title: The chiral pyrethroid cycloprothrin: stereoisomer synthesis and separation and stereoselective insecticidal activity.
abstract: The synthesis and separation of the isomers of the pesticide cycloprothrin have been realized for the first time. Complete separation was achieved on a DAICEL CHIRALCEL OJ-H column (25 x 0.46 cm) for (1R, alpha*)-cycloprothrin isomers and on a DAICEL CHIRALCEL OD-H column (25 x 0.46 cm()) for (1S, alpha*)-cycloprothrin isomers. The insecticidal activity of (1R, alphaR)-cycloprothrin for the larvae of Mythimaseparata and Aphismedicagini was found to be about six times and four times higher, respectively, than that of racemic cycloprothrin.
authors: Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, China. jiamgb@mail.sioc.ac.cn
authors: Biao
authors: B
authors: Jiang
authors: Hua
authors: H
authors: Wang
authors: Qun-Mei
authors: QM
authors: Fu
authors: Zhu-Yi
authors: ZY
authors: Li
mesh_terms: D000818:Animals; D003521:Cyclopropanes / Q000138:chemical synthesis* / Q000302:isolation & purification* / Q000494:pharmacology; D007306:Insecticides / Q000138:chemical synthesis / Q000737:chemistry / Q000302:isolation & purification / Q000494:pharmacology*; D007814:Larva / Q000187:drug effects; D007915:Lepidoptera / Q000187:drug effects / Q000254:growth & development; D009570:Nitriles / Q000138:chemical synthesis* / Q000302:isolation & purification* / Q000494:pharmacology; D011722:Pyrethrins / Q000138:chemical synthesis* / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
chemical_list: D003521:Cyclopropanes; D007306:Insecticides; D009570:Nitriles; D011722:Pyrethrins; C528277:cycloprothrin