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Effects of diterpene esters of tigliane, daphnane, ingenane, and lathyrane types on pink bollworm,Pectinophora gossypiella saunders (Lepidoptera: Gelechiidae)

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Abstract

Twenty esters, representing the biogenetically related tigliane, daphnane, ingenane, and lathyrane series of diterpenes, were screened for growth-inhibitory and insecticidal effects on newly hatched larvae of the North American cotton pest,Pectinophora gossypiella (pink bollworm). Among the tigliane derivatives tested, only 12-O-tetradecanoylphorbol-13-acetate and 12-O-(2-methyl)butyrylphorbol-13-decanoate, of seven phorbol diesters isolated from croton oil by a new procedure involving droplet countercurrent chromatography, were active againstP.gossypiella as both growth inhibitors and insecticides. The effects of the former compound were not significantly diminished by acetylation of its C-20 primary hydroxy group. Three other croton oil phorbol diester constituents, as well as daphnetoxin and daphnetoxin-5,20-diacetate, exhibited activity as growth inhibitors, but not as insecticidal agents, at the doses used. None of the ingenane or lathyrane derivatives investigated was active in either respect. 12-0-Tetradecanoylphorbol-13-acetate was found to cause 100% mortality on second-stadium larvae ofCulex pipiens at 0.6 ppm, but exhibited less significant effects onOncopeltus fasciatus (second-stadium nymphs) andTribolium confusion (adults) when applied at higher doses.

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Authors and Affiliations

  1. Department of Medicinal Chemistry and Pharmacognosy and Program for Collaborative Research in the Pharmaceutical Sciences College of Pharmacy, University of Illinois at Chicago, 833 S. Wood Street, 60612, Chicago, Illinois

    Gary T. Marshall, Lee -Juian Lin & A. Douglas Kinghorn

  2. Plant Resources Institute, 417 Wakara Way, 84108, Salt Lake City, Utah

    James A. Klocke

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  1. Gary T. Marshall
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  2. James A. Klocke
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  3. Lee -Juian Lin
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  4. A. Douglas Kinghorn
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Marshall, G.T., Klocke, J.A., Lin, L.J. et al. Effects of diterpene esters of tigliane, daphnane, ingenane, and lathyrane types on pink bollworm,Pectinophora gossypiella saunders (Lepidoptera: Gelechiidae). J Chem Ecol 11, 191–206 (1985). https://doi.org/10.1007/BF00988202

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