New biotransformation products of nemadectins.
Selected nemadectins (formerly LL-F28249 series) have been fed to a panel of microorganisms with the aim of generating new derivatives. In addition to products resulting from the oxidation of the terminal methyl group (C-29), a unique phosphorylated nemadectin was isolated. The phosphate group was determined to be at C-23 by HMBC between phosphorus and H-23. Milbemycin or nemadectin derivatives with natural substituents involving the 23-hydroxyl group were hitherto unknown.
Fang
K
K
Wyeth-Ayerst Research, Natural Products Chemistry, Pearl River, NY 10965, USA.
Schlingmann
G
G
Enos
A
A
Carter
G T
GT
D000818:Animals; D000900:Anti-Bacterial Agents / Q000737:chemistry / Q000378:metabolism* / Q000494:pharmacology; D000969:Antinematodal Agents / Q000378:metabolism* / Q000494:pharmacology; D001711:Biotransformation; D017173:Caenorhabditis elegans; D002851:Chromatography, High Pressure Liquid; D017357:Cyclotrons; D005583:Fourier Analysis; D018942:Macrolides; D013058:Mass Spectrometry; D009089:Mucor / Q000378:metabolism; D010084:Oxidation-Reduction; D010766:Phosphorylation; D013305:Streptomyces griseus / Q000378:metabolism
D000900:Anti-Bacterial Agents; D000969:Antinematodal Agents; D018942:Macrolides; C056041:nemadectin; C027837:moxidectin