Colorado Potato Beetle Antifeedants by Simple Modification of the Birchbark Triterpene Betulin

Fu-Yung Huang; Bong Youl Chung; Michael D. Bentley; A. Randall Alford

doi:10.1021/jf00057a035

Colorado Potato Beetle Antifeedants by Simple Modification of the Birchbark Triterpene Betulin

Fu-Yung Huang, Bong Youl Chung, Michael D. Bentley, A. Randall Alford

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

Oxidation of the 19-side-chain of betulin 3β,28-diacetate, a pentacyclic triterpene derived from the readily available birchbark triterpene, betulin, yielded compounds active as antifeedants against larvae of the agricultural insect pest Colorado potato beetle, Leptinotarsa decemlineata. Of the eight compounds investigated, the most active was 30-hydroxy-20-oxo-29-norlup-3β,28-diacetate (VI). Acetylation of VI significantly reduced antifeedant activity.

Original language	English
Pages (from-to)	2513-2516
Number of pages	4
Journal	Journal of Agricultural and Food Chemistry
Volume	43
Issue number	9
DOIs	https://doi.org/10.1021/jf00057a035
Publication status	Published - 1995 Sep 1

All Science Journal Classification (ASJC) codes

Chemistry(all)
Agricultural and Biological Sciences(all)

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10.1021/jf00057a035

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title = "Colorado Potato Beetle Antifeedants by Simple Modification of the Birchbark Triterpene Betulin",

abstract = "Oxidation of the 19-side-chain of betulin 3β,28-diacetate, a pentacyclic triterpene derived from the readily available birchbark triterpene, betulin, yielded compounds active as antifeedants against larvae of the agricultural insect pest Colorado potato beetle, Leptinotarsa decemlineata. Of the eight compounds investigated, the most active was 30-hydroxy-20-oxo-29-norlup-3β,28-diacetate (VI). Acetylation of VI significantly reduced antifeedant activity.",

author = "Fu-Yung Huang and Chung, {Bong Youl} and Bentley, {Michael D.} and Alford, {A. Randall}",

year = "1995",

month = sep,

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doi = "10.1021/jf00057a035",

language = "English",

volume = "43",

pages = "2513--2516",

journal = "Journal of Agricultural and Food Chemistry",

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publisher = "American Chemical Society",

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T1 - Colorado Potato Beetle Antifeedants by Simple Modification of the Birchbark Triterpene Betulin

AU - Huang, Fu-Yung

AU - Chung, Bong Youl

AU - Bentley, Michael D.

AU - Alford, A. Randall

PY - 1995/9/1

Y1 - 1995/9/1

N2 - Oxidation of the 19-side-chain of betulin 3β,28-diacetate, a pentacyclic triterpene derived from the readily available birchbark triterpene, betulin, yielded compounds active as antifeedants against larvae of the agricultural insect pest Colorado potato beetle, Leptinotarsa decemlineata. Of the eight compounds investigated, the most active was 30-hydroxy-20-oxo-29-norlup-3β,28-diacetate (VI). Acetylation of VI significantly reduced antifeedant activity.

AB - Oxidation of the 19-side-chain of betulin 3β,28-diacetate, a pentacyclic triterpene derived from the readily available birchbark triterpene, betulin, yielded compounds active as antifeedants against larvae of the agricultural insect pest Colorado potato beetle, Leptinotarsa decemlineata. Of the eight compounds investigated, the most active was 30-hydroxy-20-oxo-29-norlup-3β,28-diacetate (VI). Acetylation of VI significantly reduced antifeedant activity.

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JF - Journal of Agricultural and Food Chemistry

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