Research·Motohiro Tomizawa, John E Casida
Jan 31, 2009·Bioorganic & Medicinal Chemistry·Viktor A Zapol'skiiDieter E Kaufmann
Jun 23, 2010·Journal of Agricultural and Food Chemistry·Peter JeschkeAlfred Elbert
Aug 20, 2010·Journal of Agricultural and Food Chemistry·Shinzo Kagabu
Nov 17, 2010·Journal of Agricultural and Food Chemistry·Motohiro Tomizawa, John E Casida
Nov 26, 2010·Journal of Agricultural and Food Chemistry·Yuanming ZhuJames D Thomas
Feb 24, 2011·Journal of Agricultural and Food Chemistry·Motohiro Tomizawa, John E Casida

❮ Previous
Next ❯

Citations

Dec 17, 2015·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hong DaiYujun Shi
Mar 2, 2016·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hong DaiYujun Shi
Oct 7, 2016·The Journal of Organic Chemistry·Vanaparthi SatheeshTharmalingam Punniyamurthy
Jan 22, 2017·Bioorganic & Medicinal Chemistry Letters·Hong DaiYong Ling
Dec 1, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Hong DaiJian Shi
Mar 10, 2018·Environmental Science and Pollution Research International·Suzhen QiLiming Wu
Jun 28, 2020·Integrated Environmental Assessment and Management·Anisha Singh, Christy Leppanen
Jan 11, 2018·Chemical Communications : Chem Comm·Soumendranath Mukhopadhyay, Subhas Chandra Pan

❮ Previous
Next ❯

Related Concepts

Trending Feeds

COVID-19

Coronaviruses encompass a large family of viruses that cause the common cold as well as more serious diseases, such as the ongoing outbreak of coronavirus disease 2019 (COVID-19; formally known as 2019-nCoV). Coronaviruses can spread from animals to humans; symptoms include fever, cough, shortness of breath, and breathing difficulties; in more severe cases, infection can lead to death. This feed covers recent research on COVID-19.

Blastomycosis

Blastomycosis fungal infections spread through inhaling Blastomyces dermatitidis spores. Discover the latest research on blastomycosis fungal infections here.

Nuclear Pore Complex in ALS/FTD

Alterations in nucleocytoplasmic transport, controlled by the nuclear pore complex, may be involved in the pathomechanism underlying multiple neurodegenerative diseases including Amyotrophic Lateral Sclerosis and Frontotemporal Dementia. Here is the latest research on the nuclear pore complex in ALS and FTD.

Applications of Molecular Barcoding

The concept of molecular barcoding is that each original DNA or RNA molecule is attached to a unique sequence barcode. Sequence reads having different barcodes represent different original molecules, while sequence reads having the same barcode are results of PCR duplication from one original molecule. Discover the latest research on molecular barcoding here.

Chronic Fatigue Syndrome

Chronic fatigue syndrome is a disease characterized by unexplained disabling fatigue; the pathology of which is incompletely understood. Discover the latest research on chronic fatigue syndrome here.

Evolution of Pluripotency

Pluripotency refers to the ability of a cell to develop into three primary germ cell layers of the embryo. This feed focuses on the mechanisms that underlie the evolution of pluripotency. Here is the latest research.

Position Effect Variegation

Position Effect Variagation occurs when a gene is inactivated due to its positioning near heterochromatic regions within a chromosome. Discover the latest research on Position Effect Variagation here.

STING Receptor Agonists

Stimulator of IFN genes (STING) are a group of transmembrane proteins that are involved in the induction of type I interferon that is important in the innate immune response. The stimulation of STING has been an active area of research in the treatment of cancer and infectious diseases. Here is the latest research on STING receptor agonists.

Microbicide

Microbicides are products that can be applied to vaginal or rectal mucosal surfaces with the goal of preventing, or at least significantly reducing, the transmission of sexually transmitted infections. Here is the latest research on microbicides.