title: Natural products-based insecticidal agents 6. Design, semisynthesis, and insecticidal activity of novel monomethyl phthalate derivatives of podophyllotoxin against Mythimna separata Walker in vivo.
abstract: To discover the more potent analogs, 12 novel monomethyl phthalate derivatives of podophyllotoxin were synthesized and preliminarily tested against the pre-third-instar larvae of Mythimna separata Walker in vivo at the concentration of 1mg/mL. Compounds 8e-i showed the higher insecticidal activity than podophyllotoxin. Especially 8g exhibited the most potent insecticidal activity compared with toosendanin, a commercially available insecticide derived from Melia azedarach. The structure-activity relationships demonstrated that trans-lactone, 4beta-substitution, 2beta-chlorine substitution, and 4'-methoxy group were the important structural properties of podophyllotoxins for good insecticidal activity.
authors.affiliation: Laboratory of Pharmaceutical Design and Synthesis, College of Sciences, Northwest A&F University, Yangling 712100, China. orgxuhui@nwsuaf.edu.cn
authors.forename: Hui
authors.initials: H
authors.lastname: Xu
authors.forename: Xiao-Qiang
authors.initials: XQ
authors.lastname: He
mesh_terms: D000818:Animals; D001688:Biological Products / Q000737:chemistry*; D015195:Drug Design; D004365:Drugs, Chinese Herbal / Q000494:pharmacology; D007306:Insecticides / Q000138:chemical synthesis* / Q000737:chemistry; D007814:Larva / Q000187:drug effects; D009036:Moths / Q000187:drug effects* / Q000254:growth & development; D010795:Phthalic Acids / Q000737:chemistry*; D011034:Podophyllotoxin / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology; D013329:Structure-Activity Relationship; D014315:Triterpenes
chemical_list: D001688:Biological Products; D004365:Drugs, Chinese Herbal; D007306:Insecticides; D010795:Phthalic Acids; D011034:Podophyllotoxin; C517284:monomethyl phthalate; C036454:toosendanin; D014315:Triterpenes