Synthesis and insecticidal activity in vitro and vivo of novel benzenesulfonyl derivatives based on potent target subunit H of V-ATPase. Issue 19 (15th October 2018)

• Record Type: Journal Article
• Authors: Yang, Chaofu; Li, Xiaoting; Wei, Jielu; Zhu, Feng; Gang, Fangli; Wei, Shaopeng; Zhao, Yunlong; Zhang, Jiwen; Wu, Wenjun
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 28:Issue 19(2018)
• Page Start: 3164
• Page End: 3167
• Publication Date: 2018-10-15
• Subjects: RZQYLTIRRGJTFV-MJRIDNOYSA-N; Subunit H of V-ATPase -- Benzenesulfonyl derivatives -- Insecticidal activities -- Isothermal titration calorimetry; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2018.08.030
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Highlights: 74 benzenesulfonyl derivatives were designed and synthesized. A5.7 andB5.7 showed promising insecticidal activities. Isothermal Titration Calorimetry data supported the activity studies. Abstract: Two lead compounds with benzenesulfonamide were found through virtual screening based on the 3D structure of the subunit H of V-ATPase in previous study. 74 benzenesulfonyl derivatives were synthesized and their insecticidal activities were evaluated. The derivatives with propargyl substituents exhibit excellent insecticidal activities against Mythimna separata Walker. The LD50 values of compoundsA5.7 (28.0 μg·g −1 ) andB5.7 (36.4 μg·g −1 ) were significantly less than that of Celangulin V (344.0 μg·g −1 ). Furthermore, Isothermal Titration Calorimetry (ITC) data indicate there is a strong binding affinity betweenA5.7 and V-ATPase Subunit H. These results demonstrate that it is a practical way to develop pesticides targeting at H subunit of V-ATPase.