Construction of new oxime esters of cholesterol containing piperic acid-like fragments as insecticidal agents against Aphis citricola Van der Goot (Homoptera: Aphididae) and Plutella xylostella Linnaeus (Lepidoptera: Plutellidae). (15th April 2022)

• Record Type: Journal Article
• Authors: Li, Tianze; Lv, Min; Xu, Hui
• Is Part Of: Bioorganic & medicinal chemistry letters. Volume 62(2022)
• Publication Date: 2022-04-15
• Subjects: Cholesterol -- Aphis citricola Van der Goot -- Plutella xylostella Linnaeus -- Oxime esters -- Insecticidal activity -- Modification; Bioorganic chemistry -- Periodicals; Pharmaceutical chemistry -- Periodicals; 572
• DOI: 10.1016/j.bmcl.2022.128634
• Languages: English
• ISSNs: 0960-894X

Abstract

Graphical abstract: Abstract: In order to application of cholesterol as pesticidal agents, a series of oxime esters of cholesterol containing piperic acid-like fragments were semi-synthesized by modification of cholesterol at the C-3 and C-6 positions. Their structures were characterized by 1 H NMR, HRMS and mp, and their purity was determined by HPLC. Against Aphis citricola Van der Goot, derivatives Ib (R = 4-FPh) and In (R = 3, 4-ethylenedioxystyryl) exhibited 5.0 and 4.8 folds more pronounced aphicidal activity of their precursor cholesterol. Against Plutella xylostella Linnaeus, compounds Ia (R = Ph) and If (R = 3, 4-methylenedioxyphenyl) showed 2.2 and 2.0 folds more potent insecticidal activity of cholesterol. Their SARs were also observed.