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Isolation and identification of three new isomer impurities in milbemycin oxime drug substance.

作者信息

Ren Xiaohan, Lu Jianwei, Wu Yefei, Zhang Shaoyong, Qi Huan, Zhang Hui, Wang Jidong, Zheng Linghui

机构信息

Zhejiang Key Laboratory of Biology and Ecological Regulation of Crop Pathogens and Insect, College of Life Science, Huzhou University, Huzhou, China.

Zhejiang Qianjiang Biochemical Co., Ltd, Haining, China.

出版信息

J Antibiot (Tokyo). 2025 Jan;78(2):106-112. doi: 10.1038/s41429-024-00791-7. Epub 2024 Nov 28.

DOI:10.1038/s41429-024-00791-7
PMID:39609619
Abstract

In an effort to identification of the unknown impurities in milbemycin oxime (MO) bulk drug, three impurities 1, 2 and 3 were isolated by two-dimensional (2 D) preparation method (Agilent Zorbax-C3 preparative column and Sepax Amethyst C18-H preparative column). Based on the extensive NMR analysis and ESIMS data, the structures of the three impurities were established as 14-desmethyl-14-ethyl-MO A (1), 24-desmethyl-24-ethyl-MO A (2) and 12-desmethyl-12-ethyl-MO A (3), respectively. They are the new isomer impurities of MO D and most likely originate from the oxidation and oximation of natural milbemycin homologs present in the original fermentation broth.

摘要

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本文引用的文献

1
Synthesis of 24a-Substituted Milbemycin A Derivatives and Their Acaricidal Activity against Tetranychus uvticae.24a-取代米尔倍霉素A衍生物的合成及其对二斑叶螨的杀螨活性
Biosci Biotechnol Biochem. 1997 Jan;61(5):806-812. doi: 10.1271/bbb.61.806.
2
Structure and activity of avermectins and milbemycins in animal health.阿维菌素和米尔倍霉素在动物健康方面的结构与活性
Vet Parasitol. 1995 Sep;59(2):139-56. doi: 10.1016/0304-4017(94)00743-v.