Fluorescent Probes for Insect Ryanodine Receptors: Candidate Anthranilic Diamides

Molecules

Yi Wang³  Lei Guo¹  Suzhen Qi³  Hao Zhang³  Kechang Liu³  Ruiquan Liu³  Pei Liang¹  John E. Casida² 

[1] College of Agriculture and Biotechnology, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China; E-Mails:;Department of Environmental Science, Policy, and Management, University of California, Berkeley, CA 94720-3112, USA; E-Mail:;Department of Applied Chemistry, College of Science, China Agricultural University, No. 2 Yuanmingyuan West Road, Beijing 100193, China; E-Mails:

关键词: fluorescent probe;    affinity;    ryanodine receptor;   

DOI  :  10.3390/molecules19044105

来源: mdpi

【 摘 要 】

Diamide insecticides with high efficacy against pests and good environmental safety are broadly applied in crop protection. They act at a poorly-defined site in the very complex ryanodine (Ry) receptor (RyR) potentially accessible to a fluorescent probe. Two N-propynyl analogs of the major anthranilic diamide insecticides chlorantraniliprole (Chlo) and cyantraniliprole (Cyan) were accordingly synthesized and converted into two fluorescent ligands by click reaction coupling with 3-azido-7-hydroxy-2H-chromen-2-one. The new diamide analogs and fluorescent ligands were shown to be nearly as potent as Chlo and Cyan in inhibition of [³H]Chlo binding and stimulation of [³H]Ry binding in house fly thoracic muscle RyR. Although the newly synthesized compounds had only moderate activity in insect larvicidal activity assays, their high in vitro potency in a validated insect RyR binding assay encourages further development of fluorescent probes for insect RyRs.

【 授权许可】

CC BY   
© 2014 by the authors; licensee MDPI, Basel, Switzerland.