Enantiomeric Separations of Pyriproxyfen and its Six Chiral Metabolites by High-Performance Liquid Chromatography

Chirality
Chuntao ZhangPeng Wang

Abstract

Pyriproxyfen is a chiral insecticide, and over 10 metabolites have been identified in the environment. In this work the separations of the enantiomers of pyriproxyfen and its six chiral metabolites were studied by high-performance liquid chromatography (HPLC). Both normal phase and reverse phase were applied using the chiral columns Chiralpak IA, Chiralpak IB, Chiralpak IC, Chiralcel OD, Chiralcel OD-RH, Chiralpak AY-H, Chiralpak AD-H, Chiracel OJ-H, (R,R)-Whelk-O 1, and Lux Cellulose-3. The effects of the chromatographic parameters such as mobile phase composition and temperature on the separations were investigated and the enantiomers were identified with an optical rotation detector. The enantiomers of these targets could obtain complete separations (resolution factor Rs > 1.5) on Chiralpak IA, Chiralpak IB, Chiralcel OD, Chiralpak AY-H, or Chiracel OJ-H under normal conditions. Chiralcel OJ-H showed the best chiral separation results with n-hexane as mobile phase and isopropanol (IPA) as modifier. The simultaneous enantiomeric separation of pyriproxyfen and four chiral metabolites was achieved on Chiralcel OJ-H under optimized condition: n-hexane/isopropanol = 80/20, 15°C, flow rate of 0.8 ml/min, and UV detection at 230 nm...Continue Reading

References

Feb 18, 1998·Archives of Insect Biochemistry and Physiology·L ZhangT Shono
Feb 24, 2001·Journal of Chromatography. a·N M MaierW Lindner
Jun 23, 2005·Journal of Agricultural and Food Chemistry·Masao FukushimaToshiyuki Katagi
Nov 21, 2008·Chemical Society Reviews·Yoshio Okamoto, Tomoyuki Ikai
Jun 1, 1997·Analytical Chemistry·T O'BrienN Grinberg
May 4, 1998·Angewandte Chemie·Yoshio Okamoto, Eiji Yashima

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Citations

Jun 9, 2017·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Guo-Shao SunJian-Jun Zhang
Oct 16, 2020·Scientific Reports·Yue WangZhaobin Zhang

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